Weston Homes for Sale

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Newest Weston Homes for Sale

$4,950,000

6 Beds ⋅ 8 Baths ⋅ 73593022 MLS

Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.

$2,850,000

3 Beds ⋅ 5 Baths ⋅ 73592991 MLS

Completed in 2023, this beautifully designed residence offers the rare combination of modern living in the heart of Weston Center and an expansive, level 1.36-acre setting. Exceptional craftsmanship and high-end finishes are evident throughout, with a sophisticated kitchen, beautifully appointed baths with radiant floor heat, and thoughtful architectural details elevating every space. The open, light-filled floor plan flows seamlessly between the kitchen, dining and living spaces and an inviting family room overlooking the backyard. A first-floor primary suite provides a private retreat, while the second level offers two additional en-suite bedrooms, a spacious bonus room, loft and laundry. The lower level extends the home’s versatility with a recreation and sitting area, dedicated gym and turfed activity space, bringing the home’s total usable space to approximately 4,303 SF. An expansive deck and exceptionally large, level backyard offer room to entertain, play and unwind—all in a convenient central Weston location. Seller is upgrading the septic to a five-bedroom system, creating possibilities for future expansion, such as an ADU. Move in and make it home for the holidays!

643 Boston Post Rd, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 73591991 MLS

A true masterpiece awaits! This stunning, newly-constructed home offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool, pool house and more. Conveniently located close to top-rated schools, Weston / Wellesley town centers, trails and commuting routes.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$1,790,000

4 Beds ⋅ 3 Baths ⋅ 73591604 MLS

A rare opportunity to own a single family in the highly desirable South Side of Weston, ideally situated on one of the town's most scenic roads! Set on 1.4 acres, this charming 4-bedroom 2.5 Bath New England home offers incredible potential to expand, or create your dream home. Enjoy the convenience of being just a short walk to Weston Middle and High Schools, with easy access to Wellesley, Route 9, major highways, and nearby conservation trails. The main level features an eat-in kitchen, dining and living rooms with built-ins, a fireplace, spacious sun-filled family room, full bath, office nook, and laundry. Upstairs offers 4 generously sized bedrooms and 1.5 baths. A detached garage/workshop, storage shed, stone walls, patio, and expansive backyard provide plenty of space and flexibility for outdoor enjoyment and entertainment. A fantastic opportunity to bring your vision to life in one of Weston's most sought-after locations!

445 Glen Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$3,295,000

6 Beds ⋅ 6 Baths ⋅ 73589867 MLS

Set on 1.58 professionally landscaped acres in one of Weston’s most desirable neighborhoods, this brick Colonial has been extensively renovated and offers a spacious, highly functional floor plan. The updated kitchen features new appliances, a walk-in pantry, and breakfast area with wet bar, opening to a family room with fireplace. The main level is complete with a formal dining room, front-to-back living room with a second fireplace, and private first-floor office with custom built-in bookcases. Upstairs, all five bedrooms are conveniently located on one floor, including the primary suite with a newly renovated spa-like bath, large walk-in closet, and expansive sunroom ideal as a sitting area or private retreat. The finished lower level offers exceptional flexibility with a large recreation room, additional bedroom or bonus room, two full baths, kitchenette, exercise room, and exterior access to the backyard—ideal for extended family or guests. Surrounded by mature landscaping with private wooded views and paths, the property also includes a two-car garage, spacious mudroom, and two laundry areas. Move-in ready and filled with natural light, this exceptional Weston home offers generous living space in a beautiful setting with convenient access to schools, town center, and Boston.

172 Country Drive, Weston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,599,000

4 Beds ⋅ 3 Baths ⋅ 73589150 MLS

Charming Cape on over 3 acres of luscious grounds,. This 4 bedroom home offers versatile/open floor plan with gorgeous hardwood floors and updated windows and elevated lighting plan including many lights on dimmers. Enchanting flat stone walkway meanders to front door. Gracious entry with coat closet for guests. Formal living room with classic fireplace and picture window. Home office with vaulted ceilings and french doors. Mudroom with exterior access and garage. Washer/dryer hook up on main level and in basement. First floor bedroom and full bath. Dining room connects to centrally located kitchen with granite countertops with seating, stainless steel appliances, and eat-in-kitchen area, large family room seamlessly connected. Huge deck with built in seating, overlooking private oasis. Second floor with sunny primary suite and ensuite bath, walk-in cedar closet and dressing area. Two additional bedrooms both with large walk-in closets. Bonus, flex room for upstairs office or exercise. Tasteful mature landscaping, stone walls, an outdoor fieldstone chimney for gathering and grilling. Large unfinished basement, with separate wine room potential. Sidewalk to town center. Close to sought after Silver Hill Neighborhood and commuter rail flag stop. Top rated Weston Schools.

