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Weston, MA Houses for Sale

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  • 51 Willard Rd, Weston, MA 02493
    51 Willard Rd, Weston, MA 02493
    51 Willard Rd, Weston, MA 02493
    /34

    $4,950,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 7,547 Sq Ft

    51 Willard Rd, Weston, MA 02493

    Looking to move in the summer of 2026 and add your own touches to your dream home? Set on a private road and nestled at the end of a quiet cul de sac, 51 Willard sits on 1.25 acres surrounded by natural beauty and luxury new construction. This rare offering invites you to craft a legacy estate defined by privacy, sophistication, and timeless design. Inside, over 7,500 square feet of living space

    Agent Photo

    Yassien Youssef

    Compass

    (339) 218-4223

    51 Willard Rd, Weston, MA 02493
  • 568 Wellesley St, Weston, MA 02493
    568 Wellesley St, Weston, MA 02493
    568 Wellesley St, Weston, MA 02493
    /30

    $4,500,000

    • 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
  • 741 Boston Post Rd, Weston, MA 02493
    741 Boston Post Rd, Weston, MA 02493
    741 Boston Post Rd, Weston, MA 02493
    /42

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 11,300 Sq Ft

    741 Boston Post Rd, Weston, MA 02493

    A modern masterpiece born from a dramatic barn conversion, this one-of-a-kind home completed in 2023 blends rustic charm with contemporary luxury. The residence offers soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces.The kitchen features sleek cabinetry, Miele appliances, and a huge quartz-wrapped island. The expansive living areas flow to outdoor

    Amy Rutkowski A. Rutkowski Realty, Inc.

    741 Boston Post Rd, Weston, MA 02493
  • 48 Myles Standish Rd, Weston, MA 02493
    48 Myles Standish Rd, Weston, MA 02493
    48 Myles Standish Rd, Weston, MA 02493
    /38

    $4,200,000

    • 6 Beds
    • 6.5 Baths
    • 9,383 Sq Ft

    48 Myles Standish Rd, Weston, MA 02493

    This extraordinary home seamlessly blends timeless elegance with modern Scandinavian aesthetics. The open design features an expansive kitchen with a soaring beamed cathedral ceiling accented with multiple skylights. Graceful archways lead to the living and dining rooms enhanced with a striking double-sided fireplace. A rich wood-paneled office is privately situated. A spacious family room with

    Mizner+ Montero Gibson Sotheby's International Realty

    48 Myles Standish Rd, 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

    $7,598,000

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

    56 Cart Path Rd, Weston, MA 02493

    Exquisite colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's best 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
  • 8 Conant Rd, Weston, MA 02493
    8 Conant Rd, Weston, MA 02493
    8 Conant Rd, Weston, MA 02493
    /42

    $8,999,999

    • 5 Beds
    • 9 Baths
    • 7,382 Sq Ft

    8 Conant Rd, Weston, MA 02493

    8 Conant Road is a grand estate that offers the perfect balance of ultimate privacy and the convenience of living in the heart of Weston’s center. This completely remodeled Tudor Revival sits on 3.05 acres, surrounded by magnificent gardens and mature landscaping, and perfectly placed at the end of a quiet street. The detached carriage house, also fully remodeled, features an apartment, 2

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    8 Conant Rd, Weston, MA 02493
  • 21 Bemis St, Weston, MA 02493
    21 Bemis St, Weston, MA 02493
    21 Bemis St, Weston, MA 02493
    /39

    $3,900,000

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

    21 Bemis St, Weston, MA 02493

    Stunning 5BR, 6BA home offering over 6,700sqft. of luxurious living space across two levels, plus a 3000sqft.+ unfinished lower level, ready for your vision. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, dramatic 8ft high French doors that flank the front & back of the home & incredible cypress wood home office with floor to ceiling

    Tori MacDowell Advisors Living - Weston

    21 Bemis St, Weston, MA 02493
  • 72 Love Ln, Weston, MA 02493
    72 Love Ln, Weston, MA 02493
    72 Love Ln, Weston, MA 02493
    /41

