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$4,000
2 Beds ⋅ 2 Baths ⋅ 73511367 MLS
Avalible 7/1! Bright and sunny Royal Barry townhouse in Stonegate at Weston! This home offers plenty of space, including a formal dining room and a large living room with a wood-burning fireplace that opens to your own private bluestone patio. The second-floor features two oversized bedrooms with large closets, plus attic access for extra storage. Enjoy the convenience of two deeded parking spaces right in front of your unit. The community has beautiful, shared spaces, conservation trails, and woods perfect for hiking or biking. It's also close to major highways, a short walk to Weston Center, or an easy ride into town on the commuter rail.

68 Jericho Rd Unit 68, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.
$14,000
5 Beds ⋅ 7 Baths ⋅ 73541772 MLS
Available 8/1 | Fully Furnished | Move-In ReadyBeautiful custom-built English Country Estate located in one of Weston’s most sought-after Southside neighborhoods. Situated on a private 1.4-acre landscaped lot, this exceptional home offers over 8,000 SF of living space, featuring a gourmet kitchen, grand fireplaced Great Room, home office, luxurious primary suite, finished lower level, and a heated pool and spa.Enjoy privacy, elegance, and convenient access to major commuting routes and Weston’s top-rated schools.Move-in Costs: First Month's Rent, Last Month's Rent, and Security Deposit.

23 Stonecroft, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$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.
$5,400
3 Beds ⋅ 2 Baths ⋅ 73541954 MLS
Spacious, comfortable 3+ bed unit in excellent commuter location offers easy one-floor living with a flowing layout. Foyer opens to the large living room that extends to the dining area and merges with the family room flanked by windows and a beautiful stone-façade fireplace. The updated eat-in kitchen has sliders to a private deck overlooking the serene and level backyard. Windows envelop the sunroom which can function as home office or spare bedroom, with its own private entrance. Two guest bedrooms share a full bath, while the large primary suite offers a private bathroom and walk-in closet. Central AC, polished hardwood floors, abundant windows and skylights throughout. 1 car detached garage, 1 outdoor space and circular driveway for easy street access. Pets with approval. Rent INCLUDES ALL UTILITIES except internet. Unit is part of a multi-family home, with PT dental practice. Near Silver Hill commuter train station into Boston, highways, and Weston Town Center.

494 North Ave Unit 1, Weston

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
$2,160,000
4 Beds ⋅ 5 Baths ⋅ 73505150 MLS
Beautifully renovated contemporary in one of Weston’s most sought-after neighborhoods, just moments from the town center and scenic trails. The sun-drenched open-concept main level features a stunning updated kitchen with quartz countertops and backsplash, an oversized island, and sleek cabinetry, flowing seamlessly into a three-season screened porch and expansive decks overlooking a private, tree-lined yard. A fireplaced living room, flexible first-floor bedroom, and full bath complete the main level. Upstairs offers three generously sized bedrooms, including a luxurious primary suite with cathedral ceilings, a spa-like bath, walk-in closet, private deck access, and a dedicated office alcove. The finished walk-out lower level, anchored by a fireplaced family room. Additional highlights include a heated two-car garage plus an additional covered parking space, central air, hardwood floors, and abundant storage. Enjoy Weston schools with easy access to major routes & commuter rail.

19 Old Road, Weston

Listing courtesy of Listing Agent: Wei Wenny Fu from Listing Office: Phoenix Real Estate.
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 73482620 MLS ⋅ ['Dickson Meadow'] BLDG.
Rarely available freestanding townhouse showcasing a spacious, thoughtfully designed floor plan, sweeping views, and an unbeatable location just moments from Weston Center and miles of hiking trails. Designed for everyday living and effortless entertaining, the chef’s kitchen flows seamlessly into a dramatic cathedral-ceiling family room anchored by a gas fireplace. Sliding doors open to an expansive deck, creating exceptional indoor-outdoor living. The luxurious first-floor primary is a private retreat, complete with a full bath and two walk-in closets. Upstairs, two generously sized bedrooms and another full bath provide comfortable accommodations for family or guests. Hardwood floors, central air, a whole house generator and an EV outlet in the garage add modern convenience. The finished walk-out lower level offers an expansive game room, half bath, and abundant storage. A screened porch offers protected outdoor enjoyment. An exceptional opportunity to enjoy low-maintenance living!

