Weston, MA Real Estate | Weston, MA Single Family Homes for Sale

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.

$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.

$1,575,000

4 Beds ⋅ 3 Baths ⋅ 73576394 MLS

Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first floor; Upstairs are two more spacious bedrooms including one with oversized closet and built ins and another full bath. The finished lower level includes a family and game room, kitchenette, laundry, full bath, and ample storage, a possible guest or au pair suite. Enjoy the huge, level, fenced-in yard. 2 car garage. Sidewalks to Weston’s top schools, library, vibrant town center, Memorial Pool, Weston Golf Club & Land’s Sake Farm. 15 miles to Boston and close to all major routes and the commuter rail. A rare opportunity in a premier location to renovate, expand or move right in!

37 School Street, Weston

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

$4,585,000

6 Beds ⋅ 7 Baths ⋅ 73575514 MLS

Introducing an elegant shingle and stone residence prominently situated in the prestigious Weston Estates neighborhood. This custom home is masterfully constructed with fine attention to detail by an acclaimed builder. A striking stone fireplace graces the family room and complements the open concept design. The classic floor plan features a grand two story foyer, charming sun room and fabulous finished lower level. The 6th bedroom suite located on the 3rd floor can be used as an in-home office or as a special getaway for guests. The exceptional grounds are architecturally enhanced with a decorative gazebo with a built-in kitchen. The exquisite backyard has a sprawling stone patio adorned with beautiful perennial gardens and manicured grounds. This unique home has all the desired amenities and gravitas for the most discerning buyer.

21 Westerly, Weston

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

$3,990,000

4 Beds ⋅ 4 Baths ⋅ 73574433 MLS

4 BEDROOMS, 3 FULL BATHS, 6442 SQUARE FEET.Situated on 2 acres of land with room to develop up to 6,000 more square feet onto the existing property, this is an unbelievable opportunity to be in the best location in Weston with the ability to expand — just a 15-minute commute to Boston. This renovated ranch-style estate is set in Weston's coveted South Side Golf Club neighborhood, bordering conservation land and scenic walking trails. Inside, the home offers light-filled, open living areas, dramatic high ceilings, and expansive windows throughout. A chef-caliber kitchen anchors the home with Wolf and Sub-Zero appliances, quartz counters, and custom cabinetry. The main level features a luxurious primary suite alongside two additional bedrooms, while the finished walkout lower level adds a guest/au pair suite, kitchenette, media room, and additional flexible living space.

80 Doublet Hill Rd, Weston

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

$2,495,000

4 Beds ⋅ 5 Baths ⋅ 73574322 MLS

Nestled on one of Weston's most picturesque roads, this young Colonial completed in 2008 offers something truly rare in Weston: a coveted in-town location. The Town Green, Weston Center, the library, the elementary schools, and Land's Sake Farm, with its seasonal harvests and pick-your-own fields, are all just moments from your front door. In a town known for sprawling estates and winding country roads, a home that pairs this level of craftsmanship with such close proximity to the heart of town is a special find. Inside, every detail has been thoughtfully considered, from the sun-drenched interiors to the refined finishes that flow effortlessly from room to room, striking a beautiful balance between elegant and inviting. Spacious gathering areas make entertaining a pleasure, while private retreats throughout the home offer quiet comfort at the end of the day. Meticulously maintained and truly move-in ready, this home reflects pride of ownership in every corner. Beyond the center, enjoy scenic conservation trails, nearby shopping and dining, and easy access to major commuting routes. Rarely does a home offer this blend of quality, character, and town center convenience in one of MetroWest's most desirable communities.

703 Boston Post Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 73574034 MLS

Architecturally designed, this 2024 modern farmhouse is beautifully sited on a level lot in the coveted south side of Weston. This thoughtfully 4 bed/5.5 bath Single Family is crafted with custom finishes across three levels, the sun-drenched open floor plan features 9' ceilings, crown moldings, and seamless flow. The chef’s kitchen offers custom cabinetry, Quartz “Blue Savoi” countertops, and a breakfast area with patio access, opening to a spacious family room with a stone fireplace. Once you enter the garage you are greeted with a large mudroom, half bath and laundry room. Also featured is a walk in pantry. Upstairs features four ensuite bedrooms, including a luxurious primary suite with fireplace, Carrera marble bath, and double walk-in closets. The finished lower level includes a gym/media room, custom wet bar, and full bath. Expansive backyard with room for a pool or sport court. Close to top schools, major routes, and Wellesley.

