My Office's Listings
Some or all of the listings below are provided by the Westport office.
$10,950,000 (USD)
Westport Area Single Family Home
Active
5 Fraser Road Westport, CT 06880
6 Bed
10 Baths
8639 sqft
MLS# 122508
Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!
Listing Courtesy of GREENWICH MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$8,450,000 (USD)
Long Lots Area Single Family Home
Active
10 Beltas Farm Lane Westport, CT 06880
6 Bed
8 Baths
6655 sqft
MLS# 24190641
Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/ natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood, premium appliances with column refrigerator & freezer all set flush to the cabinets. Luxurious living and entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed driveway The magnificent primary suite is a private retreat, complete w/ a custom rift oak cathedral ceiling & a covered balcony w/ glass & wood railings overlooking the property.The 2nd level features 5 BRs w/ensuite baths. The 6th BR Suite is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas, city water, Visual Comfort luxury lighting throughout, integrated recessed lighting, & countless custom features that elevate every room.This is a rare opportunity to own a newly built, architecturally stunning estate where exceptional design and refined living come together beautifully. Ready for move in Summer 2026
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$6,999,999 (USD)
Compo Beach Area Single Family Home
Active
32 Narrow Rocks Road Westport, CT 06880
6 Bed
9 Baths
1883 sqft
MLS# 24145296
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$6,895,000 (USD)
Greens Farms Area Single Family Home
Active
8 Loretta Court Westport, CT 06880
6 Bed
9 Baths
9576 sqft
MLS# 24156057
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. Taxes to be finalized after CO issued.
Listing Courtesy of SMART MLS / Listed By: Lianne Owen, Coldwell Banker Realty
$6,495,000 (USD)
Long Lots Area Single Family Home
Active
5 Baldwin Place Westport, CT 06880
6 Bed
8 Baths
9062 sqft
MLS# 24172743
NEW CONSTRUCTION-READY FOR MOVE-IN! Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence spans 9,062 sq. ft. with 6 bedrooms and 8 bathrooms, showcasing exceptional craftsmanship, thoughtful design, and high-end finishes throughout. Elevator ready, which enhances both convenience and long-term livability. At the heart of the home, a designer kitchen is complemented by a fully equipped scullery, offering a discreet secondary workspace for catering, entertaining and daily organization-an increasingly sought after feature in today's luxury homes. Outdoor living is equally impressive, with a resort-style saltwater pool and integrated spa, automatic safety cover, expansive covered and open-air patios, and an outdoor kitchen, designed for sophisticated entertaining. The property also offers ample space for a tennis court and guest house, further elevating its estate-like appeal. Additional highlights include a full-house generator, EV charging outlet, and the signature craftsmanship and attention to detail that define a Westport Family Homes build. A masterfully built home - designed to impress, built to last, and created for an exceptional lifestyle.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$5,999,999 (USD)
Greens Farms Area Single Family Home
Active
13 Edgemarth Hill Road Westport, CT 06880
7 Bed
8 Baths
8700 sqft
MLS# 24183173
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,925,000 (USD)
Saugatuck Area Single Family Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24163899
Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$5,650,000 (USD)
Long Lots Area Single Family Home
Active
8 Pleasant Valley Lane Westport, CT 06880
7 Bed
9 Baths
1462 sqft
MLS# 24172635
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,499,000 (USD)
Greens Farms Area Single Family Home
Active
359 Greens Farms Road Westport, CT 06880
6 Bed
8 Baths
7748 sqft
MLS# 24184039
Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying Hill Beach, Greens Farms Elementary School, and minutes from downtown Westport's shopping and dining. Filled with natural light, the sophisticated floor plan is designed for everyday living and entertaining. The gourmet chef's kitchen features premium appliances, two dishwashers, a walk-in pantry, and butler's pantry, seamlessly connecting to elegant gathering spaces. Enjoy indoor-outdoor living from the screened porch overlooking the sparkling pool with automatic cover, spa, and landscaped grounds. The luxurious primary suite features a sitting room, spa-inspired bath with soaking tub and steam shower, and custom closets. Upstairs, a spacious playroom and gym overlook the pool. A first-floor office accommodates dual workstations for remote work. The walk-out lower level offers high ceilings, natural light, and potential for a media room, sixth bedroom, home theater, or golf simulator. Offering unparalleled estate privacy, walkability, and proximity to NYC transportation, beaches, top-rated schools, and downtown Westport, 359 Greens Farms Road is luxury living at its finest.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$5,000,000 (USD)
Long Lots Area Single Family Home
Pending
6 Twin Circle Drive Westport, CT 06880
6 Bed
7 Baths
6166 sqft
MLS# 24168601
Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$4,495,000 (USD)
Coleytown Area Single Family Home
Active
21 Lockwood Circle Westport, CT 06880
6 Bed
7 Baths
6611 sqft
MLS# 24158946
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,100,000 (USD)
Old Hill Area Single Family Home
Active
48 Woodside Avenue Westport, CT 06880
6 Bed
6 Baths
1853 sqft
MLS# 24164137
A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$3,975,000 (USD)
Lower Weston Area Single Family Home
Active
48 Kettle Creek Road Weston, CT 06883
5 Bed
8 Baths
1427 sqft
MLS# 24169304
NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.
Listing Courtesy of SMART MLS / Listed By: Thomas "Tom" Kelley, Coldwell Banker Realty
$3,795,000 (USD)
Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 124602
Public open houses 12-3pm on Sat. 4/11 and Sun. 4/12. Welcome home to the Gold Coast of Norwalk. Location, space & timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set in Norwalk's coveted Shorehaven neighborhood, with just a short distance to Sandy Beach and the Sprite Island boat launch. Custom features and 10+foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. Full house generator in place. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips as well as dining and social areas. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,595,000 (USD)
East Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 24163499
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, with just a short walk to Sandy Beach, Sprite Island Yacht Club and the Shorehaven Country Club. Custom features and 9-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath with an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. All this within minutes of Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,499,000 (USD)
Coleytown Area Single Family Home
Active
240 North Avenue Westport, CT 06880
4 Bed
5 Baths
3049 sqft
MLS# 24181944
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,450,000 (USD)
N/A Area Single Family Home
Active
76 Lords Highway Weston, CT 06883
6 Bed
11 Baths
9974 sqft
MLS# 24151746
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$3,149,000 (USD)
Lower Weston Area Single Family Home
Active
214 Good Hill Road Weston, CT 06883
7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$3,000,000 (USD)
Rowayton Area Single Family Home
Active
32 Nearwater Road Norwalk, CT 06853
3 Bed
3 Baths
2442 sqft
MLS# 24157507
Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, the association's private beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, parks, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. Light-filled living spaces, comfortable indoor-outdoor flow, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck offering tranquil water views. A versatile third-floor space is perfect for a home office, fitness studio, or guest accommodations and can easily be converted into a fourth bedroom. Whether you're enjoying quiet mornings at Crescent Beach, hosting friends and family, or taking advantage of the area's waterfront activities, 32 Nearwater provides the perfect setting to embrace the Rowayton lifestyle.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty
$2,799,000 (USD)
Old Hill Area Single Family Home
Coming Soon
4 Crawford Road Westport, CT 06880
5 Bed
4 Baths
4471 sqft
Privately nestled in Westport's coveted Old Hill neighborhood, this extraordinary five-bedroom New England residence offers a rare opportunity to own a home where timeless character & modern comfort come together beautifully. Thoughtfully updated while preserving its remarkable architectural details, the residence features sun-filled interiors, beautifully scaled rooms, & an inviting warmth throughout. Original elements reflect the home's storied past, while carefully integrated updates provide exceptional comfort for today's lifestyle. A standout feature is the distinctive pub room with its original wood bar - an unforgettable setting for intimate gatherings, celebrations, or quiet evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, or home office. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. Completing the property is a charming barn with electricity, water, cable, & convenient parking, offering exceptional flexibility as a studio, workshop, recreation space, or a future vision uniquely tailored to the next owner. Just minutes from downtown Westport, award-winning schools, shopping, restaurants, beaches, & the train, this exceptional property presents a rare opportunity to become the next steward of one of Westport's most treasured homes. A truly special place to call home!
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$2,790,000 (USD)
Coleytown Area Single Family Home
Active
56 Charcoal Hill Road Westport, CT 06880
5 Bed
3 Baths
2552 sqft
MLS# 24161256
A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$2,650,000 (USD)
Downtown North Area Single Family Home
Active
53 Clinton Avenue Westport, CT 06880
5 Bed
6 Baths
5319 sqft
MLS# 24079819
Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,449,000 (USD)
Valley Forge Area Single Family Home
Active
52 Valley Forge Road Weston, CT 06883
2 Bed
3 Baths
2254 sqft
MLS# 24167448
Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$2,400,000 (USD)
Long Lots Area Single Family Home
Active
28 Bulkley Avenue North Westport, CT 06880
5 Bed
5 Baths
3917 sqft
MLS# 24168651
Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$2,350,000 (USD)
Wilton Area Single Family Home
Active
88 Grey Rocks Road Wilton, CT 06897
6 Bed
6 Baths
5472 sqft
MLS# 24185788
Built by the renowned Kellogg Brothers, this exceptional custom home showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail. A circular driveway leads to a dramatic two-story foyer with Bordeaux-style Brazilian cherry parquet flooring. The gourmet kitchen is appointed with a Sub-Zero refrigerator, Viking six-burner range with griddle, pot filler, warming drawer, two dishwashers, custom cabinetry, walk-in pantry, and sliders opening to the expansive deck. The spectacular great room features soaring ceilings, a fireplace, dramatic two-story windows, extensive custom millwork, refinished hardwood floors, a brass chandelier, and sliders that seamlessly connect to the outdoor living spaces. Additional highlights include a sun-filled living room with fireplace and bow window, elegant dining room with window seat, and a richly paneled office with French doors and access to the screened porch. Outside, enjoy a heated infinity-edge Gunite pool, grotto seating area, mature landscaping, and manicured privet hedges creating an exceptional private oasis. The property also offers direct access to scenic walking trails connecting to 93-acres of the Wilton Land Trust and Harris Smith Preserve. The home offers six bedrooms, including five upstairs and one on the walk-out lower level. The finished lower level features a recreation room with a wood-burning fireplace. Grey Rocks truly depicts luxury, comfort, and timeless design.
