Weston, MA Homes for Sale with Garage

• 

  

  

  /36

  $1,850,000

  • 3 Beds
  • 4 Baths
  • 4,030 Sq Ft

  16 Livermore Ln, Weston, MA 02493

  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

  Denise Mosher Coldwell Banker Realty - Weston

  16 Livermore Ln, Weston, MA 02493
• Explore Weston

• 

  

  

  /31

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  302 Concord Rd, Weston, MA 02493

  Exceptional Victorian elegance on 1.42 picturesque acres abutting the Jericho Town Forest. This architecturally significant home is defined by stunning period details, dual staircases, and a sun-filled conservatory. A rare highlight is the separate, heated carriage house with a kitchenette and full bath—whether you envision a private guest wing, a sophisticated home office, or a creative studio,

  Betsy Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  302 Concord Rd, Weston, MA 02493
• 

  

  

  /40

  $4,250,000

  • 4 Beds
  • 6 Baths
  • 5,018 Sq Ft

  105 Summer St, Weston, MA 02493

  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

  Mizner+ Montero Gibson Sotheby's International Realty

  105 Summer St, Weston, MA 02493
• 

  

  

  /42

  $1,799,000

  • 4 Beds
  • 2.5 Baths
  • 2,596 Sq Ft

  556 Wellesley St, Weston, MA 02493

  Iconic front porch welcomes you into this charming circa-1901 farmhouse. The front foyer opens to gracious living and dining rooms with a fireplace. Updated kitchen and family room with plenty of storage and easy access to a deck overlooking a flat backyard with patio and play area. The second floor offers a primary suite with vaulted ceilings and an en suite bath, three additional bedrooms, and

  Chaplin Partners Compass

  556 Wellesley St, Weston, MA 02493
• 

  

  

  /40

  $4,680,000

  • 6 Beds
  • 6.5 Baths
  • 7,658 Sq Ft

  83 Brown St, Weston, MA 02493

  This recently built custom home presents a modern design and refined detail. A dramatic two-story foyer and the open family room make an immediate statement. The dining room complements the open and airy floor plan with beautiful hardwood floors and soaring ceilings The stylish kitchen features a large center island, wet bar, and spacious dining area opening to a sun-filled family room accented

  Mizner+ Montero Gibson Sotheby's International Realty

  83 Brown St, Weston, MA 02493
• 

  

  /42

  $2,250,000

  • 5 Beds
  • 2.5 Baths
  • 3,847 Sq Ft

  823 Boston Post Rd, Weston, MA 02493

  Hayfields, a charming country estate, offers thoughtfully restored 1750's farmhouse, 5 stall barn with attached 2 car garage, heated 19x12 exercise/art studio, and additional 2 car garage with extra farm equipment storage bay all set on 2.21 acres. Updated for modern living, this 5 bedroom home offers formal living room, dining room with vaulted ceilings, bar, fieldstone fireplace looking out

  Chaplin Partners Compass

  823 Boston Post Rd, Weston, MA 02493
• 

  

  /28

  $4,199,000

  • 4 Beds
  • 6 Baths
  • 6,626 Sq Ft

  253 Highland St, Weston, MA 02493

  This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium

  Rose Hall Blue Ocean Realty, LLC

  253 Highland St, Weston, MA 02493
• 

  

  /36

  $1,850,000

  • 3 Beds
  • 4 Baths
  • 4,030 Sq Ft

  16 Livermore Ln Unit 16, Weston, MA 02493

  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

  Denise Mosher Coldwell Banker Realty - Weston

  16 Livermore Ln Unit 16, Weston, MA 02493
• 

  

  /42

  $9,990,000

  • 5 Beds
  • 10 Baths
  • 11,352 Sq Ft

  70 Possum Rd, Weston, MA 02493

  This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include

  Rose Hall Blue Ocean Realty, LLC

  70 Possum Rd, Weston, MA 02493
• 

  

