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$3,149,000
4 Beds ⋅ 5 Baths ⋅ 73554595 MLS
Stunning, Custom Shingle Style with innovative architectural design, and attention to detail. Top rated WESTON SCHOOLS. This 4 bdr. masterpiece is a nature lover's paradise set on over 4 acres with expansive, open meadow views. Guests are welcomed by tasteful two story foyer, formal living and dining rooms, with inviting gas fireplace for unparalleled entertaining. Sunny, gourmet kitchen with custom cabinets, island, Wolf Range, Sub Zero. Cozy eat-in-area opens to gorgeous family room with cathedral ceilings, thick wooden beams, walls of glass, and substantial fieldstone fireplace overlooking private manicured grounds in the Warbler Springs Neighborhood. 2 home offices, mudroom, laundry. 2nd floor offers, luxurious primary suite with balcony, two walk-in closets, bath with soaking tub, large shower, heated floors. plus 3 more bds, generous closets, 2 baths. Walk up 3rd floor with lots of storage, cedar closet. Fin. L. L has exercise, game/media, 1/2 bath, workshop. 3 car garage.

46 Black Burnian Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$1,188,000
3 Beds ⋅ 2 Baths ⋅ 73553806 MLS
Beautifully renovated throughout, this 3-bedroom, 2-bath Cape is nestled in the sought-after North Weston neighborhood. The sun-filled main level features a spacious living room, an updated kitchen with breakfast bar that opens to a large fireplaced dining room, plus a versatile bedroom ideal as a home office or den and a full bath. Upstairs offers two generously sized bedrooms with double closets and an updated full bath. Gleaming hardwood floors and abundant natural light shine throughout. A finished basement can be used as office and playroom. Washer and dryers are also in the basement. Outside, enjoy the expansive, level backyard, patio, and detached 2-car garage. Ideally located with sidewalks to the commuter rail, this home offers the perfect blend of charm, modern updates, and commuter convenience. Best value in Weston, just pack and move in!

325 Merriam St, Weston

Listing courtesy of Listing Agent: Fangyan Xu from Listing Office: StartPoint Realty.
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 73551736 MLS
Beautifully reimagined for today's lifestyle, this exceptional Weston residence blends timeless architecture with refined contemporary finishes and outstanding craftsmanship. The stunning chef's kitchen showcases Wolf appliances, Sub-Zero refrigeration, custom cabinetry, quartz countertops, and a spacious center island, seamlessly flowing into sun-filled living and entertaining spaces. The luxurious primary suite features a spa-inspired bath, while three additional bedrooms and beautifully updated baths provide comfort and flexibility. The finished walkout lower level offers a spacious family/media room, versatile bonus space, Bosch ductless mini-split heating and cooling, abundant storage, and direct access to the attached garage. Major upgrades include conversion to natural gas with new high-efficiency furnaces, sewer line improvements, new hardwood flooring, designer lighting, aluminum gutter guards, and permanent exterior LED lighting. Ideally located just minutes from WestonCenter

47 Bakers Hill Rd, Weston

Listing courtesy of Listing Agent: Nana Pan from Listing Office: Y & Z Fidelity Realty.
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 73550628 MLS
Experience the perfect balance of luxury, privacy & effortless one-level living in this renovated contemporary, nestled on 1.64 acres in the coveted Webster Hill Estates neighborhood. Designed to embrace its natural surroundings, the sun-filled open floor plan was designed for gathering & enjoying every season. The airy kitchen with quartz countertops, premium appliances, pantry, opens to the dining area as well as the family room & flows seamlessly to the wraparound porch, creating exceptional indoor-outdoor living overlooking peaceful woodlands. A sprawling living room with handsome fireplace is the perfect place to unwind. A luxurious primary suite with luxurious master bath, while the finished walkout lower level provides flexible space with a recreation room, sitting room, two bedrooms and a full bath. Outside, enjoy exceptional privacy with expansive grounds & private walking trails, all while being just minutes from Weston Center, the Rail Trail & the commuter rail.

