Weston Homes for Sale

Welcome to Weston, Connecticut – a hidden gem nestled in the heart of Fairfield County. Known for its picturesque landscapes and serene atmosphere, Weston offers a unique blend of suburban tranquility and vibrant community life. With its rolling hills, lush greenery, and charming New England architecture, this town is a haven for those seeking a peaceful retreat while still being conveniently located near urban amenities.

Weston is celebrated for its top-rated schools, making it a prime choice for families looking to provide their children with an exceptional education. The town boasts a rich tapestry of recreational activities, from scenic hiking trails in the nearby Weston Town Center to the beautiful parks that invite picnics and outdoor fun. The local community is tight-knit, with various events and gatherings that foster a sense of belonging among residents.

For those interested in making Weston their home, the current real estate market offers an array of stunning homes for sale. From charming colonial-style houses to modern estates, there is something to suit every taste and lifestyle. Many of these properties feature expansive yards, updated interiors, and breathtaking views, providing the perfect backdrop for family gatherings and entertaining friends.

Whether you’re a first-time homebuyer or looking to upgrade, Weston’s real estate market is thriving, presenting a wonderful opportunity to invest in a community that truly feels like home. Explore the enchanting homes for sale in Weston today and discover the lifestyle you’ve been dreaming of!

Newest Weston Homes for Sale

$1,149,000

4 Beds ⋅ 3 Baths ⋅ 24203719 MLS

Completely renovated storybook cape on the Saugatuck River, just over the Westport line. This home offers a rare combination of privacy, timeless character, and spectacular waterfront living. Beautifully landscaped, the property captures tranquil water views from inside and out. Extensive improvements include a new septic, windows, electrical, roof, Hydro cell/HVAC and more with a detailed list provided. The gracious living room is anchored by an impressive stone fireplace and enhanced by vaulted ceilings, exposed beams and a striking new picture window overlooking the river. The vaulted dining room features a bay window, skylight, and sliders opening to the brick patio-perfect for entertaining or enjoying the peaceful setting. The main level offers two bedrooms with a Jack-and-Jill bath, plus a spacious en-suite bedroom that provides exceptional flexibility as a first-floor primary suite, family room, or private guest retreat. A beautifully renovated kitchen with refinished hardwood floors complete the main level. Upstairs, the elegant primary suite has been thoughtfully remodeled and features beautiful hardwood floors and a spa-like bath with vaulted ceiling, custom wainscoting, steam shower, whirlpool tub, and Corian vanity. Additional amenities include whole-house generator, new laundry, and detached two-car garage. Weston offers excellent schools and ideally located minutes from Westport's celebrated dining, shopping and beaches. Magical!

3 Weston Rd, Weston

$2,250,000

4 Beds ⋅ 6 Baths ⋅ 24208616 MLS

Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserve. This Craftsman-style home offers refined living, privacy & immersion in nature. Surrounded by a wildlife sanctuary, the property is a haven for cranes, hummingbirds, an occasional bald eagle & an abundance of native bird species creates a peaceful setting that feels worlds away while remaining close to everything Weston has to offer. Renovated with attention to detail, the home blends Craftsman character with sophisticated modern amenities. Expansive windows bring the landscape indoors with tranquil views. A two-sided fireplace provides a dramatic focal point, seen from both the living room & kitchen. One of the home's most distinctive spaces is the Family Room, affectionately known as the "Tree House". Perched among the treetops, this special retreat offers a spectacular view & a peaceful place to read, gather & enjoy each season from above the canopy. A wrap-around deck, the heated Gunite pool, hot tub & firepit create spaces for entertaining, relaxing & enjoying the natural beauty of the property. Features/updates include Anderson windows, radiant heated floors, newer boiler 2018, new indirect water heater 2023, updated Gunite pool & patio 2025, a leaded copper standing-seam roof, a Whole Home Heavy Duty Generaor adds peace of mind, exterior EV/RV charging station & more! See full list of improvements.