16 Livermore Lane Unit 16, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$7,500
5 Beds ⋅ 4 Baths ⋅ 73524479 MLS
Secure a rare rental opportunity in this sun-drenched Southside Raised Ranch, offering incredible space and privacy on a sprawling 1.77-acre lot. With gleaming hardwood floors and brilliant natural light throughout, this home is perfect for entertaining and everyday living. A generous, bright kitchen and breakfast nook flow seamlessly into a formal dining room with elegant French doors, opening to a spectacular vaulted family room anchored by a stunning floor-to-ceiling window. Enjoy unparalleled privacy in the secluded primary wing, featuring a private ante-room, vaulted ceilings, a walk-in closet, an en-suite bath, and sliders to a private balcony. The opposite wing houses four additional spacious bedrooms, perfect for family, roommates, or guests. Need extra space to work or play? A dedicated staircase leads to a home office, bonus room, and half-bath, plus a third-level flex room with vast attic storage. A lower-level rec room, dedicated laundry, and a tandem garage complete this

10 Radcliffe Rd, Weston

Listing courtesy of Listing Agent: Taylor Yates from Listing Office: Coldwell Banker Realty - Weston.
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 73499783 MLS
Fabulous colonial in a coveted Weston neighborhood, this beautifully maintained home offers the perfect blend of timeless charm and modern convenience. Thoughtfully updated in 2020, the kitchen and bathrooms showcase stylish finishes, quality craftsmanship, and today’s most sought-after features. The light-filled interior features a functional and inviting layout with generous living spaces, seamlessly connecting indoors and out. The updated kitchen serves as the heart of the home with adjoining family room and spacious screened in porch. Sited on a picturesque acre, this property provides both privacy and accessibility, just moments to Weston Center, top-rated schools, and major commuting routes. A turnkey opportunity to enjoy one of Weston’s most desirable locations.

27 Silver Hill, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Gibson Sotheby's International Realty.
$2,600,000
4 Beds ⋅ 4 Baths ⋅ 73486160 MLS
Turnkey Colonial blending luxury, comfort, and convenience with thoughtfully designed interiors, set on a sought-after cul-de-sac. A grand foyer leads to an updated kitchen featuring quartz countertops, stainless appliances, abundant cabinetry and a large island, opening seamlessly to a family room with soaring ceiling and direct access to an expansive patio. A formal living room with fireplace and a gracious dining room provide elegant spaces for gatherings. Upstairs, the impressive primary offers a vaulted ceiling, spa bath and walk-in closet, plus three additional bedrooms, a full bath, and convenient 2nd floor laundry. The finished 3rd floor adds a versatile bonus room with full bath, ideal for guests, office or playroom. All 4 baths are marble. An unfinished basement w/12’ ceilings offers excellent potential. The private, level backyard with charming gazebo creates a peaceful outdoor retreat. Ideally located near top schools, the commuter rail, bike path, shopping, & major routes.

55 Forest Ridge Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$2,695,000
5 Beds ⋅ 3 Baths ⋅ 73478053 MLS
Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the interior spaces are ideal for both entertaining and comfortable everyday living. The kitchen features European cabinetry, a generous center island, and premium appliances, and opens seamlessly to spacious living, dining, and family rooms. The home offers five well-proportioned bedrooms, including a serene primary suite with views of the landscaped grounds, a spa-like bath, and a walk-in closet. A fabulous walkout lower level provides outstanding additional space for recreation, gatherings, or a home gym, adding versatility to this special property.

169 Hickory Rd, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
$1,560,000
3 Beds ⋅ 4 Baths ⋅ 73533030 MLS
Newbury-style townhouse tucked away in a private cul-de-sac setting, offering an exceptional blend of luxury, privacy, and convenience. The open floor plan features soaring ceilings, hardwood floors, a dramatic cathedral-ceiling living room with a gas fireplace, a sun-filled breakfast area, private office, and a desirable first-floor primary suite with a walk-in closet and spa-inspired marble bath. An expansive deck overlooks conservation land, creating a peaceful setting for outdoor enjoyment. The second level offers a versatile loft, three spacious rooms, and a full bath, providing flexibility for family, guests, or home office needs. The finished lower level adds over 1,000 square feet of living space with a full bathroom, ideal for recreation, media, fitness or entertaining. Thoughtfully updated throughout with a renovated kitchen, remodeled bathrooms, custom closets, and designer lighting. Conveniently located near top rated Weston public schoos, commuter rail, and the Mass Pik

