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

$3,149,000

4 Beds ⋅ 5 Baths ⋅ 73554595 MLS

Stunning, Custom Shingle Style with innovative architectural design, and attention to detail. Top rated WESTON SCHOOLS. This 4 bdr. masterpiece is a nature lover's paradise set on over 4 acres with expansive, open meadow views. Guests are welcomed by tasteful two story foyer, formal living and dining rooms, with inviting gas fireplace for unparalleled entertaining. Sunny, gourmet kitchen with custom cabinets, island, Wolf Range, Sub Zero. Cozy eat-in-area opens to gorgeous family room with cathedral ceilings, thick wooden beams, walls of glass, and substantial fieldstone fireplace overlooking private manicured grounds in the Warbler Springs Neighborhood. 2 home offices, mudroom, laundry. 2nd floor offers, luxurious primary suite with balcony, two walk-in closets, bath with soaking tub, large shower, heated floors. plus 3 more bds, generous closets, 2 baths. Walk up 3rd floor with lots of storage, cedar closet. Fin. L. L has exercise, game/media, 1/2 bath, workshop. 3 car garage.

46 Black Burnian Road, Weston

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

$1,188,000

3 Beds ⋅ 2 Baths ⋅ 73553806 MLS

Beautifully renovated throughout, this 3-bedroom, 2-bath Cape is nestled in the sought-after North Weston neighborhood. The sun-filled main level features a spacious living room, an updated kitchen with breakfast bar that opens to a large fireplaced dining room, plus a versatile bedroom ideal as a home office or den and a full bath. Upstairs offers two generously sized bedrooms with double closets and an updated full bath. Gleaming hardwood floors and abundant natural light shine throughout. A finished basement can be used as office and playroom. Washer and dryers are also in the basement. Outside, enjoy the expansive, level backyard, patio, and detached 2-car garage. Ideally located with sidewalks to the commuter rail, this home offers the perfect blend of charm, modern updates, and commuter convenience. Best value in Weston, just pack and move in!

325 Merriam St, Weston

Listing courtesy of Listing Agent: Fangyan Xu from Listing Office: StartPoint Realty.

$2,499,000

4 Beds ⋅ 3 Baths ⋅ 73551736 MLS

Beautifully reimagined for today's lifestyle, this exceptional Weston residence blends timeless architecture with refined contemporary finishes and outstanding craftsmanship. The stunning chef's kitchen showcases Wolf appliances, Sub-Zero refrigeration, custom cabinetry, quartz countertops, and a spacious center island, seamlessly flowing into sun-filled living and entertaining spaces. The luxurious primary suite features a spa-inspired bath, while three additional bedrooms and beautifully updated baths provide comfort and flexibility. The finished walkout lower level offers a spacious family/media room, versatile bonus space, Bosch ductless mini-split heating and cooling, abundant storage, and direct access to the attached garage. Major upgrades include conversion to natural gas with new high-efficiency furnaces, sewer line improvements, new hardwood flooring, designer lighting, aluminum gutter guards, and permanent exterior LED lighting. Ideally located just minutes from WestonCenter

47 Bakers Hill Rd, Weston

Listing courtesy of Listing Agent: Nana Pan from Listing Office: Y & Z Fidelity Realty.

$2,795,000

4 Beds ⋅ 4 Baths ⋅ 73550628 MLS

Experience the perfect balance of luxury, privacy & effortless one-level living in this renovated contemporary, nestled on 1.64 acres in the coveted Webster Hill Estates neighborhood. Designed to embrace its natural surroundings, the sun-filled open floor plan was designed for gathering & enjoying every season. The airy kitchen with quartz countertops, premium appliances, pantry, opens to the dining area as well as the family room & flows seamlessly to the wraparound porch, creating exceptional indoor-outdoor living overlooking peaceful woodlands. A sprawling living room with handsome fireplace is the perfect place to unwind. A luxurious primary suite with luxurious master bath, while the finished walkout lower level provides flexible space with a recreation room, sitting room, two bedrooms and a full bath. Outside, enjoy exceptional privacy with expansive grounds & private walking trails, all while being just minutes from Weston Center, the Rail Trail & the commuter rail.

34 Hilltop Rd, Weston

Listing courtesy of Listing Agent: Arianna Brown from Listing Office: Compass.