26 Pent Rd, Weston

$1,495,000

5 Beds ⋅ 5 Baths ⋅ 24209506 MLS

Welcome to 11 Soundview Farm, a stunning contemporary residence offering a serene and private escape in one of Weston's most coveted cul de sac neighborhoods. Featuring approximately 4,500+ square feet of thoughtfully designed living space, this 5-bedroom, 4.5-bath home perfectly balances architectural flair with everyday comfort. Enjoy sun-drenched principal rooms, soaring ceilings, and an effortless flow for both intimate living and grand entertaining. Nestled on a peaceful, scenic lot surrounded by mature trees, this property delivers the ultimate Connecticut lifestyle while remaining just minutes from top-rated schools, local parks and commuting routes. Your private sanctuary awaits!

11 Soundview Farm, Weston

$2,600,000

5 Beds ⋅ 7 Baths ⋅ 24208892 MLS

Nestled on two private acres and bordered by more than 1,700 acres of protected nature preserve, this newly constructed estate in Weston delivers an uncommon blend of privacy and craftsmanship. Five generously proportioned bedrooms, each with its own en suite bath, offer refined comfort for family and guests alike, while a three car garage with soaring ceiling height stands ready for a car lift, a rare luxury for the discerning collector. At the heart of the home, a fully custom chef's kitchen commands attention with sleek quartz countertops and a professional grade suite of Wolf and Sub-Zero appliances, framed by rich white oak flooring that flows seamlessly throughout. Thoughtfully placed built in track lighting accentuates the home's clean, architectural lines at every turn. Descend to the lower level and discover a dedicated home theater, an indulgent retreat built purely for cinematic escape. Just minutes from Branchville Train Station, this address offers effortless access to Manhattan without ever compromising the tranquility of its wooded, preserve backed setting. Offered at $2,600,000, this is new construction elevated: opulent in detail, exacting in craftsmanship, and ready to welcome its first owner.

108 Old Farm Rd, Weston

$1,850,000

5 Beds ⋅ 6 Baths ⋅ 24197426 MLS

*THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 9/28/26* Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home. Varied roof lines, bay windows, copper accents, distinctive chimneys & established landscaping set the tone for this refined home. Double doors lead to the sun-filled foyer w/floating staircase, powder rm & walk-in coat clst. Many rms feat. soaring cathedral-height ceilings, incl the LR & fam rm, each w/ fpl & oversized windows. DR w/tray ceil. Updated EIK w/fresh white cabinetry & new appls incl dbl ovens has a breakfast area w/bay window & garden views, plus a mudroom leading to the 3-car garage. The exquisite library/office has a cathedral ceil, 3rd fpl, cstm built-ins & bay window. 5 BR (4 per town) beginning with a main level guest/in-law/staff/den w/adjacent full bath. Upstairs, an open & gracious landing leads to lrg BRs. The primary suite is a stunning space with king-size BR, sitting nook, glorious windows, a lrg marble bath, walk-in clst & two extra storage spaces. The finished lower level w/high ceilings has a rec/play room/gym area, wet/snack bar, full bath and massive storage rooms or space for additional future finishing. The stone terrace leads out to level lawns and enchanting gardens.

10 Weddington Ln, Weston

$1,850,000

6 Beds ⋅ 5 Baths ⋅ 24207679 MLS

Set behind charming stone walls on flat, usable land, this beautiful home offers exceptional space for everyday living and entertaining, just minutes from Weston's award-winning schools. The heart of the home features a large chef's kitchen that opens seamlessly to a cozy sunken family room. Sliding glass doors lead out to a stone patio overlooking a spacious backyard with ample room for a pool. The main level also includes a private bedroom suite-ideal for guests or an au pair. The second floor hosts a primary suite featuring a fireplace, an attached home office, and a newly renovated bath. Three additional bedrooms, two full baths, and a versatile playroom complete the upper level. Downstairs, the finished lower level provides flexible rec space, a gym, a full bath, and abundant storage. Don't miss this great Weston home.

