Weston CT Real Estate & Homes for Sale

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Beds:
6
Baths:
6.00
Sq.Ft.:
3,893
Status:
Active
MLS#:
24178099
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.02 Acres
Year built:
1970
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport, offering a lifestyle that feels worlds away while remaining close to everything

Beds:
4
Baths:
5.00
Sq.Ft.:
4,234
Status:
Active
MLS#:
24181401
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.01 Acres
Year built:
1979
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,506
Status:
Active
MLS#:
24186444
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.35 Acres
Year built:
1985
Courtesy: Berkshire Hathaway NE Prop. 203-924-1000
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ADDITIONAL INFORMATION

Welcome to 11 Hunt Lane! This charming Colonial delivers lots of space and flexibility while situated at the end of a tranquil cul-de-sac in Lower Weston, near the Westport line. Perfect for entertaining, the sun-filled, spacious interior boasts excellent flow. Enter a charming two-story foyer flanked by a living room with fireplace and dining room with wet bar and sliders to a beautiful backyard deck. The open floor plan also connects to a family room leading to the New eat-in kitchen with quartz countertops providing ample workspace and additional storage. The spacious laundry room features a utility sink and mudroom access entry from the kitchen and garage. Above the garage, an enormous office/rec room with built ins, full bath and walk-in closet offering the potential for guest quarters, an au pair or in-law suite. Expansive basement with Large Cedar closet provides additional storage. The private, fully landscaped yard with mature plantings backs up to open space offering peace and serenity while still being close to Merritt, I-95, train stations, beaches, and highly regarded Weston schools.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,206
Status:
Active
MLS#:
24162524
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
3.49 Acres
Year built:
1979
Courtesy: Berkshire Hathaway NE Prop. 203-255-2800
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ADDITIONAL INFORMATION

This distinctive Lower Weston retreat with incredible Post & Beam Barn is truly one to experience. Tucked away on more than 3.5 acres of wooded serenity, the home offers striking architectural details including soaring ceilings, pegged hardwood floors, exposed wood beams, and three stone / brick fireplaces. Multiple levels of living space create a dynamic & flexible floor plan. The chef's kitchen is equipped for serious cooking, featuring a Viking range and hood, double ovens, and a Sub-Zero refrigerator. The showpiece of the property is the exceptional Post & Beam Barn - an impressive 1,140+ square-foot structure crafted by renowned Vermont Timber Frames in 1998. Perfect for a hobbyist, car collector, creative studio, home office, or anyone seeking a separate, inspiring space, the barn is heated by propane, cooled with a split system, and supported by a whole-house generator. It offers two levels plus a loft and cupola, half bath, and extensive built-ins. A rare opportunity with tremendous character & potential, this special property is being sold "as is."

Beds:
3
Baths:
3.00
Sq.Ft.:
2,392
Status:
Active
MLS#:
24176959
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.4 Acres
Year built:
1930
Courtesy: Compass Connecticut, LLC 203-293-9715
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ADDITIONAL INFORMATION

Perched atop a private, sun-drenched hill in the heart of Lower Weston, 123 Lyons Plain Road is a masterclass in charm and character. This home strikes the rare balance between secluded retreat and total convenience, located just minutes from the vibrant shopping and dining of Westport, local beaches, and easy commuting via the Merritt Parkway or Metro-North. Once inside the home, the craftsmanship speaks for itself. The interior is bathed in natural light, showcasing architectural details like elegant coffered ceilings, original wide-plank wood floors, and rustic restored beams. At the center of it all, a dramatic stone fireplace anchors the living space, creating a warm and inviting atmosphere. The layout is designed for a seamless lifestyle. The kitchen flows naturally toward the stone terrace, making it easy to transition from indoor prep to alfresco dining. Whether you're enjoying a quiet morning coffee on the covered porch or hosting friends to take in the vibrant sunset views, the outdoor spaces are truly an extension of the home. For added flexibility, the walkout lower level provides a versatile footprint for a gym, laundry, and plenty of storage. Beyond the property, the town of Weston offers a unique community spirit, highlighted by its award-winning schools all conveniently situated on one central campus. 123 Lyons Plain Road isn't just a house; it's a beautifully curated lifestyle defined by craftsmanship, light, and an incredible sense of place.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,067
Status:
Active
MLS#:
24183921
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.98 Acres
Year built:
2014
Courtesy: Corcoran Centric Realty 203-625-9500
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ADDITIONAL INFORMATION

