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10 Chandler Circle, Weston
$4,650,000
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.
223 Boston Post Rd, Weston
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 73563830 MLS
This Modern style home is simply spectacular with mid-century inspired architecture! Set back from the road, this home sits proudly on a gently sloped 1.1 acre lot. You'll find large windows creating sun-drenched spaces, rich wood-beamed ceilings and an exterior balcony off the primary bedroom. As you come up the paved driveway, you'll be greeted by a two-car garage with workspace and storage. Walk up the exterior stairway from the driveway and you'll enter the home to find a large kitchen with room for a dinette. It has wood cabinets, exterior-venting range hood and other appliances for entertaining and meal preparation. From the kitchen you'll find an open first floor plan with dining room, perfect for fine dining or casual mornings with coffee. The awe-inspiring two story living room has dramatic floor to ceiling picture windows, filling the space with sunlight. There's a central fireplace, exterior entry to the rear yard, coat closet and spiral staircase to the second floor. Also on the first floor is a guest bedroom and full bathroom. The second floor has a primary suite with walk-in closet, plus both interior and exterior balconies. There's a second bedroom and full bathroom with shower and linen closet. Throughout the house is electric baseboard heat that can be individually controlled in each room for ideal seasonal comfort. Easy to show by appointment. Use caution at the primary bedroom's interior balcony by keeping the privacy bifold doors closed for safety.

223 Boston Post Rd, Weston

Listing courtesy of Listing Agent: Robert Simone from Listing Office: Better Living Real Estate, LLC.
20 Blueberry Hill Road, Weston
$2,180,000
4 Beds ⋅ 4 Baths ⋅ 73579326 MLS
Set in one of Weston’s idyllic and most beloved Southside neighborhoods, this extensively renovated home blends timeless comfort with modern living. Gleaming hardwood floors flow through the inviting living and dining rooms into the beautifully reimagined kitchen, featuring an oversized marble island, premium appliances, and a bright eat in area that opens to an expansive deck overlooking the serene grounds. The adjacent family room, complete with custom built-ins and a fireplace, offers the perfect setting for family gatherings and entertaining. A palatial primary suite with a private sunroom, dual walk in closets, and a stunning stained glass window provides a true retreat. Two additional bedrooms complete the main level. The lower level further expands the living space with a recreation/media room, yoga room, gym, additional bedroom suite, and versatile spaces for a home office, playroom, or guest space. Turnkey and beautifully updated, including a new roof in 2026 and 5 bedroom septic, this special home offers an easy commute to Boston all with Weston's with top-rated schools.

20 Blueberry Hill Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
43 Pine Street, Weston
$9,000,000
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.
95 Sylvan Ln, Weston
$2,600,000
4 Beds ⋅ 5 Baths ⋅ 73583759 MLS
Make it home in time for the holidays! Bathed in beautiful natural light, this exquisitely updated 3,934-square-foot Garrison Colonial offers four bedrooms, four and a half baths, and an elegant open-concept layout designed for refined everyday living and effortless entertaining. Sophisticated finishes include a chef’s kitchen appointed with a premium Thermador appliance package. The luxurious primary suite features an expansive walk-in closet ready for the buyer to customize and a spa-like en suite bath with a deep soaking tub and generous walk-in shower. Upstairs, three additional bedrooms, two bathrooms, and a convenient laundry room provide comfort and ease. Ample office and bonus spaces, along with a walkout lower level, offer exceptional flexibility for work, guests, recreation, or wellness. Extensive updates—including brand-new electrical, plumbing, HVAC and roof—ensure peace of mind and turnkey living. Set on a gorgeous street on Weston’s coveted south side, the property is complemented by a level, beautiful yard and an abundance of sunlight throughout the day.