680 South Ave Unit 7, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$2,480,000
4 Beds ⋅ 4 Baths ⋅ 73510367 MLS ⋅ ['Highland Meadows'] BLDG.
Weston’s premier 55+ community offers luxury living with a maintenance-free lifestyle. This beautifully crafted home features 4 bedrooms, 3.5 baths, and approximately 3,250 sq ft across three finished levels designed for comfort and style. A welcoming two story foyer, a private home office and an open-concept living and dining room with custom built-ins, a gas fireplace, and sliders to a deck and patio. The cook’s kitchen boasts stainless steel appliances, abundant cabinetry, and a sunlit breakfast area with access to a deck showcasing scenic views. The first-floor primary with tray ceiling is a serene retreat with a luxe bath, walk-in closet, and private fenced patio. A half bath, laundry, and 2-car garage complete the main level. Upstairs offers a spacious bedroom, full bath, and versatile loft. The finished, walk out lower level includes a family room with fireplace, two additional bedrooms, a full bath, and generous storage. Enjoy a clubhouse, gym, tennis courts, and nearby trails.

12 Fillmore Place Unit 12, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$7,800
4 Beds ⋅ 3 Baths ⋅ 73488018 MLS
Discover this newly renovated, four-bedroom, 2.5-bath Colonial home in Southside Weston, available immediately! Just 2.5 miles from Field Elementary and less than a mile from Weston Middle and High Schools, this property offers convenience and ample space. The vast driveway fits at least eight cars, complemented by a three-car garage and an additional storage shed. Inside, enjoy brand-new appliances, fresh windows, updated flooring, and modernized bathrooms. The first floor boasts an eat-in kitchen, expansive dining and living areas, a cozy TV room, and an extra bonus room, with access to two decks. Upstairs, find four spacious bedrooms and two full baths. The partially finished walk-out basement provides extensive storage. Ideally situated near top-rated Weston schools, major roads, and shopping in both Weston Center and Wellesley, this home is perfect for families looking for comfort and convenience in a vibrant community. Come and see it now before it's gone!

75 Woodchester Drive, Weston

Listing courtesy of Listing Agent: Lin Wu from Listing Office: JW Real Estate Services, LLC.
$12,000
4 Beds ⋅ 4 Baths ⋅ 73525772 MLS
Rare find Luxury fully rebuilt stylish rental home on a quiet side street in a highly desired Wellesley Fells neighborhood walking distance to Rivers school. Beautifully set open floor plan, the living room and family room flow together making the home perfect for entertaining. Offering four bedrooms and four full baths including a luxurious Master Suite with cathedral ceilings and brand new additional apartment. This home is spread over two levels that include a newly built Accessory dwelling unit in lower level with it's own kitchen and a big full bathroom. Separate entrance and full windows and sliding doors. The kitchen offers ample natural light and the great layout including large walk in pantry and Thermador appliances. All new systems, new roof, new siding and new septic. Spacious deck overlooking lovely yard. Enjoy top rated schools and a beautiful serene neighborhood

44 Sherburn Cir, Weston

Listing courtesy of Listing Agent: Galina Laffer from Listing Office: Sterling Keys Realty.
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 73519385 MLS
Weston charm meets modern-day amenities at 153 Ridgeway Rd, a beautifully renovated historic residence set on 2.24 acres abutting conservation land & trails. Located in one of Weston’s most convenient location, this 5-bed home has been extensively renovated blending timeless character with modern updates.The reimagined & gracious floor plan features elegant entertaining spaces, updated kitchen, a great room with fireplace & wet-bar, playroom, mudroom with built-ins & finished lower-level gym. Add'l improvements include updated systems & baths, new windows & doors, refinished floors, interior & exterior painting & extensive landscaping.The primary suite with 2 walk-in closets features a fireplace & spectacular bath with octagon ceiling overlooking the park-like grounds.4 additional bedrooms and 3 updated baths complete the 2nd & 3rd floors.Outdoor spaces include a bluestone patio, deck, stone walls, gardens, fruit trees, treehouse, playground & an expansive yard! A rare Weston treasure!