    $6,495,000

    • 5 Beds
    • 7 Baths
    • 8,210 Sq Ft

    72 Love Ln, Weston, MA 02493

    Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

    Deena Powell Advisors Living - Weston

    72 Love Ln, Weston, MA 02493
  • 15 Rockport Rd, Weston, MA 02493
    15 Rockport Rd, Weston, MA 02493
    15 Rockport Rd, Weston, MA 02493
    /42

    $4,695,000

    • 5 Beds
    • 9 Baths
    • 8,625 Sq Ft

    15 Rockport Rd, Weston, MA 02493

    Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

    Denise Mosher Coldwell Banker Realty - Weston

    15 Rockport Rd, Weston, MA 02493
  • 11 Winthrop Cir, Weston, MA 02493
    11 Winthrop Cir, Weston, MA 02493
    11 Winthrop Cir, Weston, MA 02493
    /42

    $4,680,000 Open Sun 1PM - 3PM

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

    11 Winthrop Cir, Weston, MA 02493

    This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with

    Dream Team Dreamega International Realty LLC

    11 Winthrop Cir, Weston, MA 02493
  • 11 Scotch Pine Cir, Wellesley Hills, MA 02481
    11 Scotch Pine Cir, Wellesley Hills, MA 02481
    11 Scotch Pine Cir, Wellesley Hills, MA 02481
    /42

    $3,889,000

    • 4 Beds
    • 6 Baths
    • 5,349 Sq Ft

    11 Scotch Pine Cir, Wellesley Hills, MA 02481

    Situated on a stunning cul-de-sac with ~1 acre in one of Wellesley’s premier locations, this stately Colonial blends exquisite architectural details with superb contemporary designs. 1st floor features a gourmet kitchen with updated Christopher Peacock custom cabinetry, high-end appliances, expansive central island, and a bright breakfast area with arched doors to the front patio. The two-story

    Wei Wenny Fu Phoenix Real Estate

    11 Scotch Pine Cir, Wellesley Hills, MA 02481
  • 200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    200 Cliff Rd, Wellesley Hills, MA 02481
    /33

    $5,350,000

    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff Rd, Wellesley Hills, MA 02481
  • 70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    /39

    $10,900,000

    • 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 its own 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

    Rose Hall Blue Ocean Realty, LLC

    70 Possum Rd, Weston, MA 02493
  • 50 Fairview Rd, Weston, MA 02493
    50 Fairview Rd, Weston, MA 02493
    50 Fairview Rd, Weston, MA 02493
    /28

    $3,350,000 Open Sun 12PM - 1:30PM

    • 5 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    50 Fairview Rd, Weston, MA 02493

    This elegant Colonial estate offers over 7,000 square feet of sun-filled living space, privately sited on nearly an acre in a sought-after neighborhood near conservation land and trails. With five bedrooms and seven full baths, the home features an open floor plan ideal for modern living and entertaining. A dramatic two-story foyer leads to beautifully detailed living and dining rooms. The chef’s

    Dean Poritzky Engel & Völkers Wellesley

    50 Fairview Rd, Weston, MA 02493
  • 32 Intervale Rd, Weston, MA 02493
    32 Intervale Rd, Weston, MA 02493
    32 Intervale Rd, Weston, MA 02493
    /42

    $2,299,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    32 Intervale Rd, Weston, MA 02493

    Peaceful oasis tucked away in one of Weston’s most sought-after south side neighborhoods, this spacious custom-built home is a rare find. Set on a serene 2.3-acre lot, it features beautiful wide pine floors throughout and an ideal layout for everyday living and entertaining.The sun-filled living room opens to a formal dining room, while the chef’s kitchen—complete with a large center island,

    Demeo Realty Group Coldwell Banker Realty - Newton

    32 Intervale Rd, Weston, MA 02493
  • 130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    /39

    $2,890,000

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

    130 Summer St, Weston, MA 02493

    One of a kind! Stunning customized luxury home, nested in private lot. 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 door presents you tree view for all seasons. It seamlessly flows into the dining area and a grand

    Soyeon Yang Spark Real Estate

    130 Summer St, Weston, MA 02493
  • 71 Silver Hill Rd, Weston, MA 02493
    71 Silver Hill Rd, Weston, MA 02493
    71 Silver Hill Rd, Weston, MA 02493
    /40

