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Weston, MA Homes for Sale

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  • 105 Summer St, Weston, MA 02493
    105 Summer St, Weston, MA 02493
    105 Summer St, Weston, MA 02493
    /36

    $3,985,000

    Open Sun 1PM - 2PM $265K PRICE DROP
    • 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
  • 83 Brown St, Weston, MA 02493
    83 Brown St, Weston, MA 02493
    83 Brown 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
  • 9 Skating Pond Rd, Weston, MA 02493
    9 Skating Pond Rd, Weston, MA 02493
    9 Skating Pond Rd, Weston, MA 02493
    /34

    $4,995,000

    $255K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,338 Sq Ft

    9 Skating Pond Rd, Weston, MA 02493

    Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/

    Melissa Dailey Coldwell Banker Realty - Wellesley

    9 Skating Pond Rd, Weston, MA 02493
  • 11 Hillcrest Rd, Weston, MA 02493
    11 Hillcrest Rd, Weston, MA 02493
    11 Hillcrest Rd, Weston, MA 02493
    /42

    $3,650,000

    $345K PRICE DROP
    • 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
  • 21 Bemis St, Weston, MA 02493
    21 Bemis St, Weston, MA 02493
    21 Bemis St, Weston, MA 02493
    /37

    $3,850,000

    • 5 Beds
    • 5.5 Baths
    • 6,700 Sq Ft

    21 Bemis St, Weston, MA 02493

    Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Bemis St, Weston, MA 02493
  • 82 Deer Path Ln, Weston, MA 02493
    82 Deer Path Ln, Weston, MA 02493
    82 Deer Path Ln, Weston, MA 02493
    /42

    $6,495,000

    Open Sun 1:30PM - 3PM
    • 5 Beds
    • 7.5 Baths
    • 8,329 Sq Ft

    82 Deer Path Ln, Weston, MA 02493

    Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal

    Jonathan Caldwell ACRE Property Advisors LLC

    82 Deer Path Ln, Weston, MA 02493
  • 448 & 454 Concord Rd, Weston, MA 02493
    448 & 454 Concord Rd, Weston, MA 02493
    448 & 454 Concord 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
  • 153 Ridgeway Rd, Weston, MA 02493
    153 Ridgeway Rd, Weston, MA 02493
    153 Ridgeway Rd, Weston, MA 02493
    /42

    $3,750,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 6 Baths
    • 5,387 Sq Ft

    153 Ridgeway Rd, Weston, MA 02493

    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

    Felicia Captain Coldwell Banker Realty - Wellesley

    153 Ridgeway Rd, Weston, MA 02493
  • 64 Country Dr, Weston, MA 02493
    64 Country Dr, Weston, MA 02493
    64 Country Dr, Weston, MA 02493
    /39

    $3,750,000

    Open Sun 11AM - 12PM
    • 7 Beds
    • 7 Baths
    • 6,710 Sq Ft

    64 Country Dr, Weston, MA 02493

    Stately brick-front Colonial in Weston Estates set on a spectacular 2.45 acres. A foyer with a gracious staircase opens to a front-to-back living room with a fireplace and a formal dining room. The newly renovated kitchen with a bright breakfast area opens to a sun-drenched sunroom overlooking the idyllic grounds with a waterfall and Koi pond. An inviting family room with a fireplace, mudroom and

    Mizner+ Montero Gibson Sotheby's International Realty

    64 Country Dr, Weston, MA 02493
  • 55 Oakdale Ave, Weston, MA 02493
    55 Oakdale Ave, Weston, MA 02493
    55 Oakdale Ave, Weston, MA 02493
    /42

    $3,795,000

    • 4 Beds
    • 5.5 Baths
    • 5,126 Sq Ft

    55 Oakdale Ave, Weston, MA 02493

    Architecturally designed, this 2024 modern farmhouse is beautifully sited on a level lot in the coveted south side of Weston. This thoughtfully 4 bed/5.5 bath Single Family is crafted with custom finishes across three levels, the sun-drenched open floor plan features 9' ceilings, crown moldings, and seamless flow. The chef’s kitchen offers custom cabinetry, Quartz “Blue Savoi” countertops, and a

    Christman Johnsson Group Hammond Residential Real Estate

    55 Oakdale Ave, Weston, MA 02493
  • 21 Westerly Rd, Weston, MA 02493
    21 Westerly Rd, Weston, MA 02493
    21 Westerly Rd, Weston, MA 02493
    /38

    $4,595,000

    $400K PRICE DROP
    • 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
  • 568 Wellesley St, Weston, MA 02493
    568 Wellesley St, Weston, MA 02493
    568 Wellesley St, Weston, MA 02493
    /38