95 Sylvan Ln, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.
120 Summer St, Weston
$1,385,000
3 Beds ⋅ 4 Baths ⋅ 73565840 MLS
Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique opportunity to create a private estate, homestead or multi-generational retreat.The main house is rich in historic character, featuring wide-plank wood floors, beamed ceilings, a welcoming living room, dining room and home office. The spacious primary suite is a true retreat with a vaulted, beamed ceiling, en suite bath and walk-in closet. Historic details blend beautifully with thoughtful updates, including a newer gas heating system and updated electrical.The accessory house features an eat-in kitchen with abundant cabinetry, comfortable family room, spacious bedroom and walk-in closet. Mini-splits provide efficient heating and cooling. The impressive three-story barn, complete with a full bath and potential bedroom, offers endless possibilities for studio, office, guest space, recreation or additional living space.Renovate, expand or move right in—this one-of-a-kind property invites you to imagine what’s possible. Ask about the $250,000 preservation fund available to buyer.

120 Summer St, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
60 Wellesley Street, Weston
$2,050,000
3 Beds ⋅ 2 Baths ⋅ 73575598 MLS
The one you’ve been waiting for—Nantucket charm in the heart of Weston. This quintessential shingle-style Cape offers timeless character, abundant natural light and a wonderfully inviting setting. The spacious living room features a fireplace, while the dining room showcases charming built-ins. An eat-in kitchen, three comfortable bedrooms, 1.5 baths and generous storage provide easy everyday living. Beautiful hardwood floors and classic architectural details add warmth throughout. A garage provides added convenience. Outside, enjoy a level backyard surrounded by beautiful gardens, creating a private and picturesque retreat abutting the prestigious Weston Golf Club. Renovate, expand, build new or move right in—the possibilities are exceptional. Easy access to Routes 128 and the Mass Pike, with a convenient location close to elementary schools, the library, soccer fields, Land’s Sake Farm, Memorial Pool and Weston Town Center. A rare opportunity to create your own vision in one of Weston’s most coveted settings.

60 Wellesley Street, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
287 Glen Rd, Weston
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 73573157 MLS
Set in a coveted Weston location directly abutting town conservation land, this contemporary home offers an exceptional blend of modern style, comfortable living and everyday convenience. The open-concept floor plan features expansive windows, abundant natural light and a spacious sunroom opening directly to the back deck—perfect for relaxing or entertaining. The versatile layout includes 3–4 bedrooms, 2.5 baths, an inviting eat-in kitchen with ample counter space and pantry, living and dining rooms with built-in shelving, a private home office and a spacious primary suite with en-suite bath. Abundant storage throughout adds to the home's functionality. Enjoy direct access to Weston’s conservation trails, top-ranked schools and a prime location just down the street from the commuter rail, shops and restaurants. A rare opportunity to enjoy the very best of Weston living in an exceptional setting.

287 Glen Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
26 Cart Path Road, Weston
$3,500,000
6 Beds ⋅ 4 Baths ⋅ 73565718 MLS
Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from miles of conservation trails, major highways and top-rated Weston schools. An inviting open kitchen with gas cooking flows seamlessly into the spacious family room with custom built-ins, while the formal living and dining rooms are defined by walls of windows overlooking the serene landscape. The luxurious primary is a private retreat with vaulted ceiling, balcony, spa bath and two walk-in closets. Four additional upstairs bedrooms feature hardwood floors and generous closets. A versatile main-level office with separate entrance, custom built-ins, full bath and walk-in closet provides an exceptional private workspace, guest suite or in-law accommodation. The finished lower level offers a generous game/play room with bar, ideal for daily family use and entertaining. Central air and main-level laundry add everyday comfort. A spectacular screened porch and patio overlook the expansive, level backyard—an idyllic setting for outdoor entertaining, play and relaxation. An oversized 3-car garage provides abundant parking and storage, completing this remarkable offering.