153 Ridgeway Rd, Weston

Listing courtesy of Listing Agent: Felicia Captain from Listing Office: Coldwell Banker Realty - Wellesley.
$9,290,000
5 Beds ⋅ 9 Baths ⋅ 73483740 MLS
Magnificently sited on over two acres with breathtaking views of Weston Golf Club, this young Shingle and Stone estate blends timeless architecture with modern sophistication. Designed by award-winning architect Patrick Ahearn, this custom beauty offers over 8,600 square feet of freshly updated, Architectural Digest–worthy interiors filled with natural light. Highlights include a dazzling chef's kitchen with an oversized island, a fireplaced office, four ensuite bedrooms plus a luxurious primary suite with a beautiful spa bathroom, and an adjacent sun deck. The lower level has tall ceilings, a fireplaced entertainment lounge, a gym, wine cellar, wet bar, playroom, and space for a golf simulator. Surrounded by rolling lawns, stone terraces, and long views over the 7th fairway, this exceptional property offers a rare opportunity to live in one of Greater Boston’s most coveted estate locations.

76 Robin Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$3,075,000
4 Beds ⋅ 5 Baths ⋅ 73489268 MLS
Stunning custom new construction in a prime Weston location offering 5,400+ sqft of thoughtfully designed living space. This gorgeous home features a flexible open floor plan with option for a 1st-floor bedroom or office. The chef’s kitchen boasts premium appliances, gas cooktop, custom cabinetry, and a large center island perfect for entertaining. The 2nd level includes 3 spacious bedrooms, den w/closet & 2 baths, highlighted by a luxurious primary suite with spa-like bath and walk-in closets. A bright walk-out lower level with full bath provides ideal space for a media room, gym, or guest suite. Enjoy a private backyard with patio, deck, and serene conservation views. Conveniently located close to town, top-rated schools, shopping, and major routes!

183 Conant Rd, Weston

Listing courtesy of Listing Agent: Gabby Cefalo from Listing Office: Coldwell Banker Realty - Wellesley.
$4,000
2 Beds ⋅ 2 Baths ⋅ 73520320 MLS
TERRIFIC OPPORTUNITY TO RENT A SPACIOUS 2 BEDROOM TOWNHOUSE WITH HARDWOOD FLOORS, GREAT OPEN LAYOUT,MODERN KITCHEN,1.5 BATHS, PATIO. UNIT IS BEING PAINTED, NEW STOVE W/ MICROWAVE. COMPLEX IS SURROUNDED WITH BEAUTIFUL FLOWERS AND GREENERY. THIS TOWNHOUSE IS CENTRALLY LOCATED TO ROUTE 128, MASS PIKE, RESTAURANT,SHOPS, AND PUBLIC TRANSPORTATION. WESTON SCHOOL SYSTEM IS TOP NOTCH

66 Jericho Rd Unit 66, Weston

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.
$1,620,000
3 Beds ⋅ 3 Baths ⋅ 73485991 MLS
Set on a spectacular, level lot in one of Weston’s most popular neighborhoods, this beautifully maintained home offers exceptional space, comfort, and versatility. The sun-filled main level features an updated kitchen with granite countertops and stainless steel appliances, seamlessly connecting to an elegant dining room, expansive living room with picture window, and inviting sunroom. The private sleeping wing includes three generously sized bedrooms and two full baths, ideal for relaxation and functionality. The finished lower level adds valuable bonus space with a spacious playroom, private home office, laundry and full bath. An exceptional indoor pool elevates this home to the next level! Additional highlights include a two-car garage, abundant storage, central air, and hardwood floors. Ideally located with sidewalks to the commuter rail, close to miles of conservation trails, and offering access to top-rated Weston schools, this special property is a wonderful place to call home.

40 Bakers Hill Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$16,500
4 Beds ⋅ 5 Baths ⋅ 73482628 MLS
A striking modern architectural residence blending clean lines, abundant natural light, and thoughtful design for sophisticated yet comfortable living, with a quiet and peaceful atmosphere inside the home and private yard. The main level features an open-concept layout connecting the living room, dining area, and chef’s kitchen with high-end appliances and an oversized island, plus a fireplace-centered family room and a dramatic interior courtyard that fills the home with natural light. All four bedrooms are on this level, including a primary suite with private bath, one en-suite bedroom, and two bedrooms sharing a Jack & Jill bath, all with radiant heated floors. The walk-out lower level offers radiant heat, flexible recreation space, backyard access, and a mudroom connected to the garage. A secluded yard provides an ideal setting for entertaining guests. Fully owned solar panels on metal roof. Conveniently located near Weston High School with easy access to Wellesley amenities.

