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$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.
$1,695,000
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.
$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.
$7,295,000
5 Beds ⋅ 7 Baths ⋅ 73521260 MLS
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

Listing courtesy of Listing Agent: P. Matthew Harkins from Listing Office: Walden Realty Group LLC.
$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.
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 73515302 MLS
Large 5-bedroom Cape offering one-floor living in an excellent commuter location with mature specimen trees. Separate entrance foyer with 2 home offices and half bath connects to the main house through a paneled study, ideal for an in-law suite or home business. Sited privately above the road, the 1.26-acre lot is a gardener’s paradise featuring a remarkable collection of mature exotic trees and plants, raised beds, gardener’s shed, and attached greenhouse room. Lots of expansion potential in the partially finished walk-out lower level with high ceilings. Formal living room with fireplace opens to sunny music room. 2-car attached garage. Large, eat-in kitchen with island and lots of storage. West-facing glass conservatory provides access to a spacious deck and level backyard. Additional highlights include a 2-car attached garage, 2 first-floor bedrooms, and 4 upstairs bedrooms. Room for a pool. Convenient Southside location with access to top-rated Weston public schools.

5 Summer Street, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$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.
$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.
$5,750,000
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.
$4,995,000
5 Beds ⋅ 8 Baths ⋅ 73503213 MLS
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

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$2,480,000
4 Beds ⋅ 3 Baths ⋅ 73500883 MLS
Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area, forming the heart of the home — an inviting gathering space for daily family life and casual entertaining. The first floor also includes a private primary suite and a dedicated study that can easily function as an additional bedroom, guest room, or home office.Upstairs offers three spacious bedrooms and a full bathroom, providing comfortable separation and flexibility for family or guests.A detached garage includes two parking bays plus a separate workshop.A separate access carriage house offers flexible bonus space for RV truck parking, workplace, and possible ADU conversion.

39 Kings Grant Rd, Weston

Listing courtesy of Listing Agent: Keystone Homes Group from Listing Office: Keller Williams Realty Boston Northwest.
$4,800,000
5 Beds ⋅ 7 Baths ⋅ 73494280 MLS
Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.

451 Wellesley St, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$14,850,000
7 Beds ⋅ 12 Baths ⋅ 73493889 MLS
Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic walls of glass. The property is a haven for entertaining, featuring a resort-style pool, pool house, orchard, indoor basketball court, private theater, and a space-themed arcade. Custom elements and unique spaces add sophistication, while a wine cellar, billiards/ping pong area, and expansive granite patios elevate the experience. Every inch of this masterpiece is crafted with exquisite attention to detail, offering a seamless fusion of elegance and comfortable living! A true destination home where art, design, and luxury converge to create an amazing property!

67 Byron Road, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$6,750,000
6 Beds ⋅ 9 Baths ⋅ 73490506 MLS
A rare and exceptional six bedroom estate is complemented by a 3 bedroom shingle style guest cottage. With timeless architectural appeal, the home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.

448 & 454 Concord Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$6,995,000
6 Beds ⋅ 9 Baths ⋅ 73486112 MLS
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

Listing courtesy of Listing Agent: Alexander Benson from Listing Office: Keller Williams Realty Boston South West.
$3,245,000
5 Beds ⋅ 4 Baths ⋅ 73485263 MLS
Stunning 5-bedroom, 3.5-bath contemporary multi-level home, thoughtfully gut renovated and expanded in 2008, offering impressive space, craftsmanship, and design. The gourmet eat-in kitchen opens seamlessly to a generous family room with fireplace and custom built-ins, creating an ideal setting for everyday living. An elegant formal living room and dining room with fireplace and built-ins add charm and functionality for entertaining. The luxurious primary features two walk-in closets and a spa bath. Two dedicated home office areas provide flexibility for today’s lifestyle. The finished game room with wet bar and fireplace is perfect for recreation and gatherings. Enjoy outdoor living on the patio with a built-in grill and fire pit, or relax in the 3 season porch. Highlights include soaring 12’ ceilings, Murano light fixtures, custom built-ins, and high-end finishes throughout. A heated three-car garage with epoxy floors and an organized garage system completes this impressive home.

11 Hillcrest Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$1,699,000
4 Beds ⋅ 3 Baths ⋅ 73485056 MLS
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

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$850,000
4 Beds ⋅ 2 Baths ⋅ 73483468 MLS
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

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$850,000
1 Baths ⋅ 73483470 MLS
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

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$699,000
2 Beds ⋅ 1 Baths ⋅ 73483469 MLS
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

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$3,095,000
4 Beds ⋅ 5 Baths ⋅ 73482331 MLS
Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped grounds. The chef’s kitchen features high-end appliances and custom cabinetry. Offering exceptional versatility with primary suites on both the first and second floors, each complete with spacious walk-in closets and spa-like en suites. An expansive office with custom built-ins provides the perfect work-from-home setting.The lower level offers a playroom, media room, exercise room, and bedroom with ensuite. Conveniently located in a premier Southside neighborhood, this one-of-a-kind retreat provides the convenience to Boston with the beauty of Metrowest's finest town.

24 Trailside, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$4,388,000
5 Beds ⋅ 7 Baths ⋅ 73475892 MLS
Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$9,990,000
5 Beds ⋅ 10 Baths ⋅ 73475863 MLS
This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include Lutron shades to provide unmatched comfort. Unmatched detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom/media room, cedar closet, and amazing storage.

70 Possum Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 73429415 MLS
Built in 2022 with a blend on modern and traditional. Excellent open floorplan with 4 bedrooms, each with ensuite bathroom. 9' ceilings with large windows on the first and second floors make this smaller house spacious. Large deck that overlooks a private backyard. The home is heated with a 95% efficient Viessmann gas boiler, and has foam insulation throughout. Finished walk out basement and large storage area in attic.

416 Conant Rd, Weston

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.
$29,000,000
6 Beds ⋅ 8 Baths ⋅ 73401202 MLS
Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.

4 Willow Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$3,124,900
5 Beds ⋅ 7 Baths ⋅ 73293388 MLS
Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $428 psf vs the average new home in Weston is over $700 psf. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st floor. Expansive second floor features large bedrooms with walk in closets and en-suite baths den and a private luxury bath suite which includes an oversize custom tiled shower, heated floor and deep soaking tub. A large laundry room finishes the 2nd floor. 3rd fl. is finished with a bonus/game room and a tiled 3/4 bath Lower-level features 1400 finished sq. ft and includes a full bath. Don't miss the attached heated 3 car garage with EV charging station., This home is complete and move in ready!

6 Clifford Lane, Weston

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

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