Listing Courtesy of SMART MLS / Listed By: Catherine "Cathy" McGee, Coldwell Banker Realty
$2,285,000 (USD)
Easton Center Area Single Family Home
Active
224 Wilson Road Easton, CT 06612
4 Bed
5 Baths
4168 sqft
MLS# 24180803
Many buyers today are searching for something remarkably difficult to find: the ability to simplify life without sacrificing beauty, privacy, or prestige. Welshmoor delivers exactly that. Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling lawns, mature specimen trees, tranquil water features, and complete privacy create an atmosphere more reminiscent of a luxury retreat than a residence. Yet the location remains remarkably connected, just five minutes to the Westport town line and within easy reach of downtown Westport, Fairfield, Wilton, beaches, shopping, dining, and Metro-North. Thoughtfully renovated to preserve its character while embracing modern comfort, the home balances grand architecture with remarkable ease. Vaulted ceilings, original hickory floors, rich stonework, and walls of glass fill the home with warmth, light, and a constant connection to the landscape. A stunning four-season room brings the outdoors in, while gracious entertaining spaces flow effortlessly throughout. The primary suite serves as a sanctuary with a fireplace, spa-inspired bath, and a serene outdoor patio where the landscape becomes part of everyday living. With ample room for a pool or court the possibilities are endless. Private. Peaceful. Effortless. Welshmoor is the luxury of simplifying life without compromising it.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,275,000 (USD)
Greenfield Hill Area Single Family Home
Active
3808 Redding Road Fairfield, CT 06824
4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,150,000 (USD)
In-Town Area Condo
Pending
41 Richmondville Avenue 102 Westport, CT 06880
2 Bed
3 Baths
1665 sqft
MLS# 24184165
Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property was undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,900,000 (USD)
South Wilton Area Single Family Home
Active
39 Powder Horn Hill Road Wilton, CT 06897
5 Bed
6 Baths
5657 sqft
MLS# 24181977
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,895,000 (USD)
Greenfield Hill Area Single Family Home
Active
3233 North Street Fairfield, CT 06824
5 Bed
5 Baths
5700 sqft
MLS# 24189785
Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.
Listing Courtesy of SMART MLS / Listed By: Jessica "Jess" Christ, Coldwell Banker Realty
$1,849,000 (USD)
University Area Single Family Home
Active
121 Osborne Hill Road Fairfield, CT 06824
4 Bed
4 Baths
3686 sqft
MLS# 24188105
Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$1,795,000 (USD)
Compo Beach Area Single Family Home
Active
5 Drumlin Road Westport, CT 06880
4 Bed
4 Baths
2884 sqft
MLS# 24191980
Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring ceilings, abundant natural light, and beautifully connected living spaces create a home that feels larger, brighter, and happier than its square footage suggests. Designed for the way families actually live, the open floor plan flows effortlessly from the kitchen to the family room, while the unfinished lower level with soaring ceiling height offers exceptional potential for a home gym, golf simulator, media room, or recreation space-adding tremendous future value. Then there's something you won't find in most homes: an owned Tesla Solar Roof with integrated battery backup. Not panels mounted on top, but the roof itself generating power. Enjoy remarkably low electric costs, automatic backup power during outages, and annual income through Tesla's Virtual Power Plant-all without compromising the home's classic architecture. Outside, gather around the fire pit beneath the stars, tend the garden, and simply enjoy the feeling of belonging that makes this neighborhood so special. With beach rights, top-rated Westport schools, Longshore just around the corner, and one of the area's most welcoming communities, this is more than a beautiful home. It's the heart of Compo Beach living.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$1,779,000 (USD)
N/A Area Single Family Home
Active
28 Old Orchard Drive Weston, CT 06883
5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,775,000 (USD)
Lower Weston Area Single Family Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24171415
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$1,699,900 (USD)
Wildermere Beach Area Single Family Home
Active
216 Broadway Milford, CT 06460
4 Bed
2 Baths
2046 sqft
MLS# 24188195
An opportunity to own your own coastal retreat with this year-round direct waterfront home which offers amazing views of the Long Island Sound! This charming 4 bedroom home features an inviting open floor plan which is filled with natural light and exceptional water views from nearly every room. The spacious Great room has a wall of windows which provides views of the ever -changing shoreline and French doors which provides direct access to your private sandy beach. The Dining room easily seats 10-12 people with seating for 4 at the breakfast bar in the fully equipped kitchen! An office with direct access to a full bathroom is conveniently located on the main level. The upper level has 4 generous bedrooms, full updated bathroom and laundry room complete this level which is designed for comfort and versatility. Wakeup to water views, sunrises and ocean breezes! Step outside to your covered waterfront patio area which is the perfect setting for dining, entertaining or just relaxing and unwinding! If you are searching for a year-round residence, a weekend retreat, a vacation home to entertain family and friends or an income producing asset with excellent rental history, this could be exactly what you are looking to own! An opportunity to be in a coveted coastal setting and all the while being conveniently located to major highways, Milford's vibrant downtown, beaches, harbor, restaurants and shopping. Ample on-site parking. The Best of Beach Living!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$1,689,000 (USD)
Greenfield Hill Area Single Family Home
Pending
2477 Bronson Road Fairfield, CT 06824
3 Bed
3 Baths
2687 sqft
MLS# 24191574
Nestled in the heart of historic Greenfield Hill, this special and timeless 1907 Queen Anne farmhouse provides an opportunity to own in one of the most desirable and coveted locations in Fairfield. The Clifford S. Banks house was once a farm where the owner raised turkeys, chickens, onions and bees. Situated on 2 acres of beautifully landscaped grounds that includes gardens and a barn- perfect for the equestrian family. This historic home has been thoughtfully expanded and restored over the last 40 years by the owners to maintain the old-world craftsmanship and provide modern comforts. As you approach the front entrance, you will be surrounded by an inviting screened porch and covered porches. A welcoming entry leads you to the inviting LR w/ expansive windows and wood burning fireplace, formal DR and FR w/ walls of built ins. The kitchen has been expanded to create a dining area w/ custom banquette seating and surrounded by windows providing an abundance of natural light. The kitchen was designed for a cook w/ attention to detail, design and function. The laundry room w/ ample storage and a Powder room complete the main level. The upper level has an inviting "sun parlor" which provides a cozy sitting area and office space. The primary bedroom features a comfortable retreat w/ walk-in closet and updated bath. There are 2 additional BRS and a hall bath. The spacious 3rd floor w/ architectural details and beams provide endless possibilities and storage. Full house generator.
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$1,625,000 (USD)
Greens Farms Area Single Family Home
Active
7 High Gate Road Westport, CT 06880
4 Bed
3 Baths
1704 sqft
MLS# 24184506
Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$1,548,000 (USD)
Greenfield Hill Area Single Family Home
Active
485 Mountain Laurel Road Fairfield, CT 06824
4 Bed
3 Baths
3065 sqft
MLS# 24189763
Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for gathering - an oversized island, quartz counters, marble backsplash, and Thermador & Bosch stainless appliances bring everyone into one open, functional space. A separate office with custom built-ins and a fireplace offers a quiet retreat for work or reading. The vaulted family room opens straight onto a 3-season screened-in porch offering a continuous indoor/outdoor living space. Upstairs, retreat to your spacious and newly renovated primary suite built for rest. It features a spa bath, soaking tub, radiant heated floors, and a walk-in closet that actually fits everything. Three more bedrooms, each with custom closets, share an updated bath with granite countertops and double sinks. Custom interior wooden shutters, a premium-flooring 2-car garage, whole-house Generac generator, new A/C, new washer/dryer bolster this as a home where there is nothing left for you to do. Move-in ready, in one of the area's most sought-after neighborhoods served by award-winning schools. Come see it before someone else calls it home.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$1,475,000 (USD)
Old Hill Area Land
Active
50 Sylvan Road North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24151295
ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you hope for new custom construction no bigger than "about" 4500sf, yet continue to see 7000sf and larger get the edge? Stop wishing for it and take action! Bring your architect or builder to consider a new home that meets your dream to be practically-sized for every life stage. No other land offers this package in sought-after Westport: -Prestigious Old Hill location convenient to the town hub. -Minutes to trains both in Westport and Norwalk, Interstate-95 and Merrit Parkway. -Deed Restrictions that prevent an ordinary spec-construction. -Pristine, dry flat 1+ acre without wetlands or noise pollution of highways and trains. -Connection to Town history. This park-like acre is is behind the stone walls and just inside the original gates to the 1928 Arthur Whiteside Estate at 50 Sylvan North, and was once the welcoming gateway into the 25-acre estate owned by the business titan . He founded the Dun & Bradstreet commercial credit rating system that responded to client requests with a business's accurate credit rating report within an astonishing 2 minutes of a call. :) Whiteside's original 1920's Tudor home remains visible in the distance on Lot #2 where the Sellers of Lot #1 will continue in residence as your next-door neighbor. New England's reputation for understated elegance leaves a wide palette for the creative mind.