719 Wellesley St Unit A, Weston

Listing courtesy of Listing Agent: Shourui Tian from Listing Office: Weston Realty LLC.
$3,475,000
3 Beds ⋅ 4 Baths ⋅ 73472907 MLS ⋅ ['Highland Meadows'] BLDG.
Curated style and luxury to be found at 1 Pine Summit Circle. This spacious, stand alone condominium features an open floor plan, fabulous great room, private first floor primary suite with luxurious bath, study, and two walk in closets. The great room opens to a true cook's kitchen and is the heart of the home. A gas fireplace with marble surround, generous breakfast area, access to a private deck and screen porch are just a few of the many elegant features of this home. Utility/laundry, pantry and closet create a mud room that leads to the garage.Extensive millwork and high end finishes are found throughout.Two guest bedrooms ensuite on 2nd floor, and lower level is walkout with a large family room, office, flex room and extensive storage. Full house generator. Highland Meadows is located in a serene country environment and affords community enjoyment with a clubhouse,exercise facility, yoga studio,tennis and pickleball courts. Walking distance to charming Weston Center

1 Pine Summit Unit 1, Weston

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.
$9,700
4 Beds ⋅ 4 Baths ⋅ 73450793 MLS
Beautifully updated 4 bedroom, 3.5 bath colonial in Weston available for rent. Features include a grand two-story foyer, new oak floors, family room with gas fireplace and a modern kitchen with white cabinetry, quartz countertops and stainless steel appliances. Enjoy a sunroom, private office, formal dining room and finished lower level with full bath, exercise, media and play areas. Landscaped backyard with patio, built-in grill, fire pit and garden shed. Located in a private neighborhood within top-rated Weston school district. Home is available partially furnished. Please reach out for more photos of those spaces. Small pets are negotiable.

42 Willard Road, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$6,225,000
5 Beds ⋅ 9 Baths ⋅ 73512781 MLS
Privately set on 2.42 acres in Weston’s highly coveted South Side Country Club area, 41 Skating Pond Road offers over 11,000 sf of exceptional living space, recently renovated to the highest standard of fit & finish. The residence features 5 en suite bedrooms, 7 full baths, 2 half baths & attached 3 car garage. A dramatic 2 story foyer fills the home with natural light, while refined interiors include a sun filled solarium with windows on 3 sides. The award winning Christopher Peacock kitchen anchors the home, complemented by bespoke interiors by acclaimed designer Eric Roseff. A separate entry, commercial grade caterer's kitchen enables effortless entertaining on a grand scale. Additional amenities include private office, gym, sauna, steam room & climate controlled wine room. Ideally located near top Weston schools with convenient access to Rte. 128, the Mass Pike, Hanscom Field, downtown Boston & Logan Airport, this meticulously maintained estate offers a rare, turnkey opportunity.

41 Skating Pond Road, Weston

Listing courtesy of Listing Agent: Collin Sullivan from Listing Office: William Raveis R.E. & Home Services.
$2,850,000
5 Beds ⋅ 4 Baths ⋅ 73491547 MLS
48 Sunset Road — a beautifully updated home, in one of Weston’s most coveted neighborhoods. The open-concept layout is filled with natural light and designed for refined modern living. The chef’s kitchen features high-end appliances, including a Thermador gas range, Sub-Zero refrigerator, and oversized quartzite island, flowing seamlessly to the family and dining rooms. First floor also includes an expansive mudroom, office, full bath, and formal living room. Upstairs are four bedrooms, including a primary suite with a newly updated en-suite bath. The lower level offers additional flexible space for recreation. Finished living space above the garage is ideal for an in-law or au pair suite, home office, or private gym. The fenced backyard, with multiple decks and patios, provides privacy and serene views. Located near top-rated schools, town amenities and trails, this move-in-ready home combines elegance and comfort in an unbeatable neighborhood.

48 Sunset Rd, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.
$8,500
5 Beds ⋅ 4 Baths ⋅ 73498705 MLS
Quintessential Colonial situated in one of Weston's finest neighborhoods. A gracious marble foyer welcomes you to this elegant home loaded with architectural detail. The main level features a front-to-back living room, a banquet-sized dining room, a fire-placed family room w/ wet bar, and a brand new, open-concept eat-in kitchen equipped w/ high-end ss appliances, central island, granite countertops, and fabulous outside dining options in the enclosed porch. The upper level includes a master suite with a stunning bathroom w/luxury Jacuzzi, double vanities and a large walk-in closet. Four more oversized bedrooms and a home office complete this level. The lower level has a relaxation media/game room, two spacious bedrooms, a large exercise room and a full bath. Sun-drenched yard is perfect for gardening and family activities. Quick access to schools, shopping, and all major routes.