24 Langner Ln, Weston

$1,299,900

5 Beds ⋅ 3 Baths ⋅ 24207576 MLS

Stunning, modern renovation on this spacious home ideally situated steps to the Westport/Weston line in a very convenient lower Weston location. The open-concept interior features soaring vaulted ceilings, generously sized rooms, a fireplace, modern glass railings, and walls of windows that fill the home with natural light. The brand new modern kitchen is designed to impress with new modern cabinetry, a large center island, and premium Thermador appliances. Newly installed hardwood floors, LED recessed lighting, fresh interior and exterior paint, new trim and new interior doors add to the stylish transformation. The main level also offers four bedrooms, including a spacious primary suite with a stunning remodeled bath featuring a double vanity, oversized shower stall and soaking tub. An additional renovated full bath and convenient main level laundry complete this floor. The expansive finished walk-out lower level provides exceptional additional living space or a perfect potential in-law/au pair. Featuring a family room with a fireplace, fifth bedroom, another remodeled full bath, large recreation room and versatile bonus room. Corner lot with large private yard and grounds. Additional improvements include a new HVAC system, Navien hot-water heater, new modern glass garage doors and front door, new Trex decking and a roof completed in 2025. Gas heat, gas hot water and city water for added convenience. Septic redone in 2009. Nothing to do but move in and enjoy.

1 Greenlea Ln, Weston

$2,000,000

3 Beds ⋅ 4 Baths ⋅ 24200625 MLS

WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is complete with a spa like bathroom, walk in closet, laundry and convenient office --ALL with RIVER VIEWS. The lower level is a comfortable relaxing family room, two bedrooms and full bath with direct access to the slate patio--with RIVER VIEWS. Thru a separate entrance in the back there is a newly finished sauna and shower. The cottage has endless possibilities...home office, work out space, separate lounge area...AND of course has gorgeous RIVER VIEWS!!! Pool permit has been approved; renderings attached just steps from the new sauna/shower. A pool would be a great addition 46 Valley Forge, a stunning riverfront retreat!

46 Valley Forge Rd, Weston

$3,200,000

4 Beds ⋅ 6 Baths ⋅ 24206702 MLS

Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces.

32 Bernhard Dr, Weston

$2,449,000

5 Beds ⋅ 7 Baths ⋅ 24193559 MLS

Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with tremendous attention to detail, the home's beauty begins with the landscaped setting and many outdoor amenities including a stunning pool and spa. The shingle exterior with stone accents greets your arrival into the soaring two-story entry with chic lighting, millwork and a custom staircase. The library with classic built-ins is an ideal home office. The living/music room with fireplace opens to the dining room, both with views of the private setting. The gourmet kitchen has a generous center island, custom cabinetry, Viking range, Sub Zero, pantry, open flow to the breakfast room with glass doors to the deck and into the exquisite family room with coffered ceiling & fireplace. Upstairs, the primary suite incl a sitting area, spacious marble bath and two excellent walk-in clsts. Each BR is large and all designer baths feature quality fittings. 3rd flr bonus rm has a half bath. The finished walk-out LL with full bath has three rooms, currently billiards rm, gym, and rec rm w/glass doors to the rear property. Lrg walk-in storage areas incl a finished clst. An exquisite oasis awaits at the resort-style pool w/ waterfall spa, firepit area, and vast entertaining areas, all surrounded by specimen plantings and emerald lawns. Storage shed. 3 car garage, mudroom, generator and much more.

5 Aspetuck Gln, Weston

$679,900

3 Beds ⋅ 2 Baths ⋅ 24205703 MLS

Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and enjoying the surrounding natural landscape. Mature trees and the generous 2-acre lot provide a sense of privacy and tranquility while maintaining convenient access to area schools, shopping, dining, parks, and commuter routes. A great opportunity to bring your vision to this well-located Weston property and create a home tailored to your lifestyle. Some images attached are virtually rendered.

38 Ravenwood Dr, Weston

$2,189,000

5 Beds ⋅ 5 Baths ⋅ 24202562 MLS

The New Sensation! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center!

36 Old Orchard Dr, Weston

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