55 Oakdale Ave, Weston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.

$6,680,000

5 Beds ⋅ 9 Baths ⋅ 73573009 MLS

Privately sited on a cul-de-sac in Weston’s coveted South Side, this custom-built residence offers beautifully appointed living space across three finished levels, set on 1.38 acres. Designed by award-winning architect Bart O’Brien and built by Whitman Homes, the home brings together architectural distinction, exceptional craftsmanship, and professionally reimagined grounds to create a setting of impressive scale, privacy, and livability. A dramatic two-story foyer introduces formal living and dining rooms with custom millwork, hardwood floors, and multiple fireplaces. At the heart of the home, a light-filled family room with soaring ceilings and a commanding wall of windows opens seamlessly to a chef's kitchen with professional-grade appliances, center island, and two butler's pantries. A richly appointed library/home office and covered porch and bluestone patio complete a main level built for entertaining and everyday living. Five en-suite bedrooms include a luxurious primary suite with fireplace, custom walk-in closets, and beautifully appointed baths. The expansive walkout lower level extends directly to the backyard and features a great room with wet bar, media room, exercise room, and wine cellar. An attached three-car garage completes the residence. The grounds have undergone a significant professionally engineered, town-approved transformation — replacing formerly rocky terrain with an expansive, level, grassed backyard framed by mature trees and refreshed landscaping. The result is a rare combination of usable, private outdoor space for recreation, entertaining, and daily life, seldom found on estate lots of this scale. Ideally set on Weston's South Side bordering Wellesley — moments from Weston and Wellesley town centers, conservation trails, and the Weston public school district, with convenient commuter access to Boston. A distinguished offering in Weston, MA 02493 — where architecture, craftsmanship, and beautifully reimagined grounds come together.

25 Holly Cir, Weston

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

$6,695,000

6 Beds ⋅ 8 Baths ⋅ 73572991 MLS

Enter through a long tree lined driveway and arrive at this extraordinary Shingle Style Estate on a sprawling 2.58 acre lot in one of Weston's most desirable Southside neighborhoods.This turn key Modern Classic residence offers over 9000sf of sun-filled interior space, 6 en suite bedrooms, a 4 car garage, an oversized chef's kitchen open to a fireplaced family room with french doors leading to stone terraces and a lushly landscaped backyard perfect for entertaining. Bordering conservation land and offering total privacy, this beautiful Nantucket style home built in 2016 offers magnificent level acreage and has potential for a pool and sports court. A lavish lower level features high ceilings, with an entertainment lounge, a glass walled wine cellar, a spectacular gym, full bath and flex space for a media room. The luxurious primary suite has vaulted ceilings, a fireplace, a balcony overlooking the breathtaking grounds and a spa like bathroom with steam shower. This home offers a rare combination of land, location and flawless move in condition. Enjoy fast access to Weston's top ranked public and private schools, all commuter routes and an amazing lifestyle in one of Greater Boston's premier communities.

250 Country Drive, Weston

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

$1,695,000

3 Beds ⋅ 3 Baths ⋅ 73572129 MLS

A rare opportunity to own a truly distinctive stone residence in Weston. Set on over an acre of beautifully landscaped grounds, this charming 3-bedroom, 3-bath home offers approximately 3,250 square feet of living space with timeless architectural character throughout. Spacious living and entertaining areas, abundant natural light, and unique architectural details create a warm and inviting atmosphere. The standout feature is the heated indoor swimming pool, offering a private year-round retreat for swimming, fitness, entertaining, and relaxation. The property also features mature landscaping, generous outdoor space, privacy, and a two-car attached garage. Conveniently located near Weston Center with easy access to major commuter routes, shopping, dining, and area amenities. A truly one-of-a-kind Weston residence combining character, privacy, space, and an indoor pool—an offering rarely available in this market.

120 Church St, Weston

Listing courtesy of Listing Agent: Alp Kantar from Listing Office: Boston Brokerage Group.

$10,850,000

7 Beds ⋅ 9 Baths ⋅ 73569449 MLS

Few properties offer the sense of privacy, space and comfort found at 15 Claridge Drive while remaining just minutes from Boston. Encompassing 3.75 acres of beautifully landscaped grounds in one of Weston’s most desirable settings, this thoughtfully designed estate offers a rare quality of life with the ease and amenities of a private retreat. Designed by architect Thomas Catalano with landscape design by Morgan Wheelock, the home was created for comfortable family living, entertaining and multigenerational use. Set on a gentle slope overlooking rolling lawns, the property feels peacefully set apart from the pace of everyday life. Mature landscaping, specimen plantings and open grounds create a bucolic and spacious setting where children can play, family and friends can gather, and there is room to simply enjoy being at home. The main home offers five spacious bedrooms, each with an ensuite bath. A private guest apartment includes two bedrooms and a full kitchen, offering flexibility for extended family and guests. The home features multiple rooms for gathering and entertaining, along with two private offices. A four-season conservatory, fully equipped gym, state-of-the-art media room, and wine cellar with tasting room provide spaces for work, wellness, entertainment and relaxation. An elevator provides access to all four floors of the home. Outdoors, the pool, tennis court, lawns and gardens create a private setting for recreation, summer gatherings and quiet afternoons at home. The finest materials were selected to create this exceptional estate. Exterior details include stucco, Dolomitic limestone and Chelmsford granite, a Vermont slate roof and custom mahogany windows by Tischler. Inside, thoughtful materials and meticulous craftsmanship continue throughout. A stone foyer, cantilevered limestone staircase and dramatic three-story rotunda add architectural character, while generous living spaces keep the home comfortable and welcoming. With its combination of privacy, quality, space and proximity to Boston, 15 Claridge Drive offers a rare opportunity to shape daily life around what matters most, a place for family to live, gather, play and grow together.