Move-in ready and flooded with natural light, this exceptional European Craftsman home built in 2014 combines sophisticated architectural design and effortless modern living in highly desirable Lower Weston. Dramatic double-height ceiling anchors the open floor plan, creating an inviting atmosphere for everyday living and gracious entertaining. The chef's kitchen is well-appointed with stainless steel appliances, two dishwashers and wine fridge. The effortless layout draws you towards your private outdoor retreat with an expansive deck, dining area and jacuzzi. Situated on over 2.98 acres, the property features a sprawling, level backyard, professional landscaping and access to the Saugatuck River. The first-floor primary bedroom and equally spacious guest bedroom both offer en suite bathrooms and private access to the deck. Upstairs, a third bedroom with walk-in closet, full bathroom, dedicated home office/music room, study, and abundant closets and extra storage spaces serve every practical need. A large recreation room rounds out the upper level, offering additional room to play and relax. Energy-efficient design with extra insulation, thermopane windows, smart thermostats, custom smart lighting, whole home generator, and heated garage with fast universal electric vehicle charger offer superior modern convenience. Welcome home!

Beds:
6
Baths:
6.00
Sq.Ft.:
6,000
Status:
Active
MLS#:
24162168
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.35 Acres
Year built:
2026
Courtesy: Corcoran Centric Realty 203-625-9500
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ADDITIONAL INFORMATION

Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,977
Status:
Active
MLS#:
24182562
Type:
Single Family
Subdivision:
N/A
Lot size:
2 Acres
Year built:
1962
Courtesy: William Raveis Real Estate 203-227-4343
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ADDITIONAL INFORMATION

Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage. A rare op

Beds:
5
Baths:
6.00
Sq.Ft.:
6,062
Status:
Active
MLS#:
24179073
Type:
Single Family
Subdivision:
N/A
Lot size:
2.56 Acres
Year built:
1992
Courtesy: Compass Connecticut, LLC 203-293-9715
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ADDITIONAL INFORMATION

What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows that pull the landscape inside. Multiple covered porches, a finished lower level with a additional bedroom not officially counted, and a three-car garage with private apartment above round out a rare set of amenities. Step outside and the Saugatuck feeds a private pond with your own dock. Make a fire pit, enjoy a canoe, toes in the heated pool - it's more bucolic than a Bob Ross painting. 5 bedrooms, 7 baths, 6,062 square above ground feet, and a shocking degree of getaway that's commutable from Manhattan.

Beds:
2
Baths:
1.00
Sq.Ft.:
525
Status:
Active
MLS#:
24181661
Type:
Single Family
Subdivision:
Valley Forge
Lot size:
1 Acres
Year built:
1949
Courtesy: Coldwell Banker Realty 203-254-7100
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ADDITIONAL INFORMATION

Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include upgraded electrical, new infrared propane heater, new appliances, new mini splits, new well pressure tank and water filtration system. Perfect for those looking to enjoy a low maintenance lifestyle, this move-in ready home offers a wonderful opportunity to experience all that Weston has to offer. Conveniently located near the Weston Field House, town amenities, and miles of scenic open space trails, you'll love the balance of privacy, recreation, and convenience. Whether you're looking for a full time residence or a weekend retreat, this adorable home is ready to welcome you.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,004
Status:
Active
MLS#:
24180513
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.95 Acres
Year built:
2000
Courtesy: William Raveis Real Estate 203-255-6841
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ADDITIONAL INFORMATION

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

Beds:
1
Baths:
3.00
Sq.Ft.:
2,728
Status:
Active
MLS#:
24180622
Type:
Single Family
Subdivision:
Devil'S Den
Lot size:
2 Acres
Year built:
1962
Courtesy: Coldwell Banker Realty 203-438-9000
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ADDITIONAL INFORMATION