306 Merriam Street, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.

$3,495,000

6 Beds ⋅ 6 Baths ⋅ 73587759 MLS

Privately set on 2.7 acre, this distinguished 16-room landmark residence embodies the timeless elegance and gracious scale of a classic New England estate, thoughtfully enhanced for modern living. A stately entry welcomes you to beautifully preserved architectural details, including dramatic ceilings and windows, exquisite millwork and hardwood floors throughout. Designed equally for grand entertaining and intimate gatherings, the formal living room is anchored by a handsome fireplace, while the richly appointed library, with its own fireplace and built-in bookcases, offers a warm and inviting retreat. A comfortable family room provides a relaxed setting for everyday living. At the heart of the home, the exceptional chef’s kitchen features a generous dining area and beautifully appointed butler’s pantry with direct service to the expansive formal dining room, where a fireplace creates an elegant backdrop for memorable occasions. A first-floor guest bedroom or dedicated home office provides exceptional flexibility. The second floor offers a private bedroom level with a spacious primary with full bath, three additional bedrooms and two more full baths. A separate staircase leads to a private accessory apartment with its own kitchen, sitting room, two bedrooms and full bath—ideal for extended family, guests or staff. Expansive covered porches overlook the heated pool and broad open lawns, creating a beautiful setting for summer entertaining and relaxed outdoor living. Rarely does a property combine such gracious proportions, historic character, versatility and convenience. The 2.7 acres include an approximately 1-acre buildable lot currently going through the town of Weston Flexible Development zoning and subdivision process. Ask listing agent for details.

863 Boston Post Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$5,850,000

5 Beds ⋅ 6 Baths ⋅ 73583804 MLS

Set on 4.66 acres of beautiful, wooded land, 1 Cabin Rd presents a rare opportunity to create something truly special in Weston. Tucked into a private, natural setting, the property offers an exceptional sense of peace, seclusion, and connection to the surrounding landscape. Whether envisioned as the setting for a thoughtfully designed new home, a renovation or expansion, or another long-term vision, the property provides a unique canvas for a buyer looking to create something truly tailored to their needs. With its generous acreage, wooded setting, and privacy, 1 Cabin Rd is an opportunity to imagine what could be created here.

1 Cabin Rd, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$4,995,000

6 Beds ⋅ 8 Baths ⋅ 73579890 MLS

A rare and exceptional six bedroom estate with timeless architectural appeal, Designed by Jan Gleysteen Architects, this custom home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.

448 Concord Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 73579326 MLS

Set in one of Weston’s idyllic and most beloved Southside neighborhoods, this extensively renovated home blends timeless comfort with modern living. Gleaming hardwood floors flow through the inviting living and dining rooms into the beautifully reimagined kitchen, featuring an oversized marble island, premium appliances, and a bright eat in area that opens to an expansive deck overlooking the serene grounds. The adjacent family room, complete with custom built-ins and a fireplace, offers the perfect setting for family gatherings and entertaining. A palatial primary suite with a private sunroom, dual walk in closets, and a stunning stained glass window provides a true retreat. Two additional bedrooms complete the main level. The lower level further expands the living space with a recreation/media room, yoga room, gym, additional bedroom suite, and versatile spaces for a home office, playroom, or guest space. Turnkey and beautifully updated, including a new roof in 2026 and 5 bedroom septic, this special home offers an easy commute to Boston all with Weston's with top-rated schools.

20 Blueberry Hill Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$2,475,000

4 Beds ⋅ 7 Baths ⋅ 73579146 MLS

Welcome to Weston! This exceptional transitional Colonial makes a striking first impression, with a meandering tree-lined driveway leading to a private courtyard framed by mature hedging, a classic fountain, inviting patio, and elegant granite entry. Designed for both luxurious living and effortless entertaining, the home offers a first-floor living option with a beautiful fireplace, recently updated primary bath, and walk-in closet. The main living room is filled with natural light from oversized windows and anchored by a handsome stone fireplace, offering a bird’s-eye view of the backyard courtyard, complete with firepit and sport court for year-round enjoyment. The kitchen and dining areas flow seamlessly into the living space, highlighted by a built-in stone pizza oven. The beautifully appointed kitchen features custom cabinetry, dramatic counter-to-ceiling windows surrounding the large undermount sink, and a 48-inch WOLF range with direct-vent hood—truly a chef’s dream. The attached garage opens to a well-appointed mudroom with a second entrance, laundry, half bath, and abundant storage. Upstairs, a second primary suite offers a tile walk-in shower, custom walk-in closet, and its own washer and dryer, while two additional bedrooms each feature ensuite baths. The walkout lower level provides a spacious family room with fireplace, abundant windows, additional flexible rooms, and a full bath, with direct access to the expansive grounds. An exceptional Weston offering where privacy, elegance, and everyday comfort come together. Welcome Home!

130 Summer St, Weston

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.

$9,450,000

7 Beds ⋅ 11 Baths ⋅ 73577074 MLS

Magnificent residence sited on 2.78 private and pristine acres in one of Weston’s most coveted locations. Completely renovated with the highest level of finishes offering every modern amenity. This exceptional home offers estate-like living designed equally for comfortable family life and sophisticated entertaining. The modern designer kitchen anchors the center of the home and flows seamlessly into the sumptuous fireplaced family room with access to private deck overlooking the pool and grounds and spacious screened porch, creating an inviting open floor plan. The formal dining room enhanced by a butler’s pantry is complemented by a well-proportioned formal living. Multiple home offices, a generous mudroom, dog-washing room and a large gym are just a few of the exceptional features this home offers. This home offers two luxurious primary suite options, one on each of first and seconds levels providing exceptional flexibility. All bedrooms are generously sized and feature ensuite baths. The lower level provides dedicated play, craft and billiard spaces along with ample storage. A sleek and private two-bedroom accessory dwelling with separate entrance and two-car garage offers additional accommodations. Resort-like grounds are enhanced with a beautiful pool, well equipped cabana, expansive patios, and private tennis court, creating an extraordinary setting for year-round living and entertaining. The incomparable residence provides the ultimate in private living while offering easy access to Boston and Weston’s renowned schools.

73 Chestnut Street, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Gibson Sotheby's International Realty.

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Weston Homes for Sale

Newest Weston Homes for Sale

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