Weston, MA Homes for Sale

The Real Estate Market in Weston, MA

Weston, Massachusetts is a desirable suburban town located just 15 miles west of Boston. Known for its top-rated public schools, beautiful homes, and close-knit community, Weston is a popular choice for families looking to settle down in the greater Boston area. The real estate market in Weston is competitive, with limited inventory and high demand driving up prices for homes in the area.

Types of Homes in Weston

Weston offers a variety of housing options for potential buyers, including single-family homes, townhouses, and luxury estates. Many of the homes in Weston are situated on large, wooded lots, offering privacy and a peaceful setting for residents. The town is also known for its historic properties, with beautifully preserved homes dating back to the 18th and 19th centuries.

Property Prices in Weston

The median home price in Weston is well above the national average, with the average selling price for a single-family home in the area exceeding $1 million. Luxury properties in Weston can fetch prices upwards of $5 million, making it one of the most affluent communities in Massachusetts. Despite the high cost of living in Weston, residents are drawn to the town for its quality of life and strong sense of community.

Real Estate Trends in Weston

Recent trends in the Weston real estate market include an increase in remote work opportunities, leading to a surge in demand for homes with home offices and outdoor spaces. Renovations and updates are also popular among buyers looking to modernize older properties in the area. As more people seek to escape city living in favor of suburban tranquility, Weston continues to be a desirable destination for homebuyers.

Why Choose Weston for Real Estate Investment

Investing in real estate in Weston can be a lucrative opportunity for those looking to make a long-term investment in a stable and growing market. With its strong school system, high property values, and convenient location near Boston, Weston offers a solid return on investment for buyers. Whether you're looking for a family home, a vacation property, or a rental investment, Weston's real estate market is worth considering for your next purchase.

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Newest Weston, MA Homes for Sale

$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.

$5,000

3 Beds ⋅ 2 Baths ⋅ 73595216 MLS

Enjoy the best of suburban living in this inviting single-family home, tucked away on a quiet side street at the end of a peaceful cul-de-sac in one of Massachusetts’ most sought-after school districts. Featuring beautiful hardwood floors, 3 generously sized bedrooms, and 1.5 bathrooms, this home offers comfortable living with plenty of space to spread out. The welcoming porch entryway is the perfect spot to enjoy your morning coffee or create a cozy work-from-home space. Multiple levels provide flexibility for working remotely, relaxing, and everyday living, while convenient on-site laundry adds to the ease of daily life. Step outside to a large, flat, grassy yard—ideal for outdoor enjoyment, entertaining, or simply relaxing in a peaceful setting. Plenty of off-street parking adds even more convenience. Enjoy the charm of a wonderful residential neighborhood while remaining within walking distance of great local shops and stores, with easy access to major highways for commuting.A wonderful opportunity to enjoy space, convenience, and the exceptional Weston lifestyle in a fantastic neighborhood!

16 Jones Rd, Weston

Listing courtesy of Listing Agent: Mark Sciaraffa from Listing Office: Sciaraffa Real Estate, LLC.

$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

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.

$6,200

3 Beds ⋅ 2 Baths ⋅ 73593802 MLS

Don't miss this gorgeous updated single-family home for lease in a highly coveted town. Sited on a premier Weston location, this 3-bedroom, 2-full-bath ranch offers generous single-level living with easy access to I-90, commuter routes, Weston Golf Club, and Pine Brook Country Club. Sun-filled interior spaces include an elegant formal dining room and a beautiful front-to-back living room. A heated sunroom opens to the patio, creating seamless indoor-outdoor living ideal for entertaining and everyday enjoyment. The kitchen includes a casual dining area, while the spacious primary suite features an updated en-suite bath. Two additional bedrooms offer flexibility for guests, office space, or family living, including one with a fireplace. Updated electrical, heating and air conditioning systems, bathrooms, exterior stonework, and landscaping. Extra storage. Weston’s top-rated schools and easy access to Reservoir Trail.

118 Newton St Unit 118, Weston

Listing courtesy of Listing Agent: Zahra Zoglauer from Listing Office: Coldwell Banker Realty - Boston.

$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.

$7,500

4 Beds ⋅ 3 Baths ⋅ 73592730 MLS

Flexible rental terms! Experience refined living at 21 Gail Road, Weston—a stunning contemporary home available for rent with flexible terms. This elegant residence offers three levels of luxurious space, starting with a spacious foyer leading to living room, dinning room and a eat-in kitchen. The family room features hardwood floors, built-ins, a fireplace, and oversized windows that flood the room with natural light.The first-floor primary suite is a private retreat with a walk-in closet, private bath, and convenient laundry. Upstairs, find three additional bedrooms and two full baths, including an en-suite. The lower level includes a mudroom, office area, and finished space perfect for a playroom or gym.Enjoy the expansive, professionally landscaped backyard with a large deck and mature plantings. Located on a cul de sac with direct access to conservation trails and a ball field, Minutes to #1 ranked Weston schools, the commuter rail, 95/MA Pike and Weston/Wellesley town centers

21 Gail Rd, Weston

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.

$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.

$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.

$2,425,000

4 Beds ⋅ 7 Baths ⋅ 73579146 MLS

Come home 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.

$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.

$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.

$6,350,000

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.

$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.

$835,000

2 Beds ⋅ 3 Baths ⋅ 73557361 MLS ⋅ ['Stonegate At Weston'] BLDG.

Welcome to Stonegate at Weston, a highly desirable townhouse-style condominium community offering a peaceful New England setting with direct access to the Mass Central Rail Trail. This beautifully maintained home features approximately 1,360 square feet of living space with two bedrooms , two full bathrooms, one half bathroom, and a patio overlooking a serene wooded setting. The main level offers a bright and inviting living room with a wood-burning fireplace, hardwood floors, and a slider leading to a patio with beautiful natural views. The kitchen features stainless steel appliances granite countertops, and a breakfast bar, perfect for everyday living and entertaining.The spacious primary bedroom includes double closets and abundant natural light. The second bedroom offers generous closet space and convenient access to a full hall way bathroom. additional highlights include two deeded parking spaces, in-unit laundry, and a well-maintained interior. Enjoy the exceptional Weston lifestyle with easy access to the Weston Center, scenic roads, open spaces, and highly regarded schools. A wonderful opportunity to own in one of Weston's most sought-after communities.

43 Jericho Road Unit 43, Weston

Listing courtesy of Listing Agent: Arabella Yao from Listing Office: Blue Ocean Realty, LLC.

$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.

$6,350,000

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.

$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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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