  /30

  $2,800,000

  • 5 Beds
  • 3 Baths
  • 5,328 Sq Ft

  169 Hickory Rd, Weston, MA 02493

  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

  Dean Poritzky Engel & Völkers Wellesley

  169 Hickory Rd, Weston, MA 02493
• 

  

  /32

  $699,000

  • 2 Beds
  • 1 Bath
  • 1,564 Sq Ft

  133 Wellesley St, Weston, MA 02493

  Imagine restoring an iconic school house built in 1910! Set on .68 acres of upland meadow on land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. This little gem located between the Barn and Rand House is awaiting its next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center, or get inspired with conceptual

  Chaplin Partners Compass

  133 Wellesley St, Weston, MA 02493
• 

  

  /42

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 5,285 Sq Ft

  11 Hillcrest Rd, Weston, MA 02493

  Stunning 5-bedroom, 3.5-bath contemporary multi-level home, thoughtfully gut renovated and expanded in 2008, offering impressive space, craftsmanship, and design. The gourmet eat-in kitchen opens seamlessly to a generous family room with fireplace and custom built-ins, creating an ideal setting for everyday living. An elegant formal living room and dining room with fireplace and built-ins add

  Denise Mosher Coldwell Banker Realty - Weston

  11 Hillcrest Rd, Weston, MA 02493
• 

  

  /26

  $1,695,000

  • 3 Beds
  • 3 Baths
  • 4,100 Sq Ft

  40 Bakers Hill Rd, Weston, MA 02493

  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

  Denise Mosher Coldwell Banker Realty - Weston

  40 Bakers Hill Rd, Weston, MA 02493
• 

  

  /42

  $2,950,000

  • 4 Beds
  • 3.5 Baths
  • 5,095 Sq Ft

  55 Forest Ridge Rd, Weston, MA 02493

  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

  Denise Mosher Coldwell Banker Realty - Weston

  55 Forest Ridge Rd, Weston, MA 02493
• 

  

  /36

  $2,740,000

  • 4 Beds
  • 7 Baths
  • 5,181 Sq Ft

  130 Summer St, Weston, MA 02493

  Welcome to stunning customized luxury home. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with french slide doors present you natural light & tree view for all seasons. It seamlessly flows into the dining area and a grand living room

  Soyeon Yang Spark Real Estate

  130 Summer St, Weston, MA 02493
• 

  

  /31

  $3,450,000

  • 4 Beds
  • 4.5 Baths
  • 7,195 Sq Ft

  24 Trailside Rd, Weston, MA 02493

  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

  Mizner+ Montero Gibson Sotheby's International Realty

  24 Trailside Rd, Weston, MA 02493
• 

  

  /41

  $6,750,000

  • 6 Beds
  • 9 Baths
  • 11,330 Sq Ft

  448 & 454 Concord Rd, Weston, MA 02493

  A rare and exceptional six bedroom estate is complemented by a 3 bedroom shingle style guest cottage. With timeless architectural appeal, the home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and

  Mizner+ Montero Gibson Sotheby's International Realty

  448 & 454 Concord Rd, Weston, MA 02493
• 

  

  /37

  $4,195,000

  • 6 Beds
  • 6.5 Baths
  • 9,038 Sq Ft

  100 Westcliff Rd, Weston, MA 02493

  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

  Donahue Maley & Burns Team Compass

  100 Westcliff Rd, Weston, MA 02493
• 

  

  /42

  $10,495,000

  • 6 Beds
  • 8 Baths
  • 10,845 Sq Ft

  8 Hidden Rd, Weston, MA 02493

  Significant turnkey custom residence in prime Weston Golf Club neighborhood with expansive yard. 6-bedroom shingle-and-stone manor with copper accents and refined finishes, privately set above Hidden Road. Tucked behind mature landscaping, a winding drive leads to a flat motor court with generous parking. Foyer opens to living room with fireplace and backyard access. Dining room served by