Incredible rare reimagination and renovation opportunity in the heart of Weston in this spacious rustic 2728 sq ft rambling ranch with flexible layout and endless potential, nestled on 2 acres with mature gardens on a quiet cul de sac street among higher end homes can be your creative project! Invite the outdoors in through 8 skylights and easily step out into the extensive gardens through 8 sliders and 6 exterior doors The home definitely did have 4 bedrooms, 2 can be envisioned easily in the 32X12 foot room just down the hallway past the primary bedroom suite and the area to the right of large entry was once a bedroom. Home is just minutes from the award-winning schools, playing fields, Aspetuck & Devil's Den conservation land & trails and easy access to major highways and shopping. Come see for yourself! PLEASE NOTE: This home is in an estate and being sold "AS IS". Inspections are for informational purposes only.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,344
Status:
Active
MLS#:
24172499
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.42 Acres
Year built:
1975
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls of glass sliders that open to the pool & cabana. The eat-in kitchen with new marble countertops is open to the sunken den...creating the perfect setting for entertaining. The dining room is filled with natural light from solarium windows and features built-in window seating. The impressive two-story primary suite serves as a true sanctuary, complete with its own staircase leading up to a private loft with a wood-burning fireplace, perfect for a den or office. Dramatic floor-to-ceiling two-story windows and direct access to the pool and stone patio further elevate the space. Two additional bedrooms share a recently updated Jack & Jill bathroom. The lower level offers two more bedrooms, a full bath, and laundry area. An attached two-car garage adds convenience. Outside, enjoy your own private oasis in the fully fenced backyard featuring a gunite pool, expansive stone patio, and a cabana equipped with a kitchenette, second laundry, and full bath - ideal for entertaining or relaxing all summer long. Conveniently located to town, award-winning schools, dog park, Westport, Merritt Parkway.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,457
Status:
Active
MLS#:
24176914
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1975
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train stations of Westport and Fairfield. The home's immaculate exterior sets a welcoming tone with an oversized front porch with seating that beckons you inside. Upon entry, the home unfolds with an open layout featuring vaulted ceilings, skylights, walls of glass, rich wood floors, and fireplaces that add warmth and character. The main house offers a first-floor primary suite with walk-in closet and sunlit bath with double sinks, tub/shower, and sauna, along with access to a versatile loft. The great room features a dramatic two-story fireplace and flows into the dining room, living room, and kitchen, all filled with natural light and opening to the outdoor decks. Two powder rooms and a second loft level include a dedicated office, sitting room, & studio/recreation room. Lower level offers a family room with fireplace, three bedrooms, and a renovated full bathroom. Each room opens via sliders to decks/patio, and a laundry room completes this level. A renovated studio with separate entry and full bath offers multiple uses. A special home offering privacy, beauty, and seamless living

Beds:
5
Baths:
6.00
Sq.Ft.:
5,131
Status:
Active
MLS#:
24179349
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.83 Acres
Year built:
1875
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an epicurean chef's kitchen boasts dramatic 12-foot ceilings and premium finishes, serving as a magnificent centerpiece for both daily life and hosting. The primary bedroom suite is a true private sanctuary, complete with soaring cathedral ceilings, a spa-like bath, and two spacious walk-in closets. Beyond the main home, the expansive property stands out as a versatile estate compound, featuring three additional outbuildings. Among them is a massive, historic barn that has been cleverly converted to include a private one-bedroom apartment and an inspiring art studio-ideal for guests, multi-generational living, or creative endeavors. Perfectly situated within walking distance to Weston's award-winning schools, this property offers a rare combination of privacy, community, and unmatched charm. It is not just a house, but a complete lifestyle compound that must be experienced in person to be fully appreciated. Showings by appointment only.

Beds:
6
Baths:
3.00
Sq.Ft.:
3,096
Status:
Active
MLS#:
24178366
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1973
Courtesy: Coldwell Banker Realty 203-438-9000
View additional info

