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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.
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.
23 Stony Brook Rd, Weston
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 73510687 MLS
Pristine 4-bedroom Sweidler Colonial offers an open floor plan, enhanced by beautiful built-ins and millwork throughout. Custom cherry kitchen with large center island, opens to a vaulted, fireplaced family room - truly the heart of this home! The main level also features a dining room, fireplaced living room, two versatile home offices, half bath, and laundry. The second floor includes a primary suite, three spacious bedrooms and two full baths. The lower level offers a bonus room, wine cellar, and access to a heated 3-car garage. Expansive windows fill this beautifully crafted home with natural light, showcasing sweeping views of the exquisitely landscaped one-acre grounds with mature plantings, perennial gardens, deck and stone patio. Thoughtfully maintained with numerous updates, including A/C and Heat Systems. Quiet cul-de-sac neighborhood close to trails, the Silver Hill train station, and commuter routes. Don't miss the opportunity to call this exceptional property your own.

23 Stony Brook Rd, Weston

Listing courtesy of Listing Agent: Jeanne Fleming from Listing Office: Gibson Sotheby's International Realty.
105 Summer, Weston
$3,100,000
4 Beds ⋅ 6 Baths ⋅ 73487633 MLS
Unmatched quality and craftsmanship define this architecturally inspired new home. Maple wood floors, cherry paneled walls and expansive German triple-glazed windows create its curated aesthetic. An expertly designed kitchen with a huge island, custom window seat, and generous dining area open seamlessly to the family room anchored by a striking marble fireplace. The first floor primary suite features a stylish bathroom and situated with views of the beautiful property. Three additional bedrooms provide flexibility for family and guests. The impressive lower level has a large bonus room, office, fitness room and media room with leather-paneled soundproofing walls. Retreat to a palatial spa inspired bathroom with a sauna. Truly one-of-a- kind living inside and out; the beautifully landscaped backyard is adorned with a large stone patio, fire pit, built-in barbecue and kitchen, and professional putting green. Convenient location to major commuting routes to Boston.

105 Summer, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
56 Cart Path Rd, Weston
$5,890,000
6 Beds ⋅ 10 Baths ⋅ 73478929 MLS
Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s kitchen features huge central island, professional appliances, and custom cabinetry. The adjoining informal dining features skylights and wall to wall windows overlooking the back yard. The first also features the grand formal dining room with cathedral ceiling and a large open family room with fireplace and sitting area. Bedrooms maximize flexibility, including two amazing master suite options on the 1st & 2nd floor, while the 3rd floor has the in-law suite as well as a game room. The lower level boasts a theater, wine cellar, and gym. A+ location within 18 minutes to Boston.

56 Cart Path Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
20 Old Rd, Weston
$2,240,000
4 Beds ⋅ 5 Baths ⋅ 73518815 MLS
Built in 1985 and set on a private 60,000 sq ft lot near Weston Town Center, this expansive contemporary Colonial offers more than 5,200 sq ft of light-filled living space in a highly desirable neighborhood. Designed for comfortable living and entertaining, the home features spacious sunfilled rooms throughout, including a dramatic front-to-back living room with fireplace and formal dining room. The large kitchen with center island opens to the expansive family room with cathedral ceilings and sliders to the rear deck and patio. A first-floor office provides an ideal work-from-home space. The second floor features a spacious primary suite with spa-like bath plus three additional bedrooms. The finished lower level offers a large playroom, gym, and full bath, ideal for additional recreation and flexible living space. With 4 bedrooms, 3 full baths, and 2 half baths, this home offers exceptional space, privacy, and flexibility for today’s lifestyle. Stunning landscape with gardens.

20 Old Rd, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
55 Coburn Rd, Weston
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 73529090 MLS
Discover timeless elegance at 55 Coburn Road, a beautifully preserved 1896 Colonial Revival home nestled in Weston's historic estate neighborhood. Set on nearly one acre of serene, tree-lined grounds, the home offers 3,739 square feet of living space with 5 bedrooms and 4.5 bathrooms. The sellers have meticulously updated the home from top to bottom, blending historic charm with modern comfort and functionality. The home welcomes you with a stunning wrap-around porch ideal for relaxing while overlooking the 1+ acre Coburn meadow. Inside, classic architectural details shine through: hardwood floors, high ceilings, and beautifully proportioned rooms that flow seamlessly for both formal entertaining and everyday comfort. With its preserved historic character, this home offers a rare blend of old-world charm and thoughtful, comprehensive updates in one of Weston’s most admired settings. Just minutes from commuter rail, major routes, and top schools, this is the one you've been waiting for!