  Chaplin Partners Compass

  8 Hidden Rd, Weston, MA 02493
• 

  

  /42

  $34,000,000

  • 6 Beds
  • 8 Baths
  • 12,714 Sq Ft

  4 Willow Rd, Weston, MA 02493

  Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

  Mizner+ Montero Gibson Sotheby's International Realty

  4 Willow Rd, Weston, MA 02493
• 

  

  /32

  $9,950,000

  • 5 Beds
  • 9 Baths
  • 8,633 Sq Ft

  76 Robin Rd, Weston, MA 02493

  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

  The Shulkin Wilk Group Compass

  76 Robin Rd, Weston, MA 02493
• 

  

  /28

  $4,800,000

  • 5 Beds
  • 6.5 Baths
  • 12,144 Sq Ft

  451 Wellesley St, Weston, MA 02493

  Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible

  Yang Liu Weston Realty LLC

  451 Wellesley St, Weston, MA 02493
• 

  

  /42

  $7,598,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  56 Cart Path Rd, Weston, MA 02493

  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

  Rose Hall Blue Ocean Realty, LLC

  56 Cart Path Rd, Weston, MA 02493
• 

  

  /42

  $14,850,000

  • 7 Beds
  • 12 Baths
  • 18,725 Sq Ft

  67 Byron Rd, Weston, MA 02493

  Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

  Maggie Gold Seelig MGS Group Real Estate LTD

  67 Byron Rd, Weston, MA 02493
• 

  

  /41

  $3,599,000 Open Sat 11:30AM - 1PM

  • 6 Beds
  • 10 Baths
  • 11,283 Sq Ft

  55 Hillcrest Rd, Weston, MA 02493

  Rare Weston waterfront estate on Duck Pond, tucked away on a quiet cul-de-sac with nearly 2 private acres and sweeping unobstructed water views. This waterfront luxury home offers 6 bedrooms, 8 full baths, and 2 half baths across three finished levels. Features include an extended length 4-car heated garage, elevator, dual staircases, whole-home surround sound and two sets of laundry. Grand

  Rose Hall Blue Ocean Realty, LLC

  55 Hillcrest Rd, Weston, MA 02493
• 

  

  /39

  $31,500,000

  • 6 Beds
  • 12 Baths
  • 21,000 Sq Ft

  180 Ash St, Weston, MA 02493

  This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

  Maggie Gold Seelig MGS Group Real Estate LTD

  180 Ash St, Weston, MA 02493
• 

  

  /39

  $7,795,000

  • 6 Beds
  • 7.5 Baths
  • 8,421 Sq Ft

  286 Country Dr, Weston, MA 02493

  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

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  286 Country Dr, Weston, MA 02493
• 

  

  /31

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft

  14 Westland Rd, Weston, MA 02493

  Welcome to this beautifully maintained split-level home nestled in one of Weston’s premier neighborhoods. Featuring hardwood floors throughout, wainscotting & excellent natural lighting, this property offers timeless appeal. Walk into the spacious living room offering an inviting place to gather and leading to the added bonus of a screened-in porch—perfect for relaxing while overlooking the

  Mike DelRose Coldwell Banker Realty - Belmont

  14 Westland Rd, Weston, MA 02493
• 

  

  /33

  $3,625,000

  • 3 Beds
  • 3.5 Baths
  • 4,985 Sq Ft

  1 Pine Summit Cir, Weston, MA 02493

  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

  Leeann Yolin Coldwell Banker Realty - Weston

  1 Pine Summit Cir, Weston, MA 02493
• 

  

  /15

  $2,490,000

  • 4 Beds
  • 4.5 Baths
  • 3,395 Sq Ft

  416 Conant Rd, Weston, MA 02493

  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

  Derek Greene The Greene Realty Group

  416 Conant Rd, Weston, MA 02493
• 

  