    $4,388,000

    $300K PRICE DROP
    • 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
  • 11 Winthrop Cir, Weston, MA 02493
    11 Winthrop Cir, Weston, MA 02493
    11 Winthrop Cir, Weston, MA 02493
    /34

    $4,150,000

    Open Sun 3PM - 4:30PM $275K PRICE DROP
    • 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
  • 14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    /24

    $6,980,000

    $1M PRICE DROP
    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    14 Greylock Rd, Wellesley Hills, MA 02481

    Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

    Bobby Morgenstern Gibson Sotheby's International Realty

    14 Greylock Rd, Wellesley Hills, MA 02481
  • 48 Scotch Pine Rd, Wellesley Hills, MA 02481
    48 Scotch Pine Rd, Wellesley Hills, MA 02481
    48 Scotch Pine Rd, Wellesley Hills, MA 02481
    /34

    $5,200,000

    $295K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 7,345 Sq Ft

    48 Scotch Pine Rd, Wellesley Hills, MA 02481

    Incredible custom renovated 5 bedroom home that has undergone significant upgrades making this one of Wellelsey's sought after properties. White washed brick face exterior with pea stone drive and parking court all trimmed in cobblestone creates a gorgeous approach. Stunning 2 story foyer with herring bone floors greets you into this welcoming 7300 sq ft space on nearly one acre of flat and

    Melissa Dailey Coldwell Banker Realty - Wellesley

    48 Scotch Pine Rd, Wellesley Hills, MA 02481
  • 302 Concord Rd, Weston, MA 02493
    302 Concord Rd, Weston, MA 02493
    302 Concord Rd, Weston, MA 02493
    /31

    $1,849,000

    Open Sun 11AM - 1PM $401K PRICE DROP
    • 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
  • 786 Boston Post Rd, Weston, MA 02493
    786 Boston Post Rd, Weston, MA 02493
    786 Boston Post Rd, Weston, MA 02493
    /32

    $1,475,000

    $24K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,950 Sq Ft

    786 Boston Post Rd, Weston, MA 02493

    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

    The Allain Group Compass

    786 Boston Post Rd, Weston, MA 02493
  • 70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    /42

    $9,990,000

    $510K PRICE DROP
    • 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
  • 23 Stony Brook Rd, Weston, MA 02493
    23 Stony Brook Rd, Weston, MA 02493
    23 Stony Brook Rd, Weston, MA 02493
    /33

    $2,495,000

    • 4 Beds
    • 2.5 Baths
    • 4,157 Sq Ft

    23 Stony Brook Rd, Weston, MA 02493

    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

    Jeanne Fleming Gibson Sotheby's International Realty

    23 Stony Brook Rd, Weston, MA 02493
  • 7 Longmeadow Rd, Weston, MA 02493
    7 Longmeadow Rd, Weston, MA 02493
    7 Longmeadow Rd, Weston, MA 02493
    /12

    $1,375,000

    Open Sun 11AM - 12PM
    • 3 Beds
    • 3 Baths
    • 2,357 Sq Ft

    7 Longmeadow Rd, Weston, MA 02493

    Located in a highly desirable Northside neighborhood in Weston, this charming ranch-style home offers exceptional potential.Featuring threebedrooms and a four-bedroom septic system,the property presents a wonderful opportunity to expand or enjoy as is. The home boasts a bright, open living and dining area centered around a striking two-sided fireplace ideal for both everyday living and

    Deena Powell Gibson Sotheby's International Realty

    7 Longmeadow Rd, Weston, MA 02493
  • 55 Forest Ridge Rd, Weston, MA 02493
    55 Forest Ridge Rd, Weston, MA 02493
    55 Forest Ridge Rd, Weston, MA 02493
    /42

    $2,695,000

    Open Sun 3PM - 4PM $255K PRICE DROP
    • 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
  • 24 Trailside Rd, Weston, MA 02493
    24 Trailside Rd, Weston, MA 02493
    24 Trailside Rd, Weston, MA 02493
    /31

    $3,295,000

    Open Sun 11:30AM - 12:30PM $155K PRICE DROP
    • 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
  • 4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    /42

    $29,000,000

    $5M PRICE DROP
    • 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
  • 19 Old Rd, Weston, MA 02493
    19 Old Rd, Weston, MA 02493
    19 Old Rd, Weston, MA 02493
    /41