15 Claridge Drive, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

$2,850,000

3 Beds ⋅ 5 Baths ⋅ 73569214 MLS

Completely renovated and expanded in 2023 this custom home offers an exceptional amount of flexible living space -- far beyond a traditional three-bedroom layout -- with multiple rooms across several levels offering endless possibilities for working, entertaining, exercising, relaxing, and pursuing hobbies at home. Abutting a picturesque seasonal brook, the home features large windows that fill the interior with natural light and capture beautiful views. Quality finishes, generous living areas, and a beautiful natural setting make this a truly special Weston home.

28 Bogle, Weston

Listing courtesy of Listing Agent: Valentina Ossikine from Listing Office: Blue Seagull Realty.

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 73560079 MLS

Set on 2.35± private acres in one of Weston’s desirable north-side cul-de-sac neighborhoods, 25 Laxfield Road offers an exceptional combination of privacy, space and convenience. A circular drive creates a welcoming arrival, while a second entrance provides additional parking and access to the three-car garage beneath the home. This well-maintained 4-bedroom, 2.5-bath Colonial offers a flexible layout filled with natural light and designed for both everyday living and entertaining.The generous kitchen features a large center island, abundant cabinetry, Sub-Zero refrigerator, wall ovens, cooktop and built-in microwave, and opens to an expansive sunroom/three-season porch surrounded by windows and overlooking the private grounds. The main level also offers a formal dining room, fireplaced living room, family room, and a handsome office/den with custom built-ins and soundproofing. Upstairs, you will find four generous bedrooms, including the spacious primary suite with a large dressing/walk-in closet and en suite bath with whirlpool tub and separate shower. The walk-out lower level offers exceptional flexibility and could be ideal for recreation, media room, fitness, a home office, or future in-law or multigenerational living possibilities. Outside, broad usable lawns, thoughtfully designed landscaping featuring mature specimen trees—including beautiful dogwoods—and a wooded backdrop create a quiet, peaceful, park-like setting. Recent improvements to the front entry steps, and rebuilt retaining wall adjacent to the garage, further enhance the home's curb appeal. Convenient to the Mass Central Rail Trail, Weston Town Center, conservation land and major commuting routes, with nearby Burchard Park offering offering tennis, pickleball, and basketball courts, ball fields, trails, picnic areas and year-round recreation. A rare opportunity to own a private retreat in one of Weston’s most sought-after neighborhoods.

25 Laxfield Rd, Weston

Listing courtesy of Listing Agent: Jamie Iacoi from Listing Office: ERA Key Realty Services.

$2,850,000

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.

$3,495,000

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.

$6,490,000

5 Beds ⋅ 9 Baths ⋅ 73533214 MLS

Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has 4 large bedroom suites while the finished 3rd floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

15 Brown Street, Weston

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

$5,995,000

5 Beds ⋅ 7 Baths ⋅ 73525277 MLS

New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and walk-in pantry, opening to an expansive family room with custom tray ceiling. The main level includes a private office, formal living and dining rooms, custom mudroom, and flexible first-floor primary or guest suite. Upstairs offers a second primary, three additional bedrooms, a lounge/game room, and laundry. The finished lower level with 11.5’ ceilings includes a second kitchen, theater, large entertaining space, and full bath. Set on 1.23 level acres with circular drive, patio, outdoor kitchen, pool potential, and 3-car garage, just minutes to town, top-ranked schools, and the commuter rail.

10 Hitching Post Lane, Weston

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

$6,495,000

5 Beds ⋅ 8 Baths ⋅ 73517236 MLS

Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal for future outdoor amenities. The chef’s kitchen features an oversized island and a fully outfitted pantry with prep space. The first floor includes a spacious living–dining room, a study, and a private bedroom suite. Upstairs, the primary suite is a true retreat with a spa-like bath and oversized walk-in closet, joined by a second office and four additional bedroom suites. A finished third-floor bonus room with full bath and a sun-filled walkout lower level with theater, gym, wet bar, sauna, and steam shower complete this exceptional home. One-year builder’s warranty included.