ADDITIONAL INFORMATION

Welcome home to your Weston retreat featuring easy living throughout. This 6 bedroom, 3 bathroom contemporary raised ranch, boasting 3096 square feet of living space, perfectly balances a bright, airy open floor plan. Gleaming hardwood floors flow seamlessly throughout the main living spaces, adding timeless elegance to the modern layout. Completely move-in ready, the home features a new HVAC system and a new boiler. Nestled on 2 private acres in a highly desirable lower Weston location, this estate is designed for both effortless entertaining and comfortable daily living. The main level features a kitchen with a cozy fireplace and dedicated dining area. Beautiful hardwood floors tie the open space together. The bedrooms on the main floor include a spacious primary suite with a full bathroom and two additional bedrooms that share a bathroom. The renovated lower level has been updated with hardwood floors, modern lighting and sleek ceiling fans as well as a renovated full bathroom that includes a smart toilet and doubles as the laundry room. A welcoming family room with its own fireplace opens directly to the patio. An expansive deck spans the back of the home and offers effortless indoor-outdoor flow with direct access from the primary suite and living room. Enjoy the peace of privacy without sacrificing convenience - just minutes from Weston's town center, top-tier schools, athletic fields, and the Weston Field Club.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,448
Status:
Active
MLS#:
24176936
Type:
Single Family
Subdivision:
Devil'S Den
Lot size:
3.67 Acres
Year built:
1959
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,339
Status:
Active
MLS#:
24174353
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
0.93 Acres
Year built:
1927
Courtesy: Compass Connecticut, LLC 203-489-6499
View additional info

ADDITIONAL INFORMATION

Poised in the heart of Weston, the Kettle Creek Barn is a truly one-of-a-kind historic property blending timeless architecture with refined modern country living. Originally a 19th-century cedar board-and-batten barn converted into a residence in 1927, the home has been thoughtfully reimagined while preserving its extraordinary character and craftsmanship. The dramatic two-story great room features soaring ceilings, pecky cypress plank walls, classic slate floors, oversized windows, and a striking stone fireplace that creates a warm and unforgettable gathering space filled with natural light. At the heart of the home is the newly relocated kitchen, designed as a bright and inviting entertaining space with a wall of glass overlooking the expansive cedar deck, stone terraces, gardens, and historic Lord & Burnham greenhouse. The property is also completely fenced, providing privacy and creating an ideal setting for a future pool, pets, and extensive gardening. The first-floor primary suite was beautifully transformed from a former playroom and features custom built-ins, 9-inch oak flooring, angled beadboard walls, and a luxurious spa-like bath with floor-to-ceiling Zellige tile, clawfoot tub, walk-in shower, and barn-door shutters. A former office now serves as an oversized walk-in closet, dressing room, or private retreat. The second floor offers three bedrooms, two brand-new full bathrooms, a dedicated office, and a spacious walk-in cedar closet, providing exceptional pro

Beds:
4
Baths:
2.00
Sq.Ft.:
2,903
Status:
Active
MLS#:
24172740
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1956
Courtesy: Keller Williams Realty 203-429-4020
View additional info

ADDITIONAL INFORMATION

Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build your dream home from the ground up, the setting and location are truly outstanding. Existing features include a freeform in-ground pool, expansive patio, underground utilities, and a remarkable 12-car barn/garage ideal for car enthusiasts, hobbyists, storage, or creative use. Surrounded by nature and offering exceptional privacy, this is a rare chance to create something truly special in one of Fairfield County's most desirable locations. Property being sold as-is. Pool hasn't been open in a few years.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,822
Status:
Active
MLS#:
24171415
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.03 Acres
Year built:
1978
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
9.00
Sq.Ft.:
10,873
Status:
Active
MLS#:
24165536
Type:
Single Family
Subdivision:
N/A
Lot size:
5.03 Acres
Year built:
1986
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces are designed for both connection and comfort, featuring elegant gathering rooms, a beautifully appointed chef's kitchen, a year-round sunroom, expansive play loft, and a lower-level fitness studio. The open layout creates seamless flow while offering distinct, flexible spaces for everyday living and entertaining. Three fireplaces add warmth and a natural sense of gathering. A private guest suite with a professionally designed recording studio is thoughtfully set apart, ideal for extended stays, creative pursuits, or a refined work-from-home setting. Outside, a freeform pool, private lake for canoeing and fishing, firepits, cutting gardens, flowering trees, and rolling lawns create a resort-like setting with access to Westport's beaches. With exceptional privacy and the ease of a whole-house generator, this is a home where light, nature, and everyday living come together in a setting designed for both retreat and connection.