  /42

  $850,000

  • 1 Bath
  • 3,614 Sq Ft

  135 Wellesley St, Weston, MA 02493

  Imagine the possibilities in repurposing Hillcrest Stables, the jewel of the Case Estates. Built in 1927, this gorgeous brick barn is built to last, with concrete and large timber providing many options for the next owner. West-facing walkout concrete and fieldstone lower level with three barn doors providing access for up to 6 cars. This site was previously owned by Harvard University’s Arnold

  Chaplin Partners Compass

  135 Wellesley St, Weston, MA 02493
• 

  

  /40

  $5,795,000

  • 5 Beds
  • 8 Baths
  • 9,200 Sq Ft

  300 Glen Rd, Weston, MA 02493

  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,

  Melissa Dailey Coldwell Banker Realty - Wellesley

  300 Glen Rd, Weston, MA 02493
• 

  

  /22

  $3,195,000

  • 4 Beds
  • 4.5 Baths
  • 5,438 Sq Ft

  183 Conant Rd, Weston, MA 02493

  Stunning custom new construction in a prime Weston location offering 5,500+ 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

  Gabby Cefalo Coldwell Banker Realty - Wellesley

  183 Conant Rd, Weston, MA 02493
• 

  

  /38

  $4,795,000

  • 6 Beds
  • 7 Baths
  • 7,000 Sq Ft

  21 Westerly Rd, Weston, MA 02493

  1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

  Melissa Dailey Coldwell Banker Realty - Wellesley

  21 Westerly Rd, Weston, MA 02493
• 

  

  /37

  $5,495,000

  • 5 Beds
  • 8 Baths
  • 8,363 Sq Ft

  9 Sanderson Ln, Weston, MA 02493

  Tucked away on one of Weston’s most coveted culdesacs, this stunning 5 bedroom Colonial will steal your heart. Renovated both inside and out in the last few years including a new roof and heating system, the home offers soaring ceilings, grand proportions. A formal two story entry flanked by entertainment sized dining room with butler pantry and fire placed livingroom large enough for a crowd

  Donahue Maley & Burns Team Compass

  9 Sanderson Ln, Weston, MA 02493
• 

  

  /38

  $29,000,000

  • 6 Beds
  • 8 Baths
  • 17,067 Sq Ft

  9 Atlas Ln, Weston, MA 02493

  Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its

  Mizner+ Montero Gibson Sotheby's International Realty

  9 Atlas Ln, Weston, MA 02493
• 

  

  /37

  $4,388,000

  • 5 Beds
  • 7 Baths
  • 8,844 Sq Ft

  568 Wellesley St, Weston, MA 02493

  Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded

  Rose Hall Blue Ocean Realty, LLC

  568 Wellesley St, Weston, MA 02493
• 

  

  /36

  $6,950,000

  • 5 Beds
  • 7 Baths
  • 8,451 Sq Ft

  15 Myles Standish Rd, Weston, MA 02493

  Architecturally striking Prairie-style contemporary custom built with a refined focus on nature, craftsmanship, and simplicity. South-facing open layout with walls of glass overlooking professionally designed grounds and serene private setting. Heated pool with automatic cover and integrated jacuzzi, with pool and landscape irrigation supplied by a private well. German-engineered windows offer

  Alptug Kantar Boston Brokerage Group

  15 Myles Standish Rd, Weston, MA 02493
• 

  

  /34

  $4,425,000

  • 5 Beds
  • 6.5 Baths
  • 8,500 Sq Ft

  11 Winthrop Cir, Weston, MA 02493

  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

  Sheryl Simon Gibson Sotheby's International Realty

  11 Winthrop Cir, Weston, MA 02493
• 

  

  /41

  $3,199,900 New Construction

  • 5 Beds
  • 6.5 Baths
  • 7,317 Sq Ft

  6 Clifford Ln, Weston, MA 02493

  Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $437 psf vs the average new home in Weston is over $700 psf. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room

  Gary Litchfield Mass. Real Estate Solutions, LLC

  6 Clifford Ln, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 2