82 Deer Path Ln, Weston

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

$3,495,000

7 Beds ⋅ 7 Baths ⋅ 73515642 MLS

Stately brick-front Colonial nestled on 2.45 spectacular acres in Weston’s highly coveted South Side Estates. A grand foyer welcomes you into a front-to-back living room with a cozy fireplace and an elegant formal dining room. The newly renovated chef’s kitchen is equipped with top-tier appliances, including Wolf gas and induction cooktops, Sub-Zero refrigeration, and a Miele coffee maker, dishwasher, and steam oven. The sunny breakfast area opens to a bright sunroom and an expansive deck, perfect for overlooking idyllic grounds complete with a soothing waterfall and Koi pond. Directly adjacent, the open family room features its own fireplace, alongside a practical mudroom and powder room. Upstairs houses 5 generously sized bedrooms, including a princess suite and 2 primary suites. The primary retreat showcases a luxurious 2025 addition featuring a spa-like steam bath, IR sauna, heated flooring, his-and-her walk-in closets, and a dedicated laundry room. The walkout lower level serves as a private in-law or au-pair apartment, complete with a 6th bedroom, kitchenette, home office, gym, and flexible bonus room. Outdoor living is unmatched, featuring a coveted clay tennis court, mature professional landscaping, a circular driveway, and a 3-car garage. Incredible infrastructure updates include a new roof, a new 7-bedroom septic system, new bathrooms, new mechanicals, and integrated smart switches, lighting, and security. Enjoy peaceful privacy with easy access to Boston and Weston’s top-rated schools. To motivate Buyers, the Seller will entertain a buy down interest rate credit at closing.

64 Country Drive, Weston

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

$7,550,000

6 Beds ⋅ 9 Baths ⋅ 73511372 MLS

Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.

$2,480,000

4 Beds ⋅ 3 Baths ⋅ 73500883 MLS

Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area, forming the heart of the home — an inviting gathering space for daily family life and casual entertaining. The first floor also includes a private primary suite and a dedicated study that can easily function as an additional bedroom, guest room, or home office.Upstairs offers three spacious bedrooms and a full bathroom, providing comfortable separation and flexibility for family or guests.A detached garage includes two parking bays plus a separate workshop.A separate access carriage house offers flexible bonus space for RV truck parking, workplace, and possible ADU conversion.

39 Kings Grant Rd, Weston

Listing courtesy of Listing Agent: Keystone Homes Group from Listing Office: Keller Williams Realty Boston Northwest.

$3,150,000

5 Beds ⋅ 4 Baths ⋅ 73485263 MLS

Stunning 5-bedroom, 3.5-bath contemporary multi-level home, thoughtfully gut renovated and expanded in 2008, offering impressive space, craftsmanship, and design. The gourmet eat-in kitchen opens seamlessly to a generous family room with fireplace and custom built-ins, creating an ideal setting for everyday living. An elegant formal living room and dining room with fireplace and built-ins add charm and functionality for entertaining. The luxurious primary features two walk-in closets and a spa bath. Two dedicated home office areas provide flexibility for today’s lifestyle. The finished game room with wet bar and fireplace is perfect for recreation and gatherings. Enjoy outdoor living on the patio with a built-in grill and fire pit, or relax in the 3 season porch. Highlights include soaring 12’ ceilings, Murano light fixtures, custom built-ins, and high-end finishes throughout. A heated three-car garage with epoxy floors and an organized garage system completes this impressive home.

11 Hillcrest Road, Weston

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

$4,388,000

5 Beds ⋅ 7 Baths ⋅ 73475892 MLS

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

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

$9,990,000

5 Beds ⋅ 10 Baths ⋅ 73475863 MLS

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include Lutron shades to provide unmatched comfort. Unmatched detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom/media room, cedar closet, and amazing storage.

70 Possum Rd, Weston

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

$29,000,000

6 Beds ⋅ 8 Baths ⋅ 73401202 MLS

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.

4 Willow Road, Weston

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

$3,050,000

5 Beds ⋅ 7 Baths ⋅ 73293388 MLS

Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $428 psf vs the average new home in Weston is over $700 psf. This is our third offering, was our model home and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st floor. Expansive second floor features large bedrooms with walk in closets and en-suite baths den and a private luxury bath suite which includes an oversize custom tiled shower, heated floor and deep soaking tub. A large laundry room finishes the 2nd floor. 3rd fl. is finished with a bonus/game room and a tiled 3/4 bath Lower-level features 1400 finished sq. ft and includes a full bath. Don't miss the attached heated 3 car garage with EV charging station., This home is complete and move in ready!

6 Clifford Lane, Weston

Listing courtesy of Listing Agent: Gary J. Litchfield from Listing Office: Mass. Real Estate Solutions, LLC.

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