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32 Perry Lane, Weston
$3,495,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73547030 MLS ⋅ 7,250 SqFt.
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

44 Old Rd, Weston
$1,795,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73543866 MLS ⋅ 3,264 SqFt.
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

10 Chandler Circle, Weston
$4,995,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535557 MLS ⋅ 7,100 SqFt.
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

15 Brown Street, Weston
$6,490,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73533214 MLS ⋅ 10,819 SqFt.
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

10 Bakers Hill, Weston
$1,650,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73528181 MLS ⋅ 3,200 SqFt.
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

10 Hitching Post Lane, Weston
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73525277 MLS ⋅ 8,860 SqFt.
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

50 Laurel Rd., Weston
$7,295,000
5 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521260 MLS ⋅ 8,889 SqFt.
Exceptional new home in one of Weston's most coveted neighborhoods. Spectacular naturally screened & private fully level lot with sports court and options for pool & accessory pool house with two car garage. The main house features 8889 sq ft with 5-6 bedrooms & en-suite bathrooms, and was thoughtfully designed by acclaimed architect Greg Legault featuring an open floor plan with an abundance of oversized windows flooding the home with natural light. An impressive kitchen with custom designer cabinetry and integrated high-end appliances flows to a vaulted 2 story family room. The primary suite includes large his and her closets & a stunning bathroom. The outstanding lower level features a guest bedroom, exercise room, oversized open area designed for billiards/card games/lounge with surround sound AV, & a room that has been prepped for a golf similar or home theater. Control 4 home automation system controls lighting, AV, security, and heating and cooling. Prepped for elevator.

50 Laurel Rd., Weston

82 Deer Path Ln, Weston
$6,350,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73517236 MLS ⋅ 8,329 SqFt.
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

1 Graystone Ln, Weston
$3,250,000
4 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73513386 MLS ⋅ 6,419 SqFt.
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

132 Country Drive, Weston
$7,550,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73511372 MLS ⋅ 8,863 SqFt.
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

9 Skating Pond Road, Weston
$4,995,000
5 Beds ⋅ 8 Baths ⋅ UNDER AGREEMENT Status ⋅ 73503213 MLS ⋅ 6,338 SqFt.
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston

39 Kings Grant Rd, Weston
$2,480,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73500883 MLS ⋅ 4,747 SqFt.
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

231 Westerly Road, Weston
$6,995,000
6 Beds ⋅ 9 Baths ⋅ UNDER AGREEMENT Status ⋅ 73486112 MLS ⋅ 7,526 SqFt.
Beautifully conceived and architecturally inspired contemporary NY barn-style home with endless upgrade options that range from golf simulator to sauna/ pool/ cabana/ heated driveway list goes on. In one of Weston’s most exclusive neighborhoods. Boasting 7500 +/- sf, 6-7 bedrooms and 7 full baths and 2 half baths this home was meticulously designed with an open floor plan, soaring walls of windows, 9.5-inch flooring, 2 story foyer with glass railings, and lower-level wellness/rec wing. The kitchen is elegantly appointed with custom cabinetry, full butler panty and integrated high-end appliances. The private adult suite provides a quiet sanctuary bathed in natural light, separate dressing room and a spa-like bathroom. A thoughtful arrangement of indoor and outdoor spaces creates a symbiotic relationship between interior and exterior, offering unlimited opportunities for both formal and casual entertaining in a neighborhood setting.

231 Westerly Road, Weston

11 Hillcrest Road, Weston
$3,150,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73485263 MLS ⋅ 5,285 SqFt.
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

30 Warren Ave, Weston
$1,699,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73485056 MLS ⋅ 3,170 SqFt.
Welcome to 30 Warren Avenue, a beautifully maintained single-family home in a quiet and desirable Weston neighborhood. This spacious residence offers 4 bedrooms and 3 full bathrooms with a bright layout designed for comfortable living. The main level features a sun-filled living room with hardwood floors, a formal dining area, and a renovated kitchen with modern appliances. Recent upgrades include a finished basement, renovated kitchen and bathrooms, renovated attic, new windows, new gas furnace, new wall and attic insulation, and a tankless water heater. Enjoy outdoor living in the private backyard with a new patio and deck, perfect for relaxing or entertaining. Located in the top-rated Weston school district with convenient access to highways, shopping, dining, parks, and nearby walking trails, this home offers an ideal blend of privacy, comfort, and everyday convenience.

30 Warren Ave, Weston

131 Wellesley Street, Weston
$850,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73483468 MLS ⋅ 1,674 SqFt.
Looking for a project? Welcome to the Rand House set on 1.38 acres of land. This iconic Antique Colonial circa 1790 is part of the land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. The property must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired. Be a part of the next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center or get inspired with conceptual plans by Patrick Ahearn Architect.. Minutes to schools, library, pool and Lands Sake. Soils can accommodate a 5 bedroom septic system with garbage disposal. Buyer to design and install septic system. Can be purchased individually or together with 133 & 135 Wellesley St. Top rated public schools.

131 Wellesley Street, Weston

135 Wellesley Street, Weston
$850,000
1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73483470 MLS ⋅ 3,614 SqFt.
Imagine the possibilities in repurposing Hillcrest Stables, the jewel of the Case Estates. Built in 1927, this gorgeous brick barn is built to last, with concrete and large timber providing many options for the next owner. West-facing walkout concrete and fieldstone lower level with three barn doors providing access for up to 6 cars. This site was previously owned by Harvard University’s Arnold Arboretum and is currently located on .69 acres of land backing up to 100s of ocres of conservation trails. There is 3614 sqft of space on three levels with many original architectural details still intact. The property is zoned Single Family Residential and must be restored in accordance with the deed restriction from the Historic Commission. Soils can accommodate a 5-bedroom septic system with garbage disposal. Buyers to design and install septic system. Can be purchased individually or together with 131 & 133 Wellesley St. Conceptual plans by Patrick Ahearn Architect. Top rated public schools

135 Wellesley Street, Weston

133 Wellesley Street, Weston
$699,000
2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73483469 MLS ⋅ 1,564 SqFt.
Imagine restoring an iconic school house built in 1910! Set on .68 acres of upland meadow on land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. This little gem located between the Barn and Rand House is awaiting its next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center, or get inspired with conceptual plans by Patrick Ahearn Architect. The School House is zoned Single Family Residential and must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired. Land can accommodate a 5 bedroom septic system with garbage disposal. Buyer to design and install their own septic system. Sidewalks. Minutes from schools, library, pool and the Lands Sake. Top rated Weston Public Schools. Can be purchased individually or together with 131 & 135 Wellesley St.

133 Wellesley Street, Weston

568 Wellesley St, Weston
$4,388,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73475892 MLS ⋅ 8,844 SqFt.
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

70 Possum Rd, Weston
$9,990,000
5 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 73475863 MLS ⋅ 11,352 SqFt.
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

4 Willow Road, Weston
$29,000,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73401202 MLS ⋅ 12,714 SqFt.
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

6 Clifford Lane, Weston
$3,050,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73293388 MLS ⋅ 7,317 SqFt.
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

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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