Listing Courtesy of SMART MLS / Listed By: Martha Eidman, Coldwell Banker Realty
$1,475,000 (USD)
High Ridge Area Single Family Home
Pending
28 Walnut Ridge Lane Stamford, CT 06905
4 Bed
5 Baths
4164 sqft
MLS# 24178549
Welcome to 28 Walnut Ridge Lane, nestled within a desirable enclave of newer homes on a private cul-de-sac, just minutes to vibrant downtown Stamford. Built in 2005 and spanning 4,164 square feet, this exceptional 4 bedroom, 3 full bath, 2 half bath home impresses with soaring ceilings, rich hardwood floors, and floor-to-ceiling windows that flood the main level with natural light. Elegant fixtures, freshly painted interiors, and an open, airy layout create an effortlessly polished feel throughout. The classic center hall Colonial welcomes you with a formal living room and elegant dining room. The recently renovated chef's kitchen features quartz countertops, a glazed tile backsplash, professional appliances, and a seated breakfast bar island, opening seamlessly to a breakfast area and family room. Step out to the deck for effortless outdoor entertaining. Upstairs, the primary suite offers a walk-in closet and spa-like en suite. Additional bedrooms are generously sized, one with its own en suite and two sharing a Jack and Jill bath, plus a custom cabinetry laundry room. The finished lower level offers over 1,000 square feet of living space including a rec room, gym, office, and possible fifth bedroom. Outside, one of the largest and most private backyards in the enclave awaits, beautifully proportioned for entertaining and play, and complete with a fire pit. New York City is just 48 minutes by train, with effortless access to Stamford's finest dining, shopping, and everything
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$1,399,000 (USD)
North Madison Area Single Family Home
Active
420 Summer Hill Road Madison, CT 06443
4 Bed
3 Baths
4022 sqft
MLS# 24172058
Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true highlight of the location is its close proximity to Chatfield Hollow State Park-just minutes away-offering scenic trails, a picturesque pond, and year-round outdoor enjoyment. Inside, the home features over 4,000 square feet of living space with generous room sizes, a functional layout, and abundant natural light. Multiple living and entertaining areas provide flexibility for today's lifestyle. The unfinished walk-out basement with high ceilings presents an exceptional opportunity to expand-ideal for a home gym, media room, or additional living space tailored to your needs. The expansive grounds offer endless potential for outdoor living, creating the opportunity for a true private retreat in a sought-after shoreline community. Experience the scale, light, and setting for yourself -schedule your private showing today!
Listing Courtesy of SMART MLS / Listed By: Adriana Radu, Coldwell Banker Realty
$1,329,000 (USD)
In-Town Area Single Family Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24158630
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR RENT AT $6,700/mo.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,199,000 (USD)
West Norwalk Area Single Family Home
Active
9 Morehouse Lane Norwalk, CT 06850
3 Bed
3 Baths
4043 sqft
MLS# 24182204
Fabulous opportunity along the 5 Mile River!!!! Spacious River-fronting, 4000+SF Custom Contemporary on the border of Darien and New Canaan. Situated on a highly desirable cul-de-sac, with a pillared drive, on 2+ private acres, overlooking the 5 Mile River. Offering unique architectural details and modern flexibility with over 3279 SF of 1st floor living and an additional 764 SF on the 2nd floor. Currently configured as a 3 bdrm, 3 bath home that can easily, transform into a 5+ bdrm, 5 bath home within the existing footprint. Highlights include: Dramatic Cathedral Ceilings, floor to ceiling field stone fireplaces, large 1st floor primary suite (that can function as private in-law quarters), multi-use loft spaces, walls of glass, abundant water and nature views, 4 fireplaces (3 fieldstone and 1 brick), an attached, oversized 2 car garage with loft and bonus outdoor carport, remarkable privacy and a central location with quick easy access to I-95, Merritt Pkwy and the NYC train. A true hidden gem. Being sold As-is with inspections for informational purposes only. Property disclosure, 2012 Survey, 2026 Absolute magnetic tank test document indicating NO underground oil tank, 2026 negative radon test result are available. A wonderful, one of a kind, must see property!
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$1,100,000 (USD)
Lower Weston Area Single Family Home
Active
78 River Road Weston, CT 06883
3 Bed
3 Baths
2350 sqft
MLS# 24189056
The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story that inspired the hit play Me and Jezebel, after Davis unexpectedly stayed for 32 unforgettable days. Today, this captivating home blends historic character with modern comfort. The renovated kitchen features a Wolf range, Bosch column refrigerator, and inviting marble fireplace, while all three bathrooms have been tastefully updated. Fresh interior and exterior paint, new lighting, and custom built-ins completed in 2025 enhance the home's move-in-ready appeal. Wake to the soothing sounds of the river, enjoy peaceful outdoor living, and experience the privacy and beauty of this exceptional setting just minutes from the shopping, dining, beaches, and train station in Westport. Whether you're searching for a full-time residence or a weekend escape, The Weston Cottage offers an extraordinary lifestyle in one of Fairfield County's most desirable locations.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$1,095,000 (USD)
Marvin Beach Area Single Family Home
Active
7 Elliott Street Norwalk, CT 06855
4 Bed
2 Baths
1685 sqft
MLS# 24172092
Welcome to Magical Marvin Beach-where waterfront living is a year-round lifestyle! Spend summers swimming, kayaking, and paddle boarding across three private neighborhood beaches, or take advantage of the members-only marina just steps away for effortless boating access. The community truly comes alive with sunset beach gatherings, movie nights, and a full calendar of seasonal events including an Easter Egg Hunt, Fourth of July parade and BBQ, Steak & Lobster dinners, Ice Cream Socials, Halloween festivities, and holiday celebrations with Santa and caroling. This charming circa 1923 Colonial has been thoughtfully expanded to offer both character and modern comfort. Set on an oversized lot, the property features a private backyard with lush gardens and deck overlooking the grounds. The two car garage has an attached shed. Inside, on the main level there is a living room, dining room, den or home office, eat in kitchen and mudroom. The home offers four bedrooms and a full bath on the second level. A partially finished basement provides excellent storage and flexible space. Ideally located with easy access to the Metro-North train, I-95, and the vibrant dining and shopping scenes of East Norwalk and SoNo. Nearby recreational amenities include Ludlow Park with a pickleball court, basketball courts, ball fields, and playground. A short walk to Calf Pasture Beach and Taylor Farm Dog Park. A rare opportunity to enjoy coastal living in one of Norwalk's most desirable communities.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$1,080,000 (USD)
Woodbridge Area Single Family Home
Active
11 Highview Drive Woodbridge, CT 06525
5 Bed
5 Baths
5428 sqft
MLS# 24190146
Set on 2.24 picturesque level acres at the end of a quiet cul-de-sac, this spacious 5-bedroom, 4.5-bath Colonial offers 5,428 sq ft of comfortable living in one of Woodbridge's most desirable neighborhoods. Located in the award-winning Woodbridge and Amity School Districts, just minutes from New Haven and Yale University, the property offers privacy and exceptional convenience. Sun-filled rooms, hardwood floors, generous living spaces, and seamless indoor-outdoor flow make this home ideal for everyday living and entertaining. A welcoming foyer leads to the formal dining room and bright eat-in kitchen with southern exposure and a large picture window. The adjoining family room features a fireplace and sliding doors to the deck. The formal living room offers a second fireplace and French doors to a bluestone patio, while the dramatic great room showcases soaring two-story windows and additional French doors to the patio. A private library connects to a sunlit office with built-ins and access to the spacious primary suite with vaulted ceilings and a rebuilt shower. Laundry on both main and upper levels. Additional highlights include a fully fenced backyard, separate-entry suite with full bath ideal for guests or au pair, plus major improvements including new roof, new HVAC, conversion from oil to propane, fresh interior and exterior paint, and whole-house generator.
Listing Courtesy of SMART MLS / Listed By: Li-Er Fradella, Coldwell Banker Realty
$1,065,258 (USD)
Georgetown Area Single Family Home
Active
131 Georgetown Road Weston, CT 06883
2 Bed
2 Baths
1863 sqft
MLS# 24191063
"A rare retreat where nature, comfort, and craftsmanship come together in perfect harmony." Enter through electronic gates,experience quiet & calm & feel as though you've stepped into another world. This charming 2-bedroom,2-bath cottage welcomes you w/warmth, character & timeless appeal. Inside,you'll discover the results of thoughtful renovations & meticulous upgrades completed over the years. Aside from the main house--2 additional structures. Each room & outbuilding possess its own distinctive charm & function. Above the garage, a versatile 624+/- sq.ft. studio loft offers the perfect setting for either home/office/gym/studio or recreation room & is complete w/sauna,gas fireplace & abundant storage. The detached 204+/- sq.ft. studio office showcases soaring vaulted ceilings w/cedar & hemlock beams,rich pine floors,gas fireplace, baseboard heating & wrap around wood deck w/built-in seating-- overlooking a tranquil pond. The sun-filled kitchen features premium new appliances, custom cabinetry & new tile heated floors. The primary suite offers vaulted ceilings,revamped walk-in closet & private deck complete w/hot tub. The spacious primary bath is a spa-like retreat. Both rooms have access & views to the spacious backyard. Set on nearly 2 acres of beautifully landscaped grounds. Privately tucked away off Georgetown Road &bordering the protected open space of the Honey Hill Preserve. More than a home-it's a lifestyle.