    $2,289,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,784 Sq Ft

    19 Old Rd, Weston, MA 02493

    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,

    Wei Wenny Fu Phoenix Real Estate

    19 Old Rd, Weston, MA 02493
  • 172 Country Dr, Weston, MA 02493
    172 Country Dr, Weston, MA 02493
    172 Country Dr, Weston, MA 02493
    /39

    $3,350,000

    $145K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 5,023 Sq Ft

    172 Country Dr, Weston, MA 02493

    Incredible renovations to this stately brick colonial on a professionally landscaped 1.58 acres. Private views and wooded paths in the back yet nestled in one of Weston's favorite Southside neighborhoods. This 5/6 bedroom home has been transformed. Extensive improvements with new appliances in the kitchen that opens into a breakfast area with wetbar. Walk- in food pantry. Family room with

    Melissa Dailey Coldwell Banker Realty - Wellesley

    172 Country Dr, Weston, MA 02493
  • 451 Wellesley St, Weston, MA 02493
    451 Wellesley St, Weston, MA 02493
    451 Wellesley St, 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
  • 56 Cart Path Rd, Weston, MA 02493
    56 Cart Path Rd, Weston, MA 02493
    56 Cart Path Rd, Weston, MA 02493
    /42

    $6,999,000

    $599K PRICE DROP
    • 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
  • 1 Graystone Ln, Weston, MA 02493
    1 Graystone Ln, Weston, MA 02493
    1 Graystone Ln, Weston, MA 02493
    /40

    $3,250,000

    • 4 Beds
    • 5.5 Baths
    • 6,419 Sq Ft

    1 Graystone Ln, Weston, MA 02493

    This sophisticated, contemporary Colonial, custom built in 1995, offers over 6,400 sq ft of beautifully updated living space with high-end finishes throughout. Ideally sited on a private Southside cul-de-sac, it’s surrounded by meticulously maintained, English garden–style grounds, creating a serene setting.Featuring 4 bedrooms, 5 full baths, and 1 half bath, the home blends timeless elegance

    Dean Poritzky Engel & Völkers Wellesley

    1 Graystone Ln, Weston, MA 02493
  • 67 Byron Rd, Weston, MA 02493
    67 Byron Rd, Weston, MA 02493
    67 Byron 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
  • 180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    /39

    $31,500,000

    $7M PRICE DROP
    • 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
  • 14 October Ln, Weston, MA 02493
    14 October Ln, Weston, MA 02493
    14 October Ln, Weston, MA 02493
    /39

    $1,885,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 3 Baths
    • 3,485 Sq Ft

    14 October Ln, Weston, MA 02493

    Situated at 14 October Ln in Weston, MA, this single-family residence, constructed in 1960, offers 3485 square feet of meticulously maintained living space. This attractive property, in great condition, presents an exceptional opportunity for refined living within a distinguished community. The kitchen serves as a central gathering space, distinguished by its high ceiling, elegant stone counters,

    Steven In RE/MAX Culture

    14 October Ln, Weston, MA 02493
  • 286 Country Dr, Weston, MA 02493
    286 Country Dr, Weston, MA 02493
    286 Country Dr, Weston, MA 02493
    /39

    $7,590,000

    $205K PRICE DROP
    • 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
  • 40 Hobbs Brook Rd, Weston, MA 02493
    40 Hobbs Brook Rd, Weston, MA 02493
    40 Hobbs Brook Rd, Weston, MA 02493
    /42

    $1,750,000

    $140K PRICE DROP
    • 3 Beds
    • 6 Baths
    • 3,345 Sq Ft

    40 Hobbs Brook Rd, Weston, MA 02493

    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

    Mizner+ Montero Gibson Sotheby's International Realty

    40 Hobbs Brook Rd, Weston, MA 02493
  • 20 Old Rd, Weston, MA 02493
    20 Old Rd, Weston, MA 02493
    20 Old Rd, Weston, MA 02493
    /35

    $2,325,000

    Open Sun 12PM - 1:30PM
    • 4 Beds
    • 5 Baths
    • 5,212 Sq Ft

    20 Old Rd, Weston, MA 02493

    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.