1 Sutton Place, Weston

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.
$7,180,000
6 Beds ⋅ 8 Baths ⋅ 73474235 MLS
This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each room with natural light, revealing serene garden views, multiple lounge and entertaining spaces, and seamless indoor–outdoor flow. Every detail designed for both elevated hosting and effortless everyday living: 6 ensuite bedrooms, custom closet systems, dedicated office spaces, a gaming room, gym, sauna, and expansive family + bonus rooms provide unmatched flexibility. Outdoor amenities include a roof-deck terrace, private tennis court, lush gardens, and full plans in hand for a future pool. A 3-car garage, solar integration, and a complete Savant smart-home system further elevate this home!

286 Country Dr, Weston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 73514045 MLS
Introducing this charming 1891 farmhouse, offering comfortable and stylish living across three thoughtfully designed floors. A welcoming farmer’s porch sets the tone, inviting you into this warm and character-filled home. Located on a quiet street in one of Weston’s most beloved neighborhoods, the property perfectly blends historic charm with everyday comfort. Inside, the home features inviting living spaces, rich character, and a lovely three-season porch perfect for relaxing or entertaining. The second floor is comprised of a spacious primary suite and two additional bedrooms. The third-floor bonus room features custom built-in beds and a private balcony overlooking the backyard, creating an ideal retreat for guests, a playroom, or additional living space.An additional barn offers tremendous potential for storage, studio space, hobbies, or future expansion. Adding to the home’s unique setting is an open field located directly across the street, enhancing the sense of space.

77 Brook Rd, Weston

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 73508588 MLS
This lovingly maintained single-family home is set on a 0.31-acre lot in one of Weston’s most desirable locations. This 4-bedroom, 2.5-bath residence offers 2,152 square feet of light-filled living space with a thoughtful, easy flow that suits both daily living and entertaining. Sunlight fills the home, highlighting warm hardwood floors and inviting, well-proportioned rooms. The main level features a spacious formal living room, formal dining area, and a well-appointed kitchen that connects seamlessly to another living area and out to the patio. Upstairs, four comfortable bedrooms and two full baths offer flexibility for family, guests, or a home office. Outside, the private backyard provides a peaceful setting for dining, play, or quiet afternoons, while a detached two-car garage adds convenience and storage. Ideally located near Weston’s schools, conservation land, and town center, with easy access to commuting routes, this home offers a wonderful balance of comfort and setting.

51 Wellesley Street, Weston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.
$3,100,000
4 Beds ⋅ 3 Baths ⋅ 73501674 MLS
Experience Vermont-style craftsmanship in this unique post-and-beam home on a nearly 3 acre, wooded Weston estate. Step inside to find light-filled living spaces framed by rich woodwork, vaulted ceilings & floor-to-ceiling windows. The open-concept main level features wide-board pine floors & a dramatic 2-story great room anchored by an ornate gas stove. A spacious kitchen with a stone island leads to a dining room for entertaining. The first-floor primary suite is a retreat with an en-suite bath and dual walk-in closets. This level also has a guest bedroom, office, mudroom & 2-car attached garage. Upstairs, find 2 oversized bedrooms & a sun-drenched family room. Enjoy the farmer’s porch, rear deck & path to the Norumbega Resevoir. A show-stopping barn offers oversized 3 garage parking & a versatile second-floor apartment with full bathroom. This private escape is minutes from top schools, Route 128 & Mass Pike. A unique, warm & quintessential New England gem close to Boston.

157 Oak Street, Weston

Listing courtesy of Listing Agent: Chris Vietor Homes from Listing Office: eXp Realty LLC.
$2,480,000
6 Beds ⋅ 4 Baths ⋅ 73499437 MLS
This modern Cape offers exceptional space and style. The home's design is enhanced with a saltwater pool, a large finished basement and adjoining pool house. The open floor plan is filled with natural light from oversized windows and showcases gleaming hardwood floors throughout. The newer kitchen is a chef’s dream, equipped with Sub-Zero, Miele, and Wolf appliances, a large island, breakfast bar, and spacious eat-in area. The grand living room is perfect for entertaining and family gatherings. The first floor also includes three generously sized bedrooms and a formal dining room that opens to a deck overlooking the private, expansive yard and pool. A sophisticated and luxurious primary suite and two additional bedroom with bath are located upstairs. This contemporary home is situated in Weston Estates, one of the town's most desirable neighborhoods. Convenient access to walking trails, top-ranked Weston schools, and all major transportation routes to Boston.

199 Country Rd, Weston

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

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