Listing Courtesy of SMART MLS / Listed By: Marylou Jamieson, Coldwell Banker Realty
$1,050,000 (USD)
East Norwalk Area Multi-Family Home
Pending
32 1st Street Norwalk, CT 06855
5 Bed
5 Baths
2920 sqft
MLS# 24188428
Welcome to 32 First Street, a beautifully designed two-family home in highly coveted East Norwalk. Thoughtfully crafted to complement the charm of the neighborhood, this exceptional property offers the perfect blend of style, flexibility, and investment potential. The front residence lives like a single-family home, featuring 3 bedrooms, 2.5 baths, and three levels of living space. The main floor offers a spacious living room, dining room, and kitchen, while beautiful hardwood floors run throughout the first and second levels. The primary suite features a private en-suite bath and walk-in closet, and the finished third floor provides the perfect space for a bedroom, home office, or bonus room. Split-system air conditioning and a dedicated washer and dryer add everyday comfort. The rear unit has its own private entrance and offers 2 bedrooms, 1.5 baths, hardwood floors throughout, spacious bedrooms, and its own washer and dryer, making it ideal for rental income or extended family. A detached two-car garage, separate entrances, and a thoughtfully designed layout provide privacy and convenience for both residences. Whether you're an investor seeking strong rental potential or an owner-occupant looking to offset your mortgage, this is a rare opportunity in one of Norwalk's most desirable neighborhoods, just minutes from Metro-North, beaches, parks, restaurants, shopping, and everything East Norwalk has to offer.
Listing Courtesy of SMART MLS / Listed By: Eugene "Robbie" Salvatore, Coldwell Banker Realty
$999,500 (USD)
Beach Area Single Family Home
Active
427 Reef Road Fairfield, CT 06824
3 Bed
2 Baths
1304 sqft
MLS# 24185222
Bright and cheerful, this tastefully updated Cape has been impeccably maintained and reflects the warmth of a well-cared-for home. A bluestone and Belgian block walkway welcomes you inside. The flexible floor plan features a first-floor bedroom with access to a full bath, hardwood floors throughout, and a shared gas fireplace between the living and dining rooms. The spacious kitchen offers quartzite countertops, stainless steel appliances, and abundant cabinetry. All bathrooms have been updated, and an upstairs bedroom includes a Murphy bed for added versatility. The finished lower level provides ideal space for a potential 4th bedroom, home office, or playroom. Outside, enjoy a fully fenced backyard, oversized Azek deck, and bluestone patio overlooking a flat, private yard. Low-maintenance exterior features include Azek shutters and window boxes, vinyl railings and fencing, and mature landscaping for added privacy. Perfect condo alternative. Ideally located south of the Post Road with easy walkable access to Penfield Beach, downtown Fairfield, restaurants, shopping, train, schools, library, and YMCA.
Listing Courtesy of SMART MLS / Listed By: Catherine "Cathy" McGee, Coldwell Banker Realty
$950,000 (USD)
Beach Area Single Family Home
Active
102 Geneva Terrace Fairfield, CT 06824
3 Bed
2 Baths
1400 sqft
MLS# 24182336
Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches. According to MLS history, 3-bedroom ranches with attached 2-car garages in both the Beach Area and Fairfield Center have been virtually nonexistent over the past decade, and this home's generous footprint makes it an ideal candidate for a second-story addition, with architectural plans included showing approximately 3,700 SF upon completion, along with a remodeled first floor. (see all photos for exterior front and back ) Based on recent neighborhood sales, expanded homes have exceeded $2 million. Partially finished lower level, private fenced yard, and no reported storm-related issues during recent major coastal storms. Renovate, expand, or enjoy as is. An outstanding value-add opportunity in one of Fairfield's most desirable neighborhoods. It's time for your new beach area home!
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$949,000 (USD)
Stratfield Area Single Family Home
Coming Soon
400 Buena Vista Road Fairfield, CT 06825
4 Bed
3 Baths
2212 sqft
Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.
Listing Courtesy of SMART MLS / Listed By: Adrienne Schoetz, Coldwell Banker Realty
$949,000 (USD)
Brookside Area Single Family Home
Active
3 Pheasant Court Norwalk, CT 06854
3 Bed
4 Baths
2358 sqft
MLS# 24180478
Welcome to 3 Pheasant Court, nestled at the end of a coveted cul-de-sac in one of Norwalk's most beloved neighborhoods, where the warmth of a close knit neighborhood meets the serenity of a private retreat. This beautifully updated 3 bedroom, 2 full bath & 2 1/2 bath ranch offers 2,790 sq ft of single level living on .60 acres. Step inside to a bright foyer that flows into a living room anchored by a wood burning fireplace and elegant dining room beyond. The updated kitchen features granite countertops and new appliances, opening seamlessly to the family room where floor-to-ceiling windows frame sweeping river views and natural light pours in. Step out to the freshly painted oversized deck, an entertainer's paradise with multiple lounging areas and a beautifully integrated heated pool. Enjoy summer days poolside in your own private backyard oasis, with an outdoor half bath and pool storage just steps away. The primary suite offers vaulted ceilings, a double walk-in closet, private en suite bath, and deck access, perfect for morning coffee outdoors. The grounds overlook the river, with the Darien Land Trust preserve bordering the rear, ensuring the natural beauty and privacy of this property is preserved forever. Brand new roof. Partially finished lower level with home office, playroom, gym potential, and abundant storage. Full upgrade list in supplements. Minutes to Rowayton and Darien, with easy access to train, highways, shops, and restaurants.
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$949,000 (USD)
Stepney Area Single Family Home
Pending
104 Cutlers Farm Road Monroe, CT 06468
4 Bed
4 Baths
3296 sqft
MLS# 24175102
Thoughtfully maintained and move-in ready, this 4-bedroom Colonial features newly refinished hardwood floors, fresh interior paint, and over 3,200 square feet of living space designed for both comfortable daily living and entertaining. The sun-filled interior includes an eat-in kitchen, formal dining room, private den, spacious family room with fireplace, and flexible upper-level bonus/media space. Outside, the property feels like a private retreat. Mature landscaping, expansive lawn space, and a swimming pool create an ideal setting for summer entertaining, quiet mornings, or evenings spent outdoors. Located just minutes from Wolfe Park, Great Hollow Lake, Monroe's Rail Trail system, shopping, dining, and commuter routes, the home offers rare access to both nature and convenience. Enjoy nearby hiking trails, pickleball, kayaking, biking, and some of Monroe's most loved outdoor recreation amenities-all while coming home to privacy and space. A rare opportunity to enjoy move-in ready living in one of Fairfield County's most nature-connected communities.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$949,000 (USD)
Westport Area Single Family Home
Pending
7 Lincoln Street Westport, CT 06880
4 Bed
3 Baths
1443 sqft
MLS# 24170020
Nestled in one of Westport's most sought-after in-town neighborhoods, 7 Lincoln Street offers a rare opportunity to own a home that has been lovingly maintained and quietly cherished for more than five decades. Just moments from the Saugatuck River, vibrant Main Street, Saugatuck Village, train to NYC, Compo Beach. Easy access to local schools without a car or bus. This property delivers a lifestyle defined by convenience, connectivity, & coastal charm. The home showcases enduring pride of ownership, w/beautiful landscaping that creates a sense of calm and welcome from the moment you arrive. Inside with natural light filled windows, wood floors, exposed brick, stainless appliances. A finished loft 3rd floor with large skylights opening to fresh air and view of the sparkling river. One car garage, driveway with space for two cars. Inviting natural wood front porch and a fenced in yard with private spaces for entertaining and relaxing under a gazebo for casual living. A versatile floor plan supports today's living needs as a single family home with the opportunity of a top two-floor legal accessory apartment - perfect for extended living, guests, or income-producing potential. Whether you envision moving right in, updating to make it your own, creating something entirely new, or just investing, the possibilities here are undeniable. Opportunities like this - a valuable combination of charm, ideal location, well cared for, with multiple use potential- rarely come to market.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$925,000 (USD)
East Norwalk Area Condo
Pending
100 Seaview Avenue 4F Norwalk, CT 06855
2 Bed
2 Baths
1448 sqft
MLS# 24122289
PENTHOUSE LEVEL DIRECT WATERFRONT VIEWS in one of East Norwalk's most coveted waterfront enclaves, this residence offers an exceptional frontrow vantage point over Long Island Sound and the harbor. An expansive balcony becomes your private perch for sweeping water views, glowing sunsets, and cooling summer breezes. Inside, an open kitchen leads to the dining area and through to the incredible living room with a wall of glass to the terrace. An office/den area also has inspiring views. The primary BR suite also has glass doors to the balcony and signature views. A large dressing rm w/ abundant closet space plus en-suite bath adds to the appeal. The 2nd BR has built-ins, good closet space and an accompanying full bath. The lifestyle is enhanced by a waterfront heated pool, marina, promenade, and a gathering room ideal for hosting friends and neighbors. From this location, you can stroll or bike to beaches, train stations, local shops, highly-rated restaurants, the dog park, the SoNo Collection anchored by Bloomingdale's and Nordstrom, and the Maritime Aquarium. Quick access to I95 and the Merritt makes commuting effortless-NYC is just 50 miles away. The secured building includes elevators, a storage room, and a reserved carport space. A rare opportunity to enjoy the best of Fairfield County's coastal lifestyle. This is an exceptional opportunity to enjoy multi-million dollar views and amenities at a popular price point.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$899,000 (USD)
Weston Area Single Family Home
Pending
18 Briar Oak Drive Weston, CT 06883