26 Cart Path Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
81 Brook Rd Unit 81, Weston
$875,000
3 Beds ⋅ 3 Baths ⋅ 73530825 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 Unit 81, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
242 Winter St, Weston
$1,600,000
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.
302 Concord Road, Weston
$1,775,000
4 Beds ⋅ 4 Baths ⋅ 73563524 MLS
Exceptional Victorian farmhouse set on 1.42 picturesque acres abutting miles of trails in Jericho Town Forest. With over $300K in recent upgrades and improvements, this turnkey estate beautifully blends period character with modern comfort. Over 4,000 SF across 3 finished floors features hardwood floors, front and back staircases, central air, abundant natural light, ample storage and a sun-filled conservatory. The main level offers a stylish eat-in kitchen with large island, stainless appliances and gas cooking, flowing into a comfortable family room and elegant living and dining rooms. Upstairs are 4 bedrooms and 3 full baths, including a spacious primary with en suite bath with double sinks and stean shower, plus a private home office and bonus game room. A separate heated carriage house with kitchenette and full bath provides ideal guest accommodations, office, gym or studio space. Enjoy easy access to Weston’s top-ranked schools, commuter rail, Bike Path/Rail Trail and Boston, plus nearby Burchard Park with tennis, pickleball and winter skating. A rare offering in an unbeatable setting.

302 Concord Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
26 Arrowhead Rd, Weston
$1,430,000
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.
24 Trailside, Weston
$2,900,000
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.
40 Hobbs Brook Road, Weston
$1,650,000
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.
416 Conant Rd, Weston
$2,300,000
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.
5 Summer Street, Weston
$1,710,850
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.
325 Merriam St, Weston
$1,167,000
3 Beds ⋅ 2 Baths ⋅ 73553806 MLS
Beautiful 3-bedroom and 2-bathroom Cape nestled in the sought-after North Weston neighborhood. The sun-filled main level features a spacious living room, a nice 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 a full bath. Gleaming hardwood floors and abundant natural light shine throughout. The 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.
29 Page Rd, Weston
$2,880,000
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.
678 Boston Post Road, Weston
$985,000
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.
130 Viles Street, Weston
$874,500
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.
633 Boston Post Rd, Weston
$2,000,000
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.
34 Hilltop Rd, Weston
$2,813,500
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.
11 Winthrop Circle, Weston
$3,725,000
5 Beds ⋅ 7 Baths ⋅ 73486131 MLS
An award-winning architect brings sophisticated modern design to Weston at 11 Winthrop Circle. This extraordinary home offers 8,500 sq. ft. of sun-filled living space with an open floor plan, expansive windows, and beautiful contemporary mill work. The Poggenpohl kitchen flows seamlessly into a stunning family room with fireplace, perfect for everyday living and entertaining. Elegant living and dining rooms provide wonderful gathering spaces, while a first-floor office can also serve as a guest bedroom. The second floor features five bedrooms, including an exceptional primary suite w/ a European-inspired spa bath. The finished lower level offers flexible space for a media room, game room, gym, or playroom. Set on a private, beautifully sited lot, the home captures abundant natural light throughout the day. Conveniently located within walking distance to Cat Rock Park, with over 80 scenic acres and 5.5 miles of trails. A special home combining design, space, and an exceptional location.

11 Winthrop Circle, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.
88 Jericho Rd Unit 88, Weston
$4,100
2 Beds ⋅ 2 Baths ⋅ 73548401 MLS
Discover the perfect blend of modern comfort and effortless living at Stonegate Village. This updated townhouse offers fresh paint, hardwood floors and natural light throughout. The renovated kitchen features granite countertops and stainless appliances and adjoins a dining area—perfect for informal gatherings and entertaining. The first floor also has a spacious living room with access to a lovely patio and a powder room. Upstairs there are two generous bedrooms, including a primary suite with custom closets. A full bath and laundry are also on this level. The rental property provides ample attic storage, and parking includes a covered carport (#5) and an additional assigned space (#91). Located close to the vibrant shops and restaurants of Weston Center, the Rail Trail and commuting routes, this property has it all!

88 Jericho Rd Unit 88, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
6 Baldwin Circle, Weston
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 73532387 MLS
Set in one of Weston’s most desirable neighborhoods, this extraordinary modern stucco residence blends sophisticated design with privacy and natural beauty. Dramatic granite steps lead to striking metal entry doors and a stunning two-story foyer. The living and dining rooms feature soaring ceilings and a spectacular wall of windows that flood the home with natural light. The sleek modern kitchen with premium finishes opens to a beautiful sun-filled dining area and a spacious family room, creating an ideal layout for everyday living and entertaining. A luxurious first-floor primary suite offers comfort and convenient single-level living. Renovated to the studs in 2013, the home was thoughtfully redesigned by architect Adolfo Perez and expertly built by Hans Schaefer. The remarkable 3-car garage with car lifts accommodates up to five vehicles. Outside, breathtaking landscaping surrounds a tranquil waterfall and soaking pool, creating a serene private retreat.

