Weston Homes for Sale

Welcome to Weston, Massachusetts—a picturesque town nestled in Middlesex County that beautifully blends suburban tranquility with a vibrant community spirit. Known for its exceptional quality of life, Weston boasts an array of stunning natural landscapes, top-tier schools, and a rich history, making it a coveted destination for families and professionals alike.

Weston is renowned for its expansive green spaces, including the scenic Weston Town Center and the lush trails of the nearby Weston Reservoir. The town’s commitment to preserving its natural beauty is evident in its well-maintained parks and conservation areas, providing residents with ample opportunities for outdoor activities such as hiking, biking, and picnicking. With a charming downtown featuring boutique shops, delightful cafes, and local dining options, Weston offers a delightful small-town atmosphere while remaining conveniently close to the bustling cities of Boston and Cambridge.

For those considering a move to this enchanting town, there are a variety of homes for sale that cater to diverse lifestyles and preferences. From elegant colonial estates to modern family homes, Weston’s real estate market showcases properties that reflect both luxury and comfort. Many homes are situated on spacious lots, offering privacy and beautiful views of the surrounding landscape. With a strong sense of community and a commitment to excellence, Weston is not just a place to live; it’s a place to thrive.

Explore the homes for sale in Weston today and discover the perfect abode in this charming town where every day feels like a retreat!

Newest Weston Homes for Sale

$2,288,900

4 Beds ⋅ 3 Baths ⋅ 73594503 MLS

Gracious ranch-style home on 1.22 acres in a desirable Weston cul-de-sac setting, offering 4 bedrooms, 3 full baths and approx. 4,591 sq. ft. of versatile living space. Sun-filled interiors showcase hardwood floors, custom built-ins and expansive windows framing scenic views. A fireplaced living room flows into the dining room, while the inviting family room features a vaulted ceiling, fireplace and custom cabinetry. The newly renovated kitchen (2026) offers stainless steel appliances, a large island, skylights and generous storage. The spacious primary suite includes a walk-in closet, a luxurious bath and a sitting/office area. Two additional bedrooms and a full bath complete the main level. The finished walkout lower level provides a fourth bedroom with a renovated en-suite bath, a recreation room, private office, exercise room, laundry and cedar closet. Enjoy outdoor living on the patio, a sunlit yard and the convenience of an attached 2-car garage. Updates include a roof and kitchen skylights (2018), plus driveway, septic tank, oil burner and water heater (2021). Convenient to the commuter rail, bike path, Weston schools, shopping and dining, with easy access to I-95 and I-90.

25 Forest Ridge Road, Weston

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 73594426 MLS

An exciting opportunity to build. Set on an expansive 40,000+ sq. ft. lot, this property offers potential for new construction in a highly desirable community known for its top-rated schools and convenient commuter access. Percolation testing has been completed to meet new construction standards, with results supporting the potential for more bedrooms than the existing septic system. With the water shut off, electric service removed, and heating removed, several initial site preparations are already in place to help get your project underway. Draft plans are available upon request. Whether you’re an end user looking to build your dream home or builder seeking your next project, this is a chance to do something special. Conveniently located near parks and major routes, this property is ready for your vision.

6 Overlook Dr, Weston

Listing courtesy of Listing Agent: Megan Gadelha from Listing Office: Gibson Sotheby's International Realty.

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 73593840 MLS

Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.

451 Wellesley St, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.

$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

SUNDAY OH CANCELED. 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.

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