5 Bed
4 Baths
2068 sqft
MLS# 24186968
Nestled on 2.25 breathtaking hilltop acres, this is one of Lower Weston's beautiful building sites. Set in a picturesque, level meadow w/ mature trees, the property offers exceptional privacy on a coveted cul-de-sac just south of Weston Center, near the Historical Society, & minutes from the Merritt Parkway. Whether you choose to renovate the existing home or create the custom estate you've always envisioned, the possibilities are endless. The existing residence offers 5 beds, 4 baths, & timeless features including original oak hardwood floors. The spacious layout includes a living room w/ fireplace, formal dining room, kitchen, and a family room with a second fireplace and radiant heated floors. The primary suite features a private entrance & deck, while a second-floor laundry room adds everyday convenience. A versatile 5th bedroom on the main level includes a kitchenette & full bath, making it ideal as a guest suite, in-law apartment, home office, or pool changing room. Additional highlights include a welcoming front foyer with heated slate flooring, a full dry basement with laundry sink, two separate attics, & a heated 21/2-car garage complete with sink, work area, radiant heat, & generator hookup. Outside, a secluded 20' x 40' in-ground pool enjoys a sunny, private setting & offers the opportunity to be restored to its former glory. An extraordinary opportunity to own one of Lower Weston's premier properties & create your dream home in an idyllic setting. Sold As-Is
Listing Courtesy of SMART MLS / Listed By: Jenny Walsh, Coldwell Banker Realty
$899,000 (USD)
Saugatuck Shore Area Single Family Home
Active
3 Madeline Avenue Westport, CT 06880
2 Bed
2 Baths
1047 sqft
MLS# 24192304
The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower level includes a mudroom, full bath, and a versatile bonus room with a skylight and window-ideal for a home office, guest space, gym, or creative studio. Upstairs, soaring vaulted ceilings, skylights, and oversized windows create a bright and airy retreat. Recent improvements include new flooring and a beautifully updated bath with a new vanity and tub. Step outside to a spacious patio, perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Whether you're looking for a turnkey weekend escape, year-round residence, investment opportunity, or the perfect site to renovate, expand, or build new, this property offers exceptional flexibility in a sought-after location. A rare opportunity to secure water views and exceptional potential in one of the area's most desirable coastal neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$874,900 (USD)
Nichols Area Single Family Home
Active
244 Strobel Road Trumbull, CT 06611
3 Bed
4 Baths
2875 sqft
MLS# 24186126
Welcome to 244 Strobel Road-a private sanctuary set on 0.82 wooded acres with deeded Pinewood Lake rights, offering the perfect blend of nature, privacy, and everyday luxury. This 4,075 sq. ft. expanded Colonial is tucked away in one of Trumbull's most desirable neighborhoods, just minutes from top-rated schools, parks, shopping, and major commuting routes. Sun-filled living spaces, hardwood floors, and a thoughtfully designed layout create an inviting setting for everyday living and entertaining. The main level features a first-floor en-suite with radiant heated floors, while the radiant-heated kitchen flows seamlessly into the dining area. Step outside to a new composite deck, screened porch, and patio overlooking a peaceful wooded backdrop. The walk-out lower level boasts vaulted ceilings, a second kitchen, and bar area, offering ideal space for entertaining, extended family, or an in-law suite. A home office, cedar closet, abundant storage, and a rare five-car garage add exceptional versatility. Enjoy deeded access to Pinewood Lake for swimming, kayaking, paddleboarding, fishing, and year-round recreation, then return home to the serenity of your own wooded retreat. 244 Strobel Road is more than a home-it's a lifestyle.
Listing Courtesy of SMART MLS / Listed By: Christine Struble-Nirmaier, Coldwell Banker Realty
$869,000 (USD)
Waterside Area Single Family Home
Active
11 Hendrie Court Stamford, CT 06902
3 Bed
2 Baths
1599 sqft
MLS# 24187753
Fully renovated and move-in ready, this 3-bedroom home offers approximately 1,700 square feet of thoughtfully updated living space. The interior features a bright, open layout with a brand-new kitchen complete with modern cabinetry, quality countertops, and stainless steel appliances. All major systems have been updated, providing peace of mind and low maintenance for years to come. The home includes three well-sized bedrooms, updated bathrooms with contemporary finishes, and new flooring throughout. Additional improvements include updated electrical, plumbing, HVAC and windows. Outside, enjoy a private yard ideal for entertaining, relaxing, or future expansion. Conveniently located on the Stamford/Greenwich border with easy access to major commuter routes, this home offers both convenience and connectivity to nearby shopping, dining, and amenities. A turnkey opportunity for buyers seeking quality, comfort, and location. Professional photos to be uploaded.
Listing Courtesy of SMART MLS / Listed By: Christopher "Chris" Spadaro, Coldwell Banker Realty
$849,000 (USD)
Cranbury Area Single Family Home
Active
5 Caddy Road Norwalk, CT 06851
4 Bed
2 Baths
1771 sqft
MLS# 24177723
Nestled on a level, park-like half-acre in the desirable Cranbury neighborhood, this beautifully updated contemporary ranch offers 4 bedrooms, 1.5 baths, and the perfect blend of modern updates, warmth, and exceptional indoor-outdoor living. Filled with natural light from skylights in the living room, dining room, and primary bedroom, the home features open living and dining spaces with handcrafted wood flooring, ideal for everyday living and entertaining. The updated kitchen is the heart of the home, showcasing Carrara marble countertops, white cabinetry, bluestone floors, stainless steel appliances, and an oversized center island with ample seating. The primary bedroom provides a peaceful retreat with bamboo flooring, a walk-in closet, and skylights overhead. Three additional generously sized bedrooms offer flexibility for family, guests, or a home office. Step outside to your own backyard oasis. Enjoy summer days by the sparkling pool, entertain on the expansive decking and stone patio, or unwind in the gazebo complete with a TV and sound system. The level yard provides plenty of space for recreation, gatherings, and relaxation. Additional updates include newer windows and doors, an updated heating system, and a cozy wood-burning stove. Conveniently located near shopping, dining, parks, and everyday amenities, this move-in-ready home offers comfort, style, and a lifestyle buyers will love. Don't miss the opportunity to make this special property your next home.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$849,000 (USD)
Lordship Area Single Family Home
Active
190 5th Avenue Stratford, CT 06615
6 Bed
4 Baths
4514 sqft
MLS# 24144678
Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances & granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens & inground pool. There is a spacious FR w/ sliders & direct access to the deck, pool & a conveniently located 1st floor laundry. An office/bedroom, full hall bath & a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms & hall bath w/the 2nd laundry hook-up. An impressive primary bedroom w/ distant water views has a full bath w/ spa-like tub & separate shower. An inviting retreat w/ sitting areas & walk-in closet. There is even a full basement w/ a variety of uses. The owners have done significant improvements in recent years-exterior painting & wood repairs as well as front porch & back decks 10/25, Installation of HW floors between 3/25 and 10/25, new C/A and furnace 2nd floor 7/25, new roof 5/25, new windows '21-'23 &new pool liner 2021.Enjoy!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$839,000 (USD)
University Area Single Family Home
Coming Soon
31 Smedley Road Fairfield, CT 06824
3 Bed
2 Baths
1574 sqft
Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$809,000 (USD)
Georgetown Area Single Family Home
Pending
172 Mather Street Wilton, CT 06897
2 Bed
3 Baths
2994 sqft
MLS# 24181036
Welcome to 172 Mather Street spacious updated home offering over 3,000 square feet of flexible living. Upstairs there are two to five large rooms that can be bedrooms, guest rooms, or offices. Newer kitchen with stainless steel appliances and granite counters that flow into a sunny breakfast room with walls of windows. Living room and dining room have hardwood floors and french doors leading to your screened in porch, the ideal place for morning coffee or evening glass of wine. Family room with sliding doors out to the backyard. This turnkey home is freshly painted with many updates. The house is set back from the road with city water, close to shopping, restaurants, and trains. With its versatile space and updates, this home offers endless possibilities.
Listing Courtesy of SMART MLS / Listed By: Cindy Wein, Coldwell Banker Realty
$809,000 (USD)
University Area Single Family Home
Coming Soon
98 Youngstown Road Fairfield, CT 06824
4 Bed
3 Baths
1642 sqft
Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled home in the desirable University neighborhood will instantly make you feel at home starting with the stunning gourmet kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and an open-concept layout that seamlessly connects to the dining area and expansive Trex deck-ideal for entertaining indoors and out.The spacious primary suite serves as a private retreat with a walk-in closet and beautifully designed spa-inspired bath. Three additional bedrooms with hardwood floors and a renovated full bath complete the upper level.The versatile lower level offers exceptional flex space with a family room, half bath, closet, and built-in workstation-perfect for a home office, playroom, guest space, or potential in-law setup.A detached garage provides even more flexibility, featuring an attached shed and additional finished space with sliders, ideal for a private office, studio, gym, hobby room, or retreat.Enjoy outdoor living in the fully fenced backyard with a maintenance-free Trex deck, professional landscaping, and plenty of room for recreation relaxation. Extensive updates include a new fence,washer, oil tank, boiler, storm door, front walkway & landscaping, allowing for truly turnkey living.Convenient to shopping, transportation & schools.Simply unpack and enjoy!
