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$4,288,000
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 is a masterclass in timeless design and quality construction. 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. The location is as exceptional as the home itself just minutes to Weston Center, award-winning schools, scenic conservation trails, shopping, dining, and easy access to major commuting routes. Rarely does a home offer this level of craftsmanship paired with such an unbeatable setting 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.
$3,695,000
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.
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 73573357 MLS
Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to ceiling bookshelves. Main bedroom suite on the first floor with two full baths connected by a steam shower plus 2 walk-in closets. First floor also includes a 2nd kitchen and bedroom perfect for a guest suite or catering kitchen. Large mudroom. 2nd floor with 3 bedrooms all similar in size plus huge bonus/playroom. Lower level with 10' ceilings and 3000 sq ft currently set up with exercise area is perfect for future expansion. Over 1 acre of yard close to conservation. Great commute to Boston, close to Burchard Park with pickleball and enjoy top rated Weston Schools!

21 Bemis Street, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 73573157 MLS
Set in a coveted Weston location directly abutting town conservation land, this contemporary home offers an exceptional blend of modern style, comfortable living and everyday convenience. The open-concept floor plan features expansive windows, abundant natural light and a spacious sunroom opening directly to the back deck—perfect for relaxing or entertaining. The versatile layout includes 3–4 bedrooms, 2.5 baths, an inviting eat-in kitchen with ample counter space and pantry, living and dining rooms with built-in shelving, a private home office and a spacious primary suite with en-suite bath. Abundant storage throughout adds to the home's functionality. Enjoy direct access to Weston’s conservation trails, top-ranked schools and a prime location just down the street from the commuter rail, shops and restaurants. A rare opportunity to enjoy the very best of Weston living in an exceptional setting.

287 Glen Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$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.
$5,395,000
6 Beds ⋅ 8 Baths ⋅ 73572478 MLS
Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.
$1,795,000
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.
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 73566247 MLS
Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique opportunity to create a private estate, homestead or multi-generational retreat.The main house is rich in historic character, featuring wide-plank wood floors, beamed ceilings, a welcoming living room, dining room and home office. The spacious primary suite is a true retreat with a vaulted, beamed ceiling, en suite bath and walk-in closet. Historic details blend beautifully with thoughtful updates, including a newer gas heating system and updated electrical.The accessory house features an eat-in kitchen with abundant cabinetry, comfortable family room, spacious bedroom and walk-in closet. Mini-splits provide efficient heating and cooling. The impressive three-story barn, complete with a full bath and potential bedroom, offers endless possibilities for studio, office, guest space, recreation or additional living space.Renovate, expand or move right in—this one-of-a-kind property invites you to imagine what’s possible. Ask about the $250,000 preservation fund available to buyer.

118 - 120 Summer Street, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 73565840 MLS
Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique opportunity to create a private estate, homestead or multi-generational retreat.The main house is rich in historic character, featuring wide-plank wood floors, beamed ceilings, a welcoming living room, dining room and home office. The spacious primary suite is a true retreat with a vaulted, beamed ceiling, en suite bath and walk-in closet. Historic details blend beautifully with thoughtful updates, including a newer gas heating system and updated electrical.The accessory house features an eat-in kitchen with abundant cabinetry, comfortable family room, spacious bedroom and walk-in closet. Mini-splits provide efficient heating and cooling. The impressive three-story barn, complete with a full bath and potential bedroom, offers endless possibilities for studio, office, guest space, recreation or additional living space.Renovate, expand or move right in—this one-of-a-kind property invites you to imagine what’s possible. Ask about the $250,000 preservation fund available to buyer.

120 Summer St, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$4,188,000
6 Beds ⋅ 4 Baths ⋅ 73565718 MLS
Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from miles of conservation trails, major highways and top-rated Weston schools. An inviting open kitchen with gas cooking flows seamlessly into the spacious family room with custom built-ins, while the formal living and dining rooms are defined by walls of windows overlooking the serene landscape. The luxurious primary is a private retreat with vaulted ceiling, balcony, spa bath and two walk-in closets. Four additional upstairs bedrooms feature hardwood floors and generous closets. A versatile main-level office with separate entrance, custom built-ins, full bath and walk-in closet provides an exceptional private workspace, guest suite or in-law accommodation. The finished lower level offers a generous game/play room with bar, ideal for daily family use and entertaining. Central air and main-level laundry add everyday comfort. A spectacular screened porch and patio overlook the expansive, level backyard—an idyllic setting for outdoor entertaining, play and relaxation. An oversized 3-car garage provides abundant parking and storage, completing this remarkable offering.