34 Hilltop Rd, Weston

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

50 Winsor Way, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$3,695,000
5 Beds ⋅ 8 Baths ⋅ 73547030 MLS
Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy fireplace, off the hallway leading to a private first floor office. This 5 bedroom, 6 full & 2 half bathroom home includes a finished third floor walk up and a large finished lower level perfect for a fitness, game, or media room. A separate stairway leads to an additional private au pair suite above the garage. The second level main suite features a private windowed annex, 3 additional bedrooms on this level include two en suite & 1 adjacent to a full bath and laundry room. All perfectly cited on 1.34 acres on a quiet, cul de sac near the center of town with a short commute to Boston.

32 Perry Lane, Weston

Listing courtesy of Listing Agent: Jodie Zinna from Listing Office: Coldwell Banker Realty - Wellesley.
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 73547645 MLS
Amazing colonial estate set on over an acre in one of Weston's outstanding neighborhoods. This 5-bedroom, 5 bath offers timeless architecture, modern comfort, and an exceptional floor plan. A grand two-story foyer with a sweeping staircase flows into the formal living and dining rooms, a distinguished wood-paneled office, and a spectacular two-story family room with soaring cathedral ceilings, skylights, and a dramatic floor-to-ceiling stone fireplace. The large kitchen adjoins the breakfast area and family spaces, while a first-floor guest or au pair suite offers outstanding flexibility. The 2nd floor hosts 3 separate bedrooms each with ensuite baths, including a large master suite with WIC. Huge private deck overlooks the large, private, flat backyard, a rarity in Weston! The large 3-car garage, ample parking and ideal location near parks, golf courses, scenic trails, premier shopping including Natick Mall, local dining, and I-95 and I-90 offer unmatched convenience

29 Page Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$6,975,000
6 Beds ⋅ 8 Baths ⋅ 73546861 MLS
This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool. A true masterpiece close to top-rated schools and Weston / Wellesley town centers.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 73543866 MLS
Enjoy the best of Weston living in this beautifully renovated 3 bedroom Cape, privately set on a landscaped one-acre lot just minutes from the town center. Designed for both everyday comfort and effortless entertaining, the home offers inviting spaces that flow from a beautifully appointed kitchen with high-end appliances and custom cabinetry to a fireplaced family room opening onto a spacious deck overlooking the peaceful grounds. Gather in the elegant fireplaced living room, host memorable dinners in the formal dining room and enjoy the flexibility of a first-floor bedroom for guests, a den, or home office. Upstairs, the spacious primary suite provides a private retreat with an adjoining office, two walk-in closets, and a balcony overlooking the gardens. Meticulously maintained, this exceptional home offers a wonderful blend of privacy, comfort, and convenience in one of Weston's premier locations.

44 Old Rd, Weston

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.
$895,000
3 Beds ⋅ 3 Baths ⋅ 73542128 MLS
Enjoy the feel of single-family living in this bright townhome-style home with no condo fee, separately metered utilities, a separate water meter, and an exclusive fenced yard. The open main level offers warm wood floors, recessed lighting, a modern white kitchen with island seating and stainless steel appliances, plus easy flow to the dining and living areas. A private deck overlooks the fenced yard. Upstairs features comfortable bedrooms, updated baths, in-unit laundry, and a finished top-floor bonus space ideal for a home office, guest area, playroom, or studio. The only shared expense is master insurance with the adjoining unit; this unit’s share is 30% of the premium. A rare Weston offering with privacy, outdoor space, and no monthly condo fee.