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$799,900 (USD)
Long Hill Area Single Family Home
Pending
26 Westwood Road Trumbull, CT 06611
5 Bed
4 Baths
2890 sqft
MLS# 24180351
Welcome to 26 Westwood Road, a beautifully renovated oversized ranch offering the perfect blend of one-level living with modern updates. Remodeled in 2021, this home features over 2,850 SF of updated main-level living space plus approximately 2,000 SF of a heated & cooled lower-level. The open floor plan features a spacious living room with a fireplace, dining room, & expansive family room, all enhanced by beautiful hardwood floors & abundant natural light. The stunning chef's kitchen was redesigned with quartz countertops, a center island, double sinks, stainless steel appliances, abundant cabinetry, with access to the outdoor deck. Just off the kitchen is an updated half bath, first-floor laundry closet, & multiple storage closets. For added comfort, all tiled surfaces in the mudroom & bathrooms feature radiant heated floors. The spacious primary suite offers a beautiful bath with a tiled walk-in shower. Three additional generously sized bedrooms & an updated full bath with double sinks complete the main level. The expansive lower level dramatically expands the home's living space. Heated/cooled year-round, it includes a bedroom, full bath, laundry area, walk-out access, a large, finished recreation space, & two storage rooms. Designed as an accessory apartment, the space offers potential & would require only finishing touches. Step outside to enjoy the spacious deck w/hot tub overlooking the level backyard, perfect for relaxing! Centrally located in Trumbull. Welcome Home!
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$795,000 (USD)
Southport Area Land
Active
844 Mill Hill Terrace Fairfield, CT 06890
Bed
0 Baths
0 sqft
MLS# 24167494
This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England colonial, a modern coastal farmhouse - this land gives you the freedom to create exactly what you want. Please see attachments - regarding upgrades etc. Half +/- of the lot has been cleared - potential purchaser can clear more if they desire at their expense. Lot has been staked.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$750,000 (USD)
Norwalk Area Single Family Home
Pending
82 County Street Norwalk, CT 06851
4 Bed
4 Baths
2820 sqft
MLS# 24187658
Conveniently located in the heart of Norwalk, this spacious 4-bedroom, 3.5-bath home is being offered for the first time in nearly 60 years. Lovingly maintained by the same owner since 1966, this property offers exceptional versatility and endless possibilities. Situated on one-third of an acre, the property offers a generous yard with plenty of room for entertaining, gardening, play, or simply enjoying the outdoors. Close to shopping, restaurants, parks, schools, major highways, and everything Norwalk has to offer, the location is ideal for today's lifestyle. The standout feature of this property is the legal accessory dwelling unit (ADU) above the oversized two-car garage, providing the perfect setup for multigenerational living, extended family, guests, a home office, or valuable rental income. The main home offers generous living space, while the large two-car garage provides ample storage and parking. Whether you're looking for extra space for family or an investment opportunity, this unique property combines location, flexibility, and decades of pride of ownership in one exceptional offering.
Listing Courtesy of SMART MLS / Listed By: Eugene "Robbie" Salvatore, Coldwell Banker Realty
$699,000 (USD)
East Norwalk Area Condo
Active
26 Cove Avenue Apt 3B Norwalk, CT 06855
2 Bed
2 Baths
1628 sqft
MLS# 24099304
Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$695,000 (USD)
Sono Area Condo
Active
33 North Water Street 604 Norwalk, CT 06854
2 Bed
2 Baths
1392 sqft
MLS# 24163011
Welcome to The Maritime, a modern luxury high-rise in the heart of SoNo. This bright, lightfilled 2 bedroom, 2 bath condo is movein ready. Enjoy the floortoceiling windows, open layout, spacious bedrooms including large walk in closets, a contemporary kitchen with stainless steel appliances, including a GE refrigerator with ice and water dispenser, in sink garbage disposal, a new Bosch dishwasher and GE microwave. Terrazzo tile bathroom floors with Kohler fixtures, programmable Nest thermostat, automatic black out window shades, and a pantry with a thoughtfully designed custom California Closet system to add space and convenience. The living and dining area open to your private balcony, where you can relax and look out over the harbor with unobstructed views of the harbor and Long Island Sound. The Maritime offers great amenities, including a gym, TV and rec room with a pool table and kitchenette, conference room, and garage parking. The petfriendly building sits on a treelined street just a short walk to the train for a quick commute to NYC, as well as, the vibrant shops and restaurants on Washington Street, the waterfront, the Maritime Aquarium, and the SoNo Collection mall, so everyday errands and nights out are incredibly easy and fun! The condo comes with two parking spots: one in the attached gated garage and one in the outdoor lot.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$690,000 (USD)
Brookfield Center Area Single Family Home
Pending
169 Whisconier Road Brookfield, CT 06804
4 Bed
2 Baths
3360 sqft
MLS# 24176617
Historic Colonial home circa 1787, known as "The Chamberlain Inn," proudly listed on the National Historic Registry and located in the heart of Historic Brookfield Center. Set on over 2 picturesque acres, this timeless property is filled with character and charm featuring high ceilings, large rooms, wide plank flooring, original stone hearths and two wood burning stoves. Updated kitchen with island, large walk-in pantry and beautifully updated bathrooms blends modern convenience with historic appeal. In addition, the main level offers a library with built-ins and paneled walls, formal living room, formal dining room, family room with wood burning stove, office or primary en-suite bedroom. Upstairs features spacious bedrooms filled with warmth and charm. Enjoy the peaceful setting from the side porch or back patio overlooking the beautiful property with barn and seasonal pond. A rare opportunity to own a remarkable piece of history. Short walk to Brookfield library and Williams Park.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$665,000 (USD)
Monroe Area Single Family Home
Active
148 Cross Hill Road Monroe, CT 06468
3 Bed
2 Baths
2130 sqft
MLS# 24171474
Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25
Listing Courtesy of SMART MLS / Listed By: Sarah Callands, Coldwell Banker Realty
$660,000 (USD)
Stratford Area Multi-Family Home
Pending
1581 West Broad Street Stratford, CT 06615
6 Bed
3 Baths
2990 sqft
MLS# 24178794
Rare opportunity to own a true three-family home in Stratford, within walking distance to the train station and just minutes to I-95 corridor. The first floor features two bedrooms, a full bath, a kitchen, a dining room, and a living room. The second floor offers a similar layout with two bedrooms, a full bath, a kitchen, a dining room, and a living room. The third unit offers two bedrooms, a full bath, kitchen and living room. The property also includes a full basement with ample storage space and a shared washer/dryer area. Two-car detached garage. This is an estate sale being sold as-is and subject to probate approval.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$659,900 (USD)
North End Area Multi-Family Home
Active
150-152 Alexander Drive Bridgeport, CT 06606
6 Bed
3 Baths
2154 sqft
MLS# 24186038
Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1 full bath, providing flexible living arrangements for rental income, multigenerational living, or an in-law setup. The property features updated mechanicals, separate utilities, and a clean unfinished basement ideal for storage. A brand-new roof installed just two months ago adds peace of mind for years to come. Outside, you'll find a private driveway with off-street parking and a level backyard that is perfect for relaxing, entertaining, or enjoying the outdoors. Conveniently located just 7 minutes from Sacred Heart University, with easy access to shopping, restaurants, major highways, public transportation, and local amenities. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this turnkey property offers exceptional flexibility, value, and long-term potential.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$599,900 (USD)
Long Hill Area Single Family Home
Pending
240 Blackhouse Road Trumbull, CT 06611
3 Bed
2 Baths
1260 sqft
MLS# 24186599
A Rare Find at this price point featuring a primary suite with walk-in closet! Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch, with no stairs to navigate & a thoughtfully updated interior, this home offers the ease of single-level living without sacrificing space or style. Step inside to find hardwood floors throughout the main level & a spacious eat-in kitchen outfitted with granite countertops, abundant cabinetry, stainless steel appliances, a peninsula with extra storage and counter space, and a built-in wine cooler. The kitchen has been further refreshed with a new refrigerator (2024) and a new microwave with exhaust hood (2024). The primary bedroom offers a private full bath, while the two additional bedrooms provide generous closet space. Downstairs, the finished basement adds approximately 360 square feet of flexible living space - ideal for a recreation room, home gym, or media space - complete w/a built-in home theater setup with projector, plus additional storage. A partially finished attic offers even more room to store seasonal items or hobbies out of sight.Outside, enjoy an attached 2-car garage, a private paved driveway, central air, and a level, usable backyard perfect for entertaining or relaxing. A new roof was installed in April 2026. All of this just minutes from commuter highways, shops, restaurants, and town amenities, with nearby access to a health club, library, medical facilities, parks. Move-in ready and thoughtfully updated.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$479,000 (USD)
In-Town Area Condo
Active
20 Cross Street 10 Westport, CT 06880
1 Bed
1 Baths
595 sqft
MLS# 24191199
Tucked within a peaceful garden setting, this beautifully renovated end-unit residence offers an effortless blend of comfort, style, and convenience. Enjoy the ease of garage parking within the building before stepping inside a thoughtfully designed condo featuring an open-concept layout, soaring 9-foot ceilings, abundant natural light, and serene views of the beautifully landscaped grounds. The beautifully appointed kitchen combines style and functionality with crisp white cabinetry, granite countertops, a classic subway tile backsplash, and stainless-steel appliances. A convenient in-unit washer and dryer enhance the ease of everyday living. Rich hardwood floors, custom built-ins, crown molding, and refined millwork add warmth and timeless character throughout. The spacious bedroom opens through French doors to a private bluestone patio-an inviting outdoor sanctuary for morning coffee, quiet afternoons, or an evening glass of wine. Ideally located just moments from downtown Westport's acclaimed restaurants, boutique shopping, library, Levitt Pavilion, Westport Country Playhouse, Longshore Club Park, Compo Beach, the marina, and Old Mill Beach. With convenient access to I-95, the Merritt Parkway, and Metro-North, this exceptional residence offers the perfect balance of coastal charm, vibrant community, and effortless convenience in one of Fairfield County's most desirable coastal communities.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$425,000 (USD)
Paradise Green Area Single Family Home
Pending
56 Parkway Drive Stratford, CT 06614
3 Bed
1 Baths
1352 sqft
MLS# 24181987
Don't let the exterior fool you! While the home presents an opportunity for cosmetic updates outside, step through the front door and you'll discover an exceptionally maintained home that has been lovingly cared for & is truly spotless from top to bottom! Located in Stratford's sought after Paradise Green neighborhood, this home offers beautifully manicured grounds, mature landscaping, colorful gardens, and a deep backyard that creates a peaceful setting, all while being close to restaurants, shopping, parks, and everyday conveniences. Inside, you'll immediately appreciate the welcoming foyer with a built in storage bench, the French door that leads to the living room w/fireplace, a separate dining room, and a cozy den that offers flexible living space. HW floors flow throughout, and every room reflects an extraordinary level of care and pride of ownership. Three comfortable bedrooms are upstairs, including a primary bedroom w/walk in closet & custom shelving. A walk up attic accessed from one of the bedrooms offers exciting possibilities for future expansion, either as a home office, playroom, or add'l finished living space. The lower level is equally impressive. Its immaculate condition is a testament to the meticulous way this home has been maintained over the years. For buyers who can appreciate substance over first impressions, this is an exceptional opportunity. A little exterior freshening allow the outside to reflect the pristine, move in ready home waiting inside
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$415,000 (USD)
White Plains Area Condominium
Active
300 Mamaroneck Avenue 419 White Plains, NY 10605
1 Bed
1 Baths
720 sqft
MLS# 1021779
Welcome to Jefferson Place, one of White Plains' most sought-after condominium communities, where exceptional convenience meets low-maintenance living. Ideally located just moments from Metro-North, downtown White Plains, restaurants, shopping, parks, entertainment, and major highways, this move-in ready one-bedroom residence offers the perfect balance of accessibility while enjoying a setting just outside the busiest downtown streets.