55 Coburn Rd, Weston

Listing courtesy of Listing Agent: Jonathan Russell from Listing Office: Columbus and Over Group, LLC.
786 Boston Post Rd, Weston
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73499941 MLS
Opportunity knocks! Don't miss this classic, updated 1940's colonial on almost an acre of land w/separate attached office space, perfect for potential first floor primary renovation or your at-home business! The sun-filled main home has a classic center entrance, front to back living room w/wood burning fireplace, formal dining room w/built in hutch, a bright, updated kitchen open to family room or eat-in area w/skylights, walk-through pantry area, sunroom & half bath w/laundry! Upstairs there is a full bathroom & three spacious bedrooms, including the front-back primary w/multiple closets. Walk up third-floor space has amazing potential. Full basement w/rec room & an abundance of storage space. The attached office/potential living space has a separate entrance, half bath & separate parking area. Large two car, detached garage w/additional attic storage. Beautiful, flat lot with mature trees, patio and garden areas. Quick access to restaurants, schools, recreation and highways!

786 Boston Post Rd, Weston

Listing courtesy of Listing Agent: The Allain Group from Listing Office: Compass.
39 Church St Unit 39, Weston
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 73516945 MLS ⋅ ['Woodline Condominium Trust'] BLDG.
Minutes from Weston center, this beautifully-updated townhouse is extraordinary with soaring ceilings, exquisite details & natural light throughout. The 1st floor is thoughtfully designed w/an eat-in kitchen that flows seamlessly into a light-filled family room w/access to a deck overlooking the private, fenced grounds - ideal for outdoor enjoyment & entertaining. There is also a formal dining room, fireplaced living room & powder room on this level. Upstairs there are two generously-sized bedrooms, an additional, ensuite bedroom & a full bath. The top floor features a luxurious primary suite w/a spa-like bath, spacious walk-in closet & supplemental laundry. The LL has versatile space for work or play & principal laundry. Adding to the property’s allure is a detached barn w/ample parking & storage plus exercise, play & shop spaces & an art studio. An incredibly special property w/direct access to conservation trails & close to the Rail Trail, commuting routes, shops & more!

39 Church St Unit 39, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
118 Newton St, Weston
$1,680,000
3 Beds ⋅ 2 Baths ⋅ 73526223 MLS
Sited on a premier Weston location, this 3-bedroom ranch offers gracious single-level living with easy access to I-90, commuter routes, Weston Golf Club, and Pine Brook Country Club. Sun-filled interior spaces include an elegant formal dining room and a beautiful front-to-back living room. A heated sunroom opens to the patio, creating seamless indoor-outdoor living ideal for entertaining and everyday enjoyment. The kitchen includes a casual dining area, while the spacious primary suite features an updated en-suite bath. Two additional bedrooms offer flexibility for guests, office space, or family living, including one with a fireplace. In recent years, updates have been made to the electrical, heating and air conditioning systems, bathrooms, and exterior stonework and landscaping etc. Generous attic storage, and a lower level with excellent ceiling height and future potential. Convenient to Weston Reservoir trails and Weston’s top-rated schools.

118 Newton St, Weston

Listing courtesy of Listing Agent: Liyuan Bai from Listing Office: Gibson Sotheby's International Realty.
300 Glen Road, Weston
$4,950,000
5 Beds ⋅ 8 Baths ⋅ 73484372 MLS
Stunning shingle style 5 bedroom home on Weston's South side. Completely renovated kitchen & baths giving this home the ideal layout, style & convenient location. Light filled kitchen w/ large picture window overlooks the 2.68 acres plus abutting conservation land w/ trails. Huge center island & high end appliances w/ working fireplace in kitchen. Adjacent family room w/ coffered ceilings, fireplace & filled w/ built-ins. Paneled library and additional sittting room/2nd office on first floor. Dining room w/ butler pantry. Large mudroom. Gorgeous main bedroom w/ spa-like bath & large walk-in closet. 4 additional beds all with en-suite baths plus kids homework nook & 2nd family room. Third floor finished as bonus space. Spacious lower level with huge playroom with beverage center, exercise room, golf room, plus hockey play area & future media room w/ tiered seating. Bluestone patio w/ fire pit. Four floors of living! Close to Wellesley & routes to Boston. Top rated schools! A must see!

300 Glen Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
100 Westcliff Rd, Weston
$3,500,000
6 Beds ⋅ 7 Baths ⋅ 73480059 MLS
Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero appliances, and six en suite bedrooms including a serene primary suite with spa-like bath and dual walk-in closets. Multiple rooms offer options for offices, gym, or guest space. Expansive terraces and decks overlook lush landscaping and the tranquil pond. With five fireplaces, artisan millwork, and a three-car garage, this property offers a rare combination of privacy, beauty, and convenience just minutes to Wellesley, Weston Center, and Boston.

100 Westcliff Rd, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

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