6 Baldwin Circle, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
25 Livermore Ln Unit 25, Weston
$1,455,000
3 Beds ⋅ 3 Baths ⋅ 73546381 MLS ⋅ ['Dickson Meadows'] BLDG.
A rare opportunity to become part of the sought-after Dickson Meadows neighborhood on the south side of Weston. This sun-filled home offers the perfect blend of style, comfort, and convenience, with easy access to top-rated Weston schools, major commuter routes, and nearby amenities. The first floor features a dramatic two-story family room, a spacious dining room, and a thoughtfully updated kitchen. Sliding glass doors off the family room provide seamless access to the private backyard and outdoor patio, creating an ideal setting for everyday living and entertaining.The spacious primary suite boasts vaulted ceilings and a generous ensuite bath, while two additional well-sized bedrooms complete the second floor. The finished lower level offers exceptional flexibility and can be used as a home office, gym, media room, or second family room.Recent updates provide peace of mind and modern appeal, including a brand-new roof, new flooring, and most major appliances recently replaced.

25 Livermore Ln Unit 25, Weston

Listing courtesy of Listing Agent: Heejeong Joo from Listing Office: Coldwell Banker Realty - Lexington.
56 Arrowhead Rd, Weston
$7,500
4 Beds ⋅ 5 Baths ⋅ 73556737 MLS
Available now! Move-in ready 10-room, 4-bedroom Colonial nestled in a highly desirable Weston neighborhood. The gracious dining room and formal living room with wood-burning fireplace offer timeless elegance, while the chef’s eat-in kitchen features stainless steel appliances, a walk-in pantry, and an expansive island that opens to a bright family room. Step outside to a large deck overlooking private, level grounds. A spacious mudroom and custom home office with built-ins add functionality. Upstairs, the serene primary suite features a spa-like bath and walk-in closet, along with two additional bedrooms, two beautifully renovated full baths, and convenient second-floor laundry. The finished walkout lower level offers a playroom, additional bedroom, full bath, and ample storage. Major renovations include updated electrical, plumbing, HVAC, windows, bathrooms, and hardwood floors. Enjoy access to top-rated Weston schools, nearby walking trails, bike paths, and the commuter rail.

56 Arrowhead Rd, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.
86 Myles Standish Rd Unit F, Weston
$5,200
2 Beds ⋅ 1 Baths ⋅ 73536308 MLS
2 Bed 1 Bath with garage access free standing single family on a cul-de-sac with huge flat yard in Weston | Fully Renovated | Top School DistrictFree standing single family home on a cul-de-sac 2 bedrooms and 1 bathroom with attached garage. Fully renovated with modern finishes, high ceilings, and large windows providing excellent natural light. Huge flat yard. Open-concept kitchen and living area, in-unit washer/dryer, plus multiple parking spaces and attached garage. Quiet neighborhood with access to top-ranked Weston public schools.

86 Myles Standish Rd Unit F, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.
757 Wellesley St, Weston
$6,500
3 Beds ⋅ 2 Baths ⋅ 73528186 MLS
Nestled in the heart of prestigious Weston, 757 Wellesley St is a beacon of elegance and comfort. Beautiful oversize ranch with contemporary feel. This three bedrooms two full bath home has highest level finishes, offers a dramatic family room /cathedral celling, mahogany paneling and circular sun room with heated floor, Maple cabinet, granite counter top and three car garage. Lower level offers good size play room/office/work space and separate room for laundry.Retreat to the master suite oasis featuring a spa-like en-suite bathroom and walk-in closet This meticulously maintained property offers a rare opportunity to reside in one of Massachusetts' most coveted neighborhoods. Close proximity to major highways for easy commuting to Boston and surrounding areas.Outdoor offer expansive backyard with lush greenery and patio space, ideal for outdoor dining and relaxation.lease available now.

757 Wellesley St, Weston

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.

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