Beds:
7
Baths:
8.00
Sq.Ft.:
11,075
Status:
Active
MLS#:
24168594
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
4.98 Acres
Year built:
1918
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,254
Status:
Active
MLS#:
24167448
Type:
Single Family
Subdivision:
Valley Forge
Lot size:
3 Acres
Year built:
2010
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
7.00
Sq.Ft.:
7,050
Status:
Active
MLS#:
24160708
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
3.92 Acres
Year built:
1750
Courtesy: Brown Harris Stevens 203-221-0666
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ADDITIONAL INFORMATION

This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chef's professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large gatherings feel and taste delicious. The antique's original entrance to a home office + fireplace (cozy, authentic) complete the floor. The 2nd floor offers 4 secondary beds/baths, a superior primary suite, and has a 600-sf bonus room with its own entrance and full kitchen. Generous third-level space fronted by a viewing balcony becomes the game/exercise/screening room you choose. Windows are featured everywhere, in particular note the sunroom array and the sitting room's 28ft of windowed walls. The separate 1,100 sf, 1-2 BR COTTAGE has had just 4 long-term tenants in the owners' 28 years. The COTTAGE rental income and tax/financial advantages make your net purchase price and occupancy exceedingly comfortable. The owner has prepared for final approvals a survey,building plans, and rendering package of a pool and surrounding deck connected to the home's 500sf front terrace. The buyer wishing the design can move forward with confidence in the sellers' careful efforts. A 2025, 95% efficient,state-of-the art, Navien natural gas boiler and HW installation has proven to be a gas bill slayer.

Beds:
6
Baths:
11.00
Sq.Ft.:
9,974
Status:
Active
MLS#:
24151746
Type:
Single Family
Subdivision:
N/A
Lot size:
2.51 Acres
Year built:
2001
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

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.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.



Weston Real Estate

Weston is located in Connecticut. Weston, Connecticut has a population of 10,339. Weston is more family-centric than the surrounding county with 44.69% of the households containing married families with children. The county average for households married with children is 34.39%.

The median household income in Weston, Connecticut is $204,792. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Weston is 46.9 years.

Weston Weather

The average high temperature in July is 84.2 degrees, with an average low temperature in January of 18.8 degrees. The average rainfall is approximately 52.4 inches per year, with 35 inches of snow per year.

Weston Map

Weston Real Estate Market Conditions

  • Median sales price

    $1,510,000
    15.3%
    change since last quarter
  • # Active listings

    29
    30-day change

Weston Schools and Demographics

Education near Weston, CT

City County
High School Graduates 98.57 90.19
College Degree - 2 year 5.43 6.12
College Degree - 4 year 78.87 49.21
Graduate Degree 30.52 16.2
Expenditures per Student 22,984 22,984
Students per Teacher 12.8 12.8

Elementary Schools near Weston, CT

Grades Students P/T Ratio ZIP
Cider Mill School 03 - 05 978 12.9 06897
Hurlbutt Elementary School PK - 02 469 12.6 06883
Miller-Driscoll School PK - 02 863 13.4 06897
Redding Elementary School PK - 04 488 12.3 06875
Samuel Staples Elementary School PK - 05 612 13 06612
Weston Intermediate School 03 - 05 548 14.1 06883

Middle Schools near Weston, CT

Grades Students P/T Ratio ZIP
Helen Keller Middle School 06 - 08 323 11.7 06612
John Read Middle School 05 - 08 513 12 06896
Middlebrook School 06 - 08 1,047 12.6 06897
Weston Middle School 06 - 08 603 13.1 06883

High Schools near Weston, CT

Grades Students P/T Ratio ZIP
Joel Barlow High School 09 - 12 1,049 14.1 06896
Weston High School 09 - 12 781 13.3 06883
Wilton High School 09 - 12 1,352 13.8 06897

Ungraded Schools near Weston, CT

Grades Students P/T Ratio ZIP
* Wilton-Westport Evening School 10 - 12 8 06897

Demographics near Weston, CT

City County
Neighborhood Type Suburban
Population 10,339 956,446
Population Density 523 1,530
Median Age 46.9 40.7
People per Household 2.9 2.7
Median Household Income 204,792 101,194
Average Income per Capita 108,797 61,651

Real estate near Weston