130 Viles Street, Weston

Listing courtesy of Listing Agent: Yuan Li from Listing Office: Yuan's Team Realty.
$9,500,000
6 Beds ⋅ 9 Baths ⋅ 73539148 MLS
One of South Side Weston’s most exceptional estate offerings, privately sited on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and chef’s kitchen overlooking magnificent grounds. The elegant fireplaced primary offers a serene private retreat. Exceptional quality extends throughout, with en suite bedrooms and generous guest quarters with separate entrance. Designed for grand-scale entertaining and effortless everyday living with a custom pool, spa, expansive patio, and beautifully renovated barn with loft, stalls, and half-court basketball court. A remarkable walk-out lower level presents endless possibilities for recreation, wellness, sports, or a significant car collection. A legacy property just minutes to Boston and Logan.

43 Pine Street, Weston

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 73535557 MLS
Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.
$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.
$895,000
3 Beds ⋅ 3 Baths ⋅ 73530836 MLS
Rare opportunity in Weston’s sought-after Brook Road neighborhood! This charming three-story home offers 3 bedrooms, 2.5 baths, and updated living space that blends timeless character with modern convenience. Features include a welcoming front porch, hardwood floors, generously sized bedrooms, walk-in closets, and a rear deck perfect for relaxing or entertaining. Major renovations in 2005 reconfigured and updated the bedrooms, bathrooms, and stairways, while a 2016 renovation redesigned the kitchen and laundry areas. Ideally situated across from a neighborhood ball field and steps from conservation trails. Enjoy access to Weston’s top-rated schools and convenient commuting via Route 128, the Mass Pike, and the commuter rail. Experience the privacy of a single-family home with the advantages of a two-unit condominium association. Also available: purchase both 81 Brook and 81A Brook, with 81A leased through June 2027, offering an investment or multigenerational living opportunity.

81 Brook Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 73530315 MLS
Lovingly maintained by the same family for almost 60 years, this spacious 4-bedroom, 2.2-bath home offers a rare opportunity in one of the Weston’s most popular neighborhoods.Set in a quiet, private setting, the home enjoys beautiful water views from the sun-filled living room featuring oversized windows. The main level also includes a formal dining room, and an eat-in kitchen with stainless appliances. Don't miss the comfortable family room with fireplace and access to the expansive patio and screened-in porch—perfect for indoor/outdoor living and entertaining. Central air provides year-round comfort, while the finished lower level offers flexible space for a playroom, home office and/or gym. Additional highlights include hardwood floors, abundant storage, and a 2-car garage.This well-cared-for home is ready for its next chapter. A wonderful opportunity to make it your own while enjoying an unbeatable setting, easy commute, miles of town trails and top ranked Weston schools.

26 Arrowhead Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$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.
$1,035,000
3 Beds ⋅ 2 Baths ⋅ 73526840 MLS
Welcome home to 678 Boston Post Road... A sun-splashed, historic village colonial that seamlessly blends its charm with a sought after suburban community with many urban amenities. The open floor plan invites you in with a living room and adjoining dining room that spills into a versatile office or playroom. A charming white kitchen with an eat in area and 1/2 bath overlooks a fabulous fenced in backyard perfect for entertaining, gatherings and/or a play space. The second floor includes 3 generously sized bedrooms and a large updated bath. An additional bonus room can accommodate a nursery or second office. Step off of the farmer's porch and take a walk to Weston Town Center. There you can enjoy the many amenities Weston has to offer including playgrounds, the Weston Town Green with Summer Concerts, restaurants, a local market, boutique gift shops, financial institutions & the Weston Art and Innovation Center! With such a rare offering, don't wait to make Weston your new home!

678 Boston Post Road, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 73526239 MLS
Set on a beautifully landscaped 1.43-acre lot, this contemporary Cape-style home blends spacious living with architectural character and resort-style amenities. Offering 3 bedrooms, including a private primary suite with en suite bath, the home is designed for both everyday comfort and effortless entertaining. The dramatic great room features soaring ceilings, skylights, fireplace, and wet bar, while a separate living room with fireplace and formal dining room provide inviting spaces to gather. The kitchen with stainless steel appliances and abundant cabinetry opens seamlessly to the main living areas and sunroom overlooking picturesque grounds, creating a peaceful year-round retreat. Additional highlights include a versatile loft, home office, finished lower-level playroom, and flexible space for work, guests, or recreation. Outside, enjoy a private backyard oasis with in-ground pool, expansive lawn, and mature landscaping. Exceptional South Side offering near top ranked schools!