Located on the 4th floor, this meticulously maintained condominium is filled with natural light and features hardwood floors, an open-concept living and dining area, a spacious bedroom with a walk-in closet, central air, an in-unit washer and dryer, and abundant storage throughout. One assigned covered garage parking space is included.
Jefferson Place offers a full-service lifestyle with 24-hour concierge, a fitness center, club room, theater/media room, business center, library, children's playroom, and beautifully maintained common areas. Pet friendly (subject to building regulations).
Whether you're searching for a move-in ready White Plains condo, a low-maintenance primary residence, or an easy Manhattan commute, Jefferson Place offers outstanding value in one of Westchester County's premier condominium buildings. Metro-North provides express service to Grand Central Terminal in approximately 36 minutes.
Located on the 4th floor, this meticulously maintained condominium is filled with natural light and features hardwood floors, an open-concept living and dining area, a spacious bedroom with a walk-in closet, central air, an in-unit washer and dryer, and abundant storage throughout. One assigned covered garage parking space is included.
Jefferson Place offers a full-service lifestyle with 24-hour concierge, a fitness center, club room, theater/media room, business center, library, children's playroom, and beautifully maintained common areas. Pet friendly (subject to building regulations).
Whether you're searching for a move-in ready White Plains condo, a low-maintenance primary residence, or an easy Manhattan commute, Jefferson Place offers outstanding value in one of Westchester County's premier condominium buildings. Metro-North provides express service to Grand Central Terminal in approximately 36 minutes.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: John Schiaroli, Coldwell Banker Realty
$399,950 (USD)
Shelton Area Townhouse
Pending
21 L Hermitage Drive 21 Shelton, CT 06484
2 Bed
3 Baths
1600 sqft
MLS# 24170494
Wonderful 2 bedroom townhouse located in sought after L'Hermitage complex. This unit is larger than it appears with an abundance of natural light. Large family room with vaulted ceiling and fireplace has sliders to a deck. Eat in kitchen is light and bright. Lots of closet space throughout the unit. The upper level has 2 bedrooom en suites. Second bedroom has full bathroom. Pulled down attic has tons of storage. The lower level can be used as a third bedroom, office or additional den. Hot water heater and furnace were replaced in 2019 and central air compressor was replaced in 2023. Property is being sold in As Is Condition.
Listing Courtesy of SMART MLS / Listed By: Sophia Maragos, Coldwell Banker Realty
$339,000 (USD)
West Norwalk Area Condo
Active
97 Richards Avenue F15 Norwalk, CT 06854
2 Bed
2 Baths
1196 sqft
MLS# 24179433
Welcome to Mallard's Landing, where exciting improvements are underway, including brand-new siding and new decks that will give the complex a fresh, updated look. This bright and spacious second-floor condominium has an peaceful view of landscaped grounds and trees from the deck. It offers convenient one-level living with two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and a private ensuite bath complete with both a tub and shower. The open-concept floor plan connects the living room, dining area, and eat-in kitchen. Sliding glass doors lead from the living area to a private deck, creating the perfect space for fresh air and to relax outdoors. Recent updates include fresh paint and recent carpeting throughout much of the home. The convenience of in-unit laundry adds to its appeal. Additional highlights include a dedicated storage unit, a carport plus an assigned parking space and access to the community's well-maintained in-ground pool. Ideally situated on the Norwalk/Darien border, this desirable location set back from the road offers exceptional convenience with easy access to Route 1, I-95, SoNo, the train station, and walking distance to a wide variety of shopping, dining, and everyday amenities.
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$299,500 (USD)
Mid City Area Condo
Active
104 North Street 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24178815
Great Location & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking (46). Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$50,000 / mo (USD)
Saugatuck Area Rental Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24175448
Your Summer vacation, elevated. Walk to the train. Walk to dinner or coffee. Wake up to waterfront views. This isn't just a summer rental, it's the retreat you've been dreaming about. Sprawling across six bedrooms and nine baths, this gem was built for the art of summer living. Soaring 9ft+ ceilings, walls of natural light, and water views set the stage. The house was designed for entertaining with an open living room/kitchen/DR concept for mingling, with French doors opening to a beautiful covered wood patio. Not one, but two giant family rooms - one on the main level leads to the rear patio/yard, and one on the third floor complete with wet bar and bath. Outside, an elaborate covered patio spills into the lush landscaped backyard where a heated pool, spa, and slide await. The patio boasts an outdoor kitchen and a giant ceiling fan for cool summer cookouts. And for little ones...a secret playroom they'll never want to leave. Add a sauna and this is summer, perfected. Price is per month. Flexible dates available through labor day.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$30,000 / mo (USD)
Lower Weston Area Rental Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24188980
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$24,900 / mo (USD)
Compo Beach Area Rental Home
Active
19 Soundview Drive Westport, CT 06880
4 Bed
4 Baths
1692 sqft
MLS# 24125259
FABULOUS ON THE WATER RENTAL~Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(8 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home ! **Yearly rental possible at additional cost to cover summer pricing**
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$21,000 / mo (USD)
Coleytown Area Rental Home
Active
62 Weston Road Westport, CT 06880
4 Bed
7 Baths
6821 sqft
MLS# 24184547
NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive built-ins is perfect to work remotely. Formal Living Room with fireplace flows into the banquet style formal Dining Room. Entertain with ease in the fully equipped modern E-I-K complete with high end appliances including a wolf range, subzero refrigerator, 2 dishwashers & an oversized marble island. Family Room with fireplace & french doors leading out to the patio. The Game Room is the perfect place to host with its stunning bar & pool table. Bluestone patio provides relaxed living & easy entertaining. Elegant Primary Bedroom with dual walk-in closets & 2 luxe spa Bathrooms & a steam shower. Second floor has 3 more ensuite Bedrooms. The 3rd floor has a media rm, work out area incl free weights & an elliptical as well as a full bath. The massive patio features a built-in grill, seating and eating areas, great for entertaining. Heated Pool House with Kitchenette, full bath and an extra Bedroom. In the LL, a recreational space offers additional options for play. Tons of storage space. Full house generator. Your own putting green. Fabulous opportunity to take advantage of Westport.
Listing Courtesy of SMART MLS / Listed By: Cindy Saul, Coldwell Banker Realty
$17,000 / mo (USD)
Lower Weston Area Rental Home
Active
29 Rogues Ridge Weston, CT 06883
6 Bed
7 Baths
6149 sqft
MLS# 24182963
This exquisite custom estate on 4.7+/- acres is an incredible opportunity available for lease, and will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Tremendous storage.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$15,000 / mo (USD)
Greens Farms Area Rental Home
Active
11 Guyer Road Westport, CT 06880
4 Bed
4 Baths
2005 sqft
MLS# 24171769
Nestled in the coveted Greens Farms neighborhood, this impeccably updated residence offers a refined rental experience with every detail considered. The chef's kitchen commands attention with a dramatic waterfall island and premium appliances, seamlessly transitioning from intimate dinners to sophisticated entertaining. Retreat to the generous primary suite, where a spa caliber bath, complete with soaking tub, rain shower, and bespoke double vanity, sets the tone for effortless relaxation. Outside, a resort-style pool and manicured grounds offer a private sanctuary. With coveted proximity to Compo Beach and Westport's finest dining and boutiques, this exceptional home is available for academic year, short-term, or winter occupancy.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088530
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$14,000 / mo (USD)
Roseville/North Ave Area Rental Home
Active
20 Joann Circle Westport, CT 06880
5 Bed
4 Baths
3392 sqft
MLS# 24176505
Enjoy Summer in Westport CT. Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer evenings. The kitchen features custom cabinetry, stone countertops, a center island, and high-end Thermador appliances, complemented by a bay window that brings in abundant natural light. Next to the kitchen, the family room provides extra space for relaxation and entertainment. The lower level includes a versatile bedroom or office, a full bathroom, large pantry and substantial storage. This floor also has a large living room and playroom leading to a large stone patio, perfect for outdoor dining and activities. Upstairs boasts 3 additional bedrooms, including one with an en-suite. The primary suite is on a separate upper level, providing privacy and luxury with a vaulted ceiling, sitting area, large walk-in closet, and a deluxe bathroom featuring a hydro tub. Choose this home for your summer stay in Westport, where convenience meets quiet comfort! Available July and August 2026.
Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty
$13,000 / mo (USD)
Compo Beach Area Rental Home
Pending
12 Danbury Avenue Westport, CT 06880
4 Bed
5 Baths
2274 sqft
MLS# 24165041
FABULOUS BEACH HOUSE! Winter/Academic/Summer rental start Sept.2026 AVAILABLE end of July through August 2026 (30K MONTH) Walk to BEACH. Exquisite architectural 3 story Nantucket Style beach home steps from the sands of Compo Beach. "The Seahorse" house was masterfully crafted by award winning Westport Architect Peter Cadoux and is featured on his website. It graced the cover of East Coast Magazine March/April 2012 as well. Stroll to the beach a few steps away then toast with friends on your rooftop deck facing the water! This impeccable home has outdoor porches, decks with water views , media room, fireplaces indoor and out allowing you to embrace the "Compo Beach Lifestyle" so highly coveted! Every detail is custom built. Gourmet kitchen , large leathered limestone counters, Wolf Range, hand built cabinets. Beautiful soft colors grace the walls of this beach house. Unique furnishings create a calm, interesting atmosphere, subtle seahorse images imbedded in staircases and starfish add a little whimsy. All bedrooms have historic paint, beautiful wood finishes and ensuite glass tile and marble bathrooms. Luxurious wood wraps walls and ceilings of 3rd level~ owners favorite . Finished like the cabin of a luxury yacht. Here you'll find desk area for working remotely ,wet bar, 4th bedroom, half bath and rooftop deck. Beach chairs available and outdoor shower. Owner would like their cleaning serv. to be used throughout lease at tenants expense.
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$12,500 / mo (USD)
Old Hill Area Rental Home
Active
20 Grassy Plains Road 20 Westport, CT 06880
5 Bed
6 Baths
3888 sqft
MLS# 24192896
Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator connects multiple levels, providing ease and accessibility throughout the home, along with a finished basement offering approximately 1,500 square feet of additional living space. The open-concept floor plan is enhanced by abundant natural light, soaring ceilings, and seamless indoor-outdoor flow. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and premium finishes, opening beautifully to the main living and entertaining spaces. Step outside to a spacious deck perfect for outdoor dining, relaxing, and entertaining guests. Thoughtfully designed with both elegance and practicality in mind, this home offers modern luxury, low-maintenance living, and exceptional comfort in a desirable location. Prefer a lease of 2 years or longer, with rent including garbage collection, lawn care, and snow removal. Perfect for those seeking a sophisticated lifestyle with a first-floor primary bedroom, elevator access, luxury finishes, open floor plan, and bright contemporary living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$12,500 / mo (USD)
Easton Center Area Rental Home
Active
224 Wilson Road Easton, CT 06612
4 Bed
5 Baths
4168 sqft
MLS# 24191469
Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling lawns, mature specimen trees, tranquil water features, and complete privacy create an atmosphere more reminiscent of a luxury retreat than a residence. Yet the location remains remarkably connected, just five minutes to the Westport town line and within easy reach of downtown Westport, Fairfield, Wilton, beaches, shopping, dining, and Metro-North. Thoughtfully renovated to preserve its character while embracing modern comfort, the home balances grand architecture with remarkable ease. Vaulted ceilings, original hickory floors, rich stonework, and walls of glass fill the home with warmth, light, and a constant connection to the landscape. A stunning four-season room brings the outdoors in, while gracious entertaining spaces flow effortlessly throughout. The primary suite serves as a sanctuary with a fireplace, spa-inspired bath, and a serene outdoor patio where the landscape becomes part of everyday living. With ample room for a pool or court the possibilities are endless. Private. Peaceful. Effortless. Welshmoor is the luxury of simplifying life without compromising it.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$11,000 / mo (USD)
Weston Area Rental Home
Active
112 Birch Hill Road Weston, CT 06883
5 Bed
4 Baths
3923 sqft
MLS# 24184585
A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows, and a stunning natural stone fpl, flowing seamlessly into the dining area, Kit, and FR. The Kit is a showpiece w/a domed skylight, custom Italian cabinetry, German appliances, carrera marble countertops, and a stainless steel peninsula. A Brazilian ipe wood terrace extends from the Kit and living area, floating in a canopy of trees w/a creek below. The ground floor master suite is newly renovated w/white oak flooring, expansive views through a new wall of windows w/electronic solar shades, and designer lighting. The ensuite features a free-standing tub and curbless walk-in shower for accessibility. Upstairs, you'll find four additional bedrooms, two w/floor-to-ceiling corner windows, plus two modern bathrooms w/skylights. A finished basement offers flexible space for recreation, while a 2-car garage provides direct home access. Meticulously upgraded over the last five years, the home includes new mechanicals, a security system, and enhanced exterior lighting. Offered for a minimum one-year lease, with preference for multi-year tenants. Furnishing options are flexible.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$10,000 / mo (USD)
Lower Weston Area Rental Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24188996
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$9,800 / mo (USD)
Saugatuck Shore Area Rental Home
Active
28 Surf Road Westport, CT 06880
5 Bed
4 Baths
1956 sqft
MLS# 24182407
Direct waterfront, with deep water dock! A spacious and comfortable 5 bedroom /4 bath home located in desirable Saugatuck Shores on Bermuda Lagoon. 28 Surf offers room for the entire family to gather, frolic and decompress all in a setting that feels worlds away from the hustle and bustle of everyday life. Breathtaking sunrises over Bermuda lagoon and stunning sunsets above the tidal inlet capture the essence of this hidden haven. Paddle, fish or swim off your very own dock or simply sit back and take in the beauty of the natural surroundings. A wonderful opportunity for a short term rental. Available for the term of July 10th- April 30th if less than 9 mos. term, July and August will be billed at $20,000 per mo. while shoulder mos. at $11,000 per mo.. (Inquire about furnishings. 3 out of the 5 bedrooms are available with beds). The home can come Partially Furnished or Unfurnished. (Furnishings may vary a from the photos. Available for the summer months of July and August at $20,000 per month and the shoulder months at $11,000 per mo., if the term is less than 9 months.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$8,500 / mo (USD)
Lower Weston Area Rental Home
Active
145 Lyons Plain Road Weston, CT 06883
4 Bed
5 Baths
3100 sqft
MLS# 24158367
Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, charming shops and Outdoor trails. Close to Metro North and Merritt Pkwy.
Listing Courtesy of SMART MLS / Listed By: Robert Appell, Coldwell Banker Realty
$8,500 / mo (USD)
Greens Farms Area Rental Home
Active
287 Greens Farms Road Westport, CT 06880
4 Bed
3 Baths
1624 sqft
MLS# 24186950
This light filled home is set on 2 acres finished on both levels with over 2300 sq ft of living space. Beautiful flat back yard for fun summer games. Just 3 minutes from the Metro North, and convenient to all the Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$8,250 / mo (USD)
Coleytown Area Rental Home
Active
208 Bayberry Lane Westport, CT 06880
3 Bed
4 Baths
3692 sqft
MLS# 24169643
Discover the charm of this mid-century modern home, bathed in natural sunlight thanks to large windows that frame stunning views of the lush landscaping and nature outside. The updated kitchen boasts ample storage, including an updated laundry room/mudroom. The dining room features a wall of closets, perfect for storing linens and fine china. As you enter, you're welcomed by an open living room with floor-to-ceiling windows and a striking stone fireplace. Behind the fireplace, a cozy nook offers an ideal space for a home office. The newly paved driveway provides easy access to the property, adding to the home's private setting. With everything conveniently located on one floor, this home embodies the timeless elegance and functionality of mid-century modern design.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$7,500 / mo (USD)
Greens Farms Area Rental Home
Active
24 Mills Street Westport, CT 06880
3 Bed
3 Baths
1634 sqft
MLS# 24178569
What makes this home truly unforgettable isn't just the thoughtful updates or timeless charm - it's the feeling of living here. Private, peaceful, and full of character, this special property offers the perfect balance of tranquility and convenience, just moments from everything that makes Westport one of Connecticut's most sought-after towns. Located in the heart of Greens Farms, the home features three finished levels with three bedrooms and three baths. Inviting living spaces include a living room with fireplace, formal dining room, and a sun-filled den. The bright kitchen offers a breakfast room, pantry, and sliding glass doors that open to the backyard, deck, and one-car garage - creating an easy indoor-outdoor flow ideal for everyday living and entertaining. The lower level adds exceptional flexibility with a playroom, home office, and laundry room. A private driveway provides ample parking, completing this centrally located and beautifully livable home. Minutes to Metro North Greens Farms Station.
Listing Courtesy of SMART MLS / Listed By: Sally Bohling, Coldwell Banker Realty
$7,500 / mo (USD)
Greens Farms Area Rental Home
Active
61 Hillandale Road Westport, CT 06880
3 Bed
2 Baths
1524 sqft
MLS# 24150954
AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$6,700 / mo (USD)
In-Town Area Rental Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24186010
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR SALE AT $1,329,000.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
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