26 Cart Path Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$2,550,000
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.
$850,000
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.
$2,999,900
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.
$2,399,000
4 Beds ⋅ 3 Baths ⋅ 73551736 MLS
Beautifully reimagined for today's lifestyle, this exceptional Weston residence blends timeless architecture with refined contemporary finishes and outstanding craftsmanship. The stunning chef's kitchen showcases Wolf appliances, Sub-Zero refrigeration, custom cabinetry, quartz countertops, and a spacious center island, seamlessly flowing into sun-filled living and entertaining spaces. The luxurious primary suite features a spa-inspired bath, while three additional bedrooms and beautifully updated baths provide comfort and flexibility. The finished walkout lower level offers a spacious family/media room, versatile bonus space, Bosch ductless mini-split heating and cooling, abundant storage, and direct access to the attached garage. Major upgrades include conversion to natural gas with new high-efficiency furnaces, sewer line improvements, new hardwood flooring, designer lighting, aluminum gutter guards, and permanent exterior LED lighting. Ideally located just minutes from WestonCenter

47 Bakers Hill Rd, Weston

Listing courtesy of Listing Agent: Nana Pan from Listing Office: Y & Z Fidelity Realty.
$16,900,000
6 Beds ⋅ 10 Baths ⋅ 73550581 MLS
A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

50 Winsor Way, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$3,495,000
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.
$6,775,000
6 Beds ⋅ 8 Baths ⋅ 73546861 MLS
This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool. A true masterpiece close to top-rated schools and Weston / Wellesley town centers.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
$1,450,000
73545295 MLS
This is a great acre lot located on a new private dead end street. Come build your dream home, this is the last lot of a 6 lot subdivision, the other 5 lots are all developed. There is an existing house that needs to be razed or remodeled., seller will demolish existing house and remove excess fill if buyer desires.

1 Clifford Ln, Weston

Listing courtesy of Listing Agent: Gary J. Litchfield from Listing Office: Mass. Real Estate Solutions, LLC.
$6,750,000
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.
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73528181 MLS
Nestled in one of Weston’s sought-after Northside neighborhoods, this classic center-entrance Colonial offers timeless charm and generous living spaces.The sun-filled front-to-back living room features gleaming hardwood floors and a beautiful fireplace. The kitchen includes an eat-in area that leads to a family room with sliders opening to a serene, private patio and backyard. A formal dining room, powder room, and welcoming foyer complete the first floor. Upstairs, the primary suite includes an updated ensuite bath and double closets. Three generous bedrooms with hardwood floors and a full bathroom are down the hallway. The exceptional finished lower level offers additional living space with a playroom, game room, laundry room and bathroom. Enjoy sidewalks to Weston town center, nearby bike paths and trails, and access to Weston’s top-rated schools all from this wonderful Colonial home located in a prime neighborhood setting.

10 Bakers Hill, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$5,395,000
73527228 MLS
Discover 7.28 acres of pristine land offering exceptional privacy, tranquility, and natural beauty in one of Massachusetts’ most sought-after communities. This remarkable parcel presents a rare opportunity to create a custom luxury estate surrounded by mature trees, open space, and a serene natural landscape. Located in Weston, the property offers the perfect balance of peaceful country living and modern convenience. Just minutes from Wellesley town center, residents enjoy easy access to boutique shopping, restaurants, commuter rail service, and everyday amenities while maintaining a private, secluded setting. Weston is renowned for its top-ranked public and private schools, abundant conservation land, and exceptional quality of life. Whether you envision a grand estate, private retreat, or legacy property for generations to come, this extraordinary offering provides the ideal canvas to bring your vision to life in one of Greater Boston’s most prestigious and desirable towns.

475 Glen Rd, Weston

Listing courtesy of Listing Agent: Julie Harrison 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.
$3,595,000
7 Beds ⋅ 7 Baths ⋅ 73515642 MLS
Stately brick-front Colonial nestled on 2.45 spectacular acres in Weston’s highly coveted South Side Estates. This exceptional property seamlessly blends timeless elegance with modern luxury. 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.

64 Country Drive, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$3,250,000
4 Beds ⋅ 6 Baths ⋅ 73513386 MLS
This sophisticated, contemporary Colonial, custom built in 1995, offers over 6,400 sq ft of beautifully updated living space with high-end finishes throughout. Ideally sited on a private Southside cul-de-sac, it’s surrounded by meticulously maintained, English garden–style grounds, creating a serene setting.Featuring 4 bedrooms, 5 full baths, and 1 half bath, the home blends timeless elegance with modern comfort. Sun-filled interiors and a flowing layout are ideal for everyday living and entertaining. The updated kitchen showcases honed white marble countertops, professional-grade appliances, and a wood-fired oven, opening to a stunning family room with vaulted ceilings and walls of windows.Additional highlights include a tiger cherry–paneled living room with coffered ceiling and stone fireplace, formal dining room, and sunroom. Upstairs, the primary suite offers a fireplace, sitting area, and spacious marble bath.

1 Graystone Ln, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
$1,885,000
5 Beds ⋅ 3 Baths ⋅ 73513256 MLS
Situated at 14 October Ln in Weston, MA, this single-family residence, constructed in 1960, offers 3485 square feet of meticulously maintained living space. This attractive property, in great condition, presents an exceptional opportunity for refined living within a distinguished community. The kitchen serves as a central gathering space, distinguished by its high ceiling, elegant stone counters, and a functional peninsula, ideal for both culinary pursuits and casual dining. The living room, featuring hardwood flooring, offers a sophisticated setting for relaxation and entertainment. Similarly, the bedrooms are appointed with hardwood flooring, contributing to a cohesive and elegant aesthetic throughout the private quarters. Further enhancing the property's appeal are the practical amenities, including a dedicated laundry room and a built-in garage with space for two vehicles.

14 October Ln, Weston

Listing courtesy of Listing Agent: Steven In from Listing Office: RE/MAX Culture.

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