    Dean Poritzky Engel & Völkers Wellesley

    20 Old Rd, Weston, MA 02493
  • 5 Deer Path Ln, Weston, MA 02493
    5 Deer Path Ln, Weston, MA 02493
    5 Deer Path Ln, Weston, MA 02493
    /31

    $7,295,000

    Open Sun 12PM - 1:30PM
    • 6 Beds
    • 7.5 Baths
    • 8,773 Sq Ft

    5 Deer Path Ln, Weston, MA 02493

    This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal & informal spaces. The dining/living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances & wet bar adjoins a generous eat-in area & fireplaced family room

    Beyond Boston Properties Group Compass

    5 Deer Path Ln, Weston, MA 02493
  • 416 Conant Rd, Weston, MA 02493
    416 Conant Rd, Weston, MA 02493
    416 Conant Rd, Weston, MA 02493
    /15

    $2,399,000

    $201K PRICE DROP
    • 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
  • 132 Country Dr, Weston, MA 02493
    132 Country Dr, Weston, MA 02493
    132 Country Dr, Weston, MA 02493
    /19

    $7,550,000

    • 6 Beds
    • 9 Baths
    • 8,863 Sq Ft

    132 Country Dr, Weston, MA 02493

    Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen

    Sheryl Simon Gibson Sotheby's International Realty

    132 Country Dr, Weston, MA 02493
  • 300 Glen Rd, Weston, MA 02493
    300 Glen Rd, Weston, MA 02493
    300 Glen Rd, Weston, MA 02493
    /40

    $5,245,000

    $550K PRICE DROP
    • 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
  • 183 Conant Rd, Weston, MA 02493
    183 Conant Rd, Weston, MA 02493
    183 Conant Rd, Weston, MA 02493
    /22

    $3,075,000

    Open Sun 11:30AM - 1PM $120K PRICE DROP
    • 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
  • 44 Meadowbrook Rd, Weston, MA 02493
    44 Meadowbrook Rd, Weston, MA 02493
    44 Meadowbrook Rd, Weston, MA 02493
    /42

    $5,999,000

    • 4 Beds
    • 7 Baths
    • 7,600 Sq Ft

    44 Meadowbrook Rd, Weston, MA 02493

    This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has

    Mizner+ Montero Gibson Sotheby's International Realty

    44 Meadowbrook Rd, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 2

Massachusetts Middlesex County Weston

Real Estate & Homes for Sale in Weston, MA

Why Live in Weston

Weston, Massachusetts, is a small, affluent community located approximately 12 miles west of downtown Boston. Known for its secluded, nature-enveloped lifestyle, Weston boasts a low population density with residents living on large, forested properties averaging nearly 1 ½ acres. The town features stately homes, including Colonials, Cape Cods, and farmhouses, with floor plans averaging over 4,000 square feet. Weston is home to highly rated schools, including Country Elementary, Woodland Elementary, Field Elementary, Weston Middle School, and Weston High School, all of which are part of the state's second-best school district. The town offers a variety of recreational activities with over 2,000 acres of public parks and nature preserves, including the Mass Central Rail Trail and College Pond. The Weston Golf Club provides an upscale experience with golf, tennis, and swimming facilities. The Weston Art & Innovation Center offers creative studios equipped with printing presses, 3D printers, and sewing machines. The town center on Boston Post Road features restaurants like Heirloom, a grocery store, and other essential services. Commuters can easily access Boston via Interstate 90, Interstate 95, U.S. Route 20, or the Massachusetts Bay Transportation Authority's train service from Kendal Green station. Weston is safer than the national average, with crime levels rated extremely low across all categories.

Learn more about living in Weston

Frequently Asked Questions

What is the average home price in Weston, MA?
Homes for sale in Weston, MA have an average home price of $3,745,065.
How many homes have sold over the last 12 months in Weston, MA?
141 homes have sold in Weston, MA over the last 12 months.
What are the most popular zip codes in Weston, MA?
The most popular zip codes in Weston, MA include 02493, 02453, 01778, 02451 and 02466.
How much do you need to make to afford a house in Weston?
The median home price in Weston is $2,785,000. If you put a 20% down payment of $557,000 and had a 30-year fixed mortgage with an interest rate of 6.36%, your estimated principal and interest payment would be $13,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $595K a year to afford the median home price in Weston. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Weston, MA?
Weston, MA has highly rated public and private schools. Some of the best schools in Weston based on Niche Grades are Chapel Hill Chauncy Hall School, Country Elementary School and Fessenden School. Browse all the schools in Weston, MA to learn more.

Home Trends in Weston, MA

On average, homes in Weston, MA sell after 62 days on the market compared to the national average of 58 days. The median sale price for homes in Weston, MA over the last 12 months is $2,397,600, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,397,600
Median Single Family Sale Price
$2,700,000
Median Townhouse Sale Price
$819,750
Median 2 Bedroom Sale Price
$840,850
Median 1 Bedroom Sale Price
$441,000
Average Price Per Sq Ft
$615
Number of Homes for Sale
48
Last 12 months Home Sales
141
Months of Supply
4.10
Median List Price
$2,785,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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