$16,900,000

6 Beds ⋅ 10 Baths ⋅ 73550581 MLS

A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

50 Winsor Way, Weston

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

$3,695,000

5 Beds ⋅ 8 Baths ⋅ 73547030 MLS

Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy fireplace, off the hallway leading to a private first floor office. This 5 bedroom, 6 full & 2 half bathroom home includes a finished third floor walk up and a large finished lower level perfect for a fitness, game, or media room. A separate stairway leads to an additional private au pair suite above the garage. The second level main suite features a private windowed annex, 3 additional bedrooms on this level include two en suite & 1 adjacent to a full bath and laundry room. All perfectly cited on 1.34 acres on a quiet, cul de sac near the center of town with a short commute to Boston.

32 Perry Lane, Weston

Listing courtesy of Listing Agent: Jodie Zinna from Listing Office: Coldwell Banker Realty - Wellesley.

$3,250,000

5 Beds ⋅ 5 Baths ⋅ 73547645 MLS

Amazing colonial estate set on over an acre in one of Weston's outstanding neighborhoods. This 5-bedroom, 5 bath offers timeless architecture, modern comfort, and an exceptional floor plan. A grand two-story foyer with a sweeping staircase flows into the formal living and dining rooms, a distinguished wood-paneled office, and a spectacular two-story family room with soaring cathedral ceilings, skylights, and a dramatic floor-to-ceiling stone fireplace. The large kitchen adjoins the breakfast area and family spaces, while a first-floor guest or au pair suite offers outstanding flexibility. The 2nd floor hosts 3 separate bedrooms each with ensuite baths, including a large master suite with WIC. Huge private deck overlooks the large, private, flat backyard, a rarity in Weston! The large 3-car garage, ample parking and ideal location near parks, golf courses, scenic trails, premier shopping including Natick Mall, local dining, and I-95 and I-90 offer unmatched convenience

29 Page Rd, Weston

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

$6,975,000

6 Beds ⋅ 8 Baths ⋅ 73546861 MLS

This newly-constructed, Contemporary 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. A true masterpiece close to top-rated schools and Weston / Wellesley town centers.

5 Deer Path Lane, Weston

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

$1,795,000

3 Beds ⋅ 3 Baths ⋅ 73543866 MLS

Enjoy the best of Weston living in this beautifully renovated 3 bedroom Cape, privately set on a landscaped one-acre lot just minutes from the town center. Designed for both everyday comfort and effortless entertaining, the home offers inviting spaces that flow from a beautifully appointed kitchen with high-end appliances and custom cabinetry to a fireplaced family room opening onto a spacious deck overlooking the peaceful grounds. Gather in the elegant fireplaced living room, host memorable dinners in the formal dining room and enjoy the flexibility of a first-floor bedroom for guests, a den, or home office. Upstairs, the spacious primary suite provides a private retreat with an adjoining office, two walk-in closets, and a balcony overlooking the gardens. Meticulously maintained, this exceptional home offers a wonderful blend of privacy, comfort, and convenience in one of Weston's premier locations.

44 Old Rd, Weston

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.

$895,000

3 Beds ⋅ 3 Baths ⋅ 73542128 MLS

Enjoy the feel of single-family living in this bright townhome-style home with no condo fee, separately metered utilities, a separate water meter, and an exclusive fenced yard. The open main level offers warm wood floors, recessed lighting, a modern white kitchen with island seating and stainless steel appliances, plus easy flow to the dining and living areas. A private deck overlooks the fenced yard. Upstairs features comfortable bedrooms, updated baths, in-unit laundry, and a finished top-floor bonus space ideal for a home office, guest area, playroom, or studio. The only shared expense is master insurance with the adjoining unit; this unit’s share is 30% of the premium. A rare Weston offering with privacy, outdoor space, and no monthly condo fee.

130 Viles Street, Weston

Listing courtesy of Listing Agent: Yuan Li from Listing Office: Yuan's Team Realty.

$9,500,000

6 Beds ⋅ 9 Baths ⋅ 73539148 MLS

One of South Side Weston’s most exceptional estate offerings, privately sited on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and chef’s kitchen overlooking magnificent grounds. The elegant fireplaced primary offers a serene private retreat. Exceptional quality extends throughout, with en suite bedrooms and generous guest quarters with separate entrance. Designed for grand-scale entertaining and effortless everyday living with a custom pool, spa, expansive patio, and beautifully renovated barn with loft, stalls, and half-court basketball court. A remarkable walk-out lower level presents endless possibilities for recreation, wellness, sports, or a significant car collection. A legacy property just minutes to Boston and Logan.

43 Pine Street, Weston

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.

$4,995,000

5 Beds ⋅ 6 Baths ⋅ 73535557 MLS

Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.

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