242 Winter St, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$4,850,000
4 Beds ⋅ 3 Baths ⋅ 73525717 MLS
Sophisticated extensively renovated ranch-style estate residence in Weston’s coveted South Side Golf Club neighborhood. Privately sited on approximately 2 landscaped acres along a picturesque tree-lined street with direct access to conservation land and walking trails. Designed for luxury living and entertaining, the main level features a grand foyer, raised ceilings, oversized windows, and open-concept living spaces filled with natural light. Chef’s kitchen with Wolf and Sub-Zero appliances, quartz countertops, and custom cabinetry opens to expansive living, dining, and family rooms. Luxurious primary suite with vaulted ceilings, walk-in closet, and spa-inspired bath. Two additional bedrooms and full bath complete the main level. Finished walkout lower level offers guest or au pair suite, kitchenette, media/family room, and oversized garage. Prime location near Wellesley, Newton, commuter routes, shopping, dining, and top Weston schools.

80 Doublet Hill Road, Weston

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.
$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.
$2,499,900
4 Beds ⋅ 7 Baths ⋅ 73522675 MLS
Welcome to 130 Summer St. This spectacular approx 5181 sqft Contemporary masterpiece is set on 2.67 private acres featuring sprinkler system and backyard sports court. Built for entertaining, the chefs kitchen boasts a large center island, Wolf & Sub-Zero appliance, add'l refrigerator / ice maker built into bar, and a custom fireplace pizza oven. Sliders leading out front, with open flow leading into the fireplaced, cathedral ceiling, living room. All 4 bedrooms feature en-suite full baths, highlighted by two primary suites. the 1st floor suite includes a renovated full bath with jacuzzi tub, separate shower stall & walk in dressing room / closet. The oversized 2nd floor suite features a full bath, walk-in closet & private laundry. The fully finished basement adds a fireplaced den, full bath and private office. Completing this home is the heated 3 car garage spaces. This home offers unmatched luxury and convenience

130 Summer St, Weston

Listing courtesy of Listing Agent: The APEX Team from Listing Office: Results Realty.
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 73518782 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.
$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.
$1,945,000
3 Beds ⋅ 4 Baths ⋅ 73512422 MLS
Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds. Upstairs are three generous bedrooms, including private primary suite with fireplace. Finished lower level adds flexible space for playroom, office, full bath, laundry, and storage. Outdoor amenities include lush lawns, specimen trees, expansive deck, and pool/spa, plus oversized driveway and attached two-car garage. A sidewalk along the property’s side of the street provides direct access to Weston’s Town Center. The home has undergone important improvements and offers suburban living with exceptional in-town convenience, with restaurants, shops and top-rated schools close by. Don't miss out!

633 Boston Post Rd, 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.
$5,999,000
4 Beds ⋅ 7 Baths ⋅ 73511241 MLS
This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

44 Meadowbrook Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 73506812 MLS
Introducing a sophisticated contemporary retreat offering exceptional privacy, tranquil surroundings, and a seamless connection to nature. The open, versatile layout blends indoor and outdoor living for an elevated entertaining experience.The well-appointed kitchen flows into a spacious dining area and multiple inviting sitting spaces. Three beautifully designed bedrooms, including a bright and airy primary suite, complete the main living level.The walk-out lower level opens to stunning stone patios and terraces, including a custom fire pit area surrounded by peaceful natural scenery. A separate retreat with soaring beamed ceilings and a cozy sitting area is ideal for a home office or studio. Enjoy fishing in Hobbs Brook, serene wooded views, and easy commuter rail access to Boston in this truly one-of-a-kind home.

40 Hobbs Brook Road, Weston

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

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