Weston Real Estate

Welcome to Weston, Massachusetts – a hidden gem nestled in the heart of Middlesex County. Known for its picturesque landscapes and rich history, Weston offers a unique blend of suburban tranquility and urban accessibility, making it a desirable destination for families, professionals, and retirees alike.

With its charming New England architecture and sprawling estates, Weston boasts an impressive array of homes that reflect both traditional and contemporary styles. The town is renowned for its exceptional public schools, which consistently rank among the best in the state, ensuring that families have access to top-notch education. Weston’s commitment to preserving its natural beauty is evident in its numerous parks, conservation areas, and scenic trails, perfect for outdoor enthusiasts and nature lovers.

Centrally located, Weston provides easy access to major highways and public transportation, allowing residents to commute to nearby Boston and surrounding areas with ease. The town's vibrant community is enriched by local shops, fine dining options, and cultural attractions, ensuring that there’s always something to do. Whether you're exploring the historic Weston Town Center, enjoying a leisurely afternoon at one of the town’s many parks, or participating in community events, you’ll find a welcoming atmosphere that fosters connection and belonging.

For those seeking a place where charm meets convenience, Weston is an ideal choice. Experience the best of suburban living while being just a stone's throw away from the excitement of city life. Discover your dream home in Weston, where every day feels like a retreat!

Newest Listings in Weston

$2,450,000

5 Beds ⋅ 4 Baths ⋅ 73597126 MLS

256 South Ave, Weston, Massachusetts, presents an exceptional opportunity to acquire a single-family residence originally constructed in 1958. Encompassing 1,680 square feet of thoughtfully designed living area, this home maintains an enduring architectural character that balances mid-century charm with functional living. The property is distinguished by its expansive 61,307-square-foot lot, providing a significant sense of space and privacy that is increasingly sought after in today’s market. The residence features three bedrooms, each offering a comfortable and versatile layout suitable for various living arrangements. Accompanying these are three full bathrooms, providing convenience and utility for residents and guests alike. This property also includes an impressive five-car garage, a notable attribute that offers extensive solutions for vehicle storage, workshop space, or hobbyist requirements. We invite you to schedule a private viewing to experience the potential and scale of this unique Weston property firsthand. Exceptional carriage house with 2 bedrooms, 1 full bath, living room, dining room, and kitchen.

256 South Ave, Weston

Listing courtesy of Listing Agent: Alan Davidson from Listing Office: NEST Seekers MA LLC.

$6,495,000

7 Beds ⋅ 9 Baths ⋅ 73596886 MLS

A Weston Masterpiece! Experience exceptional craftsmanship, timeless architectural details, and elevated design in this extraordinary new-construction residence. Thoughtfully crafted with a sophisticated floor plan, gorgeous millwork, and luxurious finishes throughout, this home offers the perfect blend of elegance, comfort, and versatility. The custom chef’s kitchen is a showstopper, featuring bespoke cabinetry, designer appliances, and a fully equipped scullery, ideal for effortless entertaining. The second floor is anchored by a breathtaking primary suite with dual spa-inspired bathrooms and generous walk-in closets. Three additional spacious bedrooms, each with a private en-suite bath, complete this level. Designed for today’s lifestyle, the flexible floor plan also includes a dedicated first-floor office, an additional first-floor bedroom with a private bath, and versatile bonus space above the three-car garage—ideal for a guest retreat, home office, or additional living area. The walkout lower level expands the home’s living and entertaining possibilities, offering a fully equipped kitchenette, flexible recreation or playroom space, and an additional bedroom with a private en-suite bath. Outside, beautifully landscaped grounds create a serene setting for relaxation and outdoor enjoyment.Ideally located just steps from Weston Public Schools, the Public Library, Weston Center, Land’s Sake Farm, and scenic walking trails, this exceptional property combines refined living with the privacy and charm that make Weston so desirable. A rare opportunity to personalize select finishes ahead of anticipated March 2027 delivery. Don’t miss the chance to make this remarkable home your own!

Wellesley Street, Weston

Listing courtesy of Listing Agent: James Brasco from Listing Office: William Raveis R.E. & Home Services.

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 73596390 MLS

Space, natural light and outdoor enjoyment come together at 12 Pond Brook Circle in Weston. Set on approximately 0.92 acres, this split-entry home offers three bedrooms, two full baths and one half bath, with inviting gathering spaces on both levels. The main living room features a fireplace, hardwood flooring and a broad picture window overlooking the grounds. An adjoining dining room with built-in cabinetry connects to the kitchen, where white cabinetry, a center island with cooktop, wall ovens and generous counter space provide a practical layout for everyday meals and entertaining. A sunroom wrapped in windows offers a bright setting for a sitting room, workspace or creative pursuits. The spacious primary bedroom features hardwood flooring and a separate sitting area. Downstairs, a second fireplace anchors the family room, complemented by a wet bar and additional flexible space. Outside, enjoy the wood deck, in-ground pool and lawn framed by mature trees. Bring your ideas and make this Weston home your own. Select photos are virtually staged.

12 Pond Brook Cir, Weston

Listing courtesy of Listing Agent: Shane Brady from Listing Office: Keller Williams Realty.

$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 and guest bathroom, completed in 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

73594428 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.

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 73594426 MLS

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.

$1,350,000

73593002 MLS

Open, level, and sunny 1.92-acre lot of developable upland meadow. The property abuts hundreds of acres of town conservation land with miles of connecting trails, and a sidewalk leads to Weston Town Center and the Wayland shops, including the Coach Grill restaurant. As the last undeveloped parcel on Boston Post Road, it offers top-rated schools and a convenient commuter location. Build your dream home today!

819 Boston Post Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners 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.

$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.

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Weston Real Estate

Newest Listings in Weston

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