    $1,795,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,108 Sq Ft

    71 Silver Hill Rd, Weston, MA 02493

    Discover an extremely rare opportunity to own a beautifully maintained large Cape-style home atop Silver Hill on Silver Hill Road in Weston— the namesake and heart of this coveted neighborhood. Nestled on quiet streets surrounded by scenic trails, this home offers serene outdoor living paired with modern comfort. Inside, the first floor features a sunny updated eat-in kitchen, spacious den, large

    Jeffrey Holden Coldwell Banker Realty - Newton

    71 Silver Hill Rd, Weston, MA 02493
  • 19 Bakers Hill Rd, Weston, MA 02493
    19 Bakers Hill Rd, Weston, MA 02493
    19 Bakers Hill Rd, Weston, MA 02493
    /31

    $1,750,000 Open Sun 11AM - 12PM

    • 5 Beds
    • 3 Baths
    • 3,265 Sq Ft

    19 Bakers Hill Rd, Weston, MA 02493

    Set on a serene, flat lot with sidewalks to Weston center, access to top schools, miles of trails, and all major commuting routes, this spacious 10 room, 4-5 bedroom, 3 bath raised ranch offers the perfect blend of comfort and convenience. The sun-filled main level features gleaming hardwood floors, a large living room with a picture window and fireplace, a formal dining room, an updated eat-in

    Denise Mosher Coldwell Banker Realty - Weston

    19 Bakers Hill Rd, Weston, MA 02493
  • 6 Overlook Dr, Weston, MA 02493
    6 Overlook Dr, Weston, MA 02493
    6 Overlook Dr, Weston, MA 02493
    /11

    $1,125,000

    • 3 Beds
    • 1.5 Baths
    • 1,390 Sq Ft

    6 Overlook Dr, Weston, MA 02493

    Great opportunity to get into Weston, this 6 room 3 bed 1.5 bath ranch with finished lower level and two car garage sits on over a 40k sqft lot. Great for an end user trying to get into the top Weston school district and great commuter location Or builders bring your vision to life on this large corner lot. Close to parks major routes and more. Come see the potential for yourself!

    Jaime Venezia Real Estate Pros Inc.

    6 Overlook Dr, Weston, MA 02493
  • 4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    4 Willow 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,

    Mizner+ Montero Gibson Sotheby's International Realty

    4 Willow Rd, Weston, MA 02493
  • 9 Atlas Ln, Weston, MA 02493
    9 Atlas Ln, Weston, MA 02493
    9 Atlas 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
  • 156 Cherry Brook Rd, Weston, MA 02493
    156 Cherry Brook Rd, Weston, MA 02493
    156 Cherry Brook Rd, Weston, MA 02493
    /26

    $2,715,000

    • 4 Beds
    • 4.5 Baths
    • 4,379 Sq Ft

    156 Cherry Brook Rd, Weston, MA 02493

    Extensively renovated & expanded Cape set on 3+ acres in highly desirable Weston neighborhood. 4,300+ sf of living space - inc. 4 Beds, 2 Offices, & 4.5 Baths - this home offers luxury & livability. Oversized windows, skylights, & French doors fill the home w/ natural light while 3 fireplaces add warmth & charm. Chef’s Kitchen w/ vaulted ceiling, oversized island, wine chiller, & brick-accented

    Elizabeth Crampton Coldwell Banker Realty - Lexington

    156 Cherry Brook Rd, Weston, MA 02493
  • 120 Church St, Weston, MA 02493
    120 Church St, Weston, MA 02493
    120 Church St, Weston, MA 02493
    /28

    $2,050,000

    • 3 Beds
    • 3 Baths
    • 3,252 Sq Ft

    120 Church St, Weston, MA 02493

    Super unique opportunity to live in this great house, designed by famed architect, Ernest Flagg, with a fabulous heated indoor pool for year around water fun. Three beds, three bath stone Villa with two car garage parking, professional landscaped yard, tucked away behind trees from view. Oversized quartz waterfall island and beautiful white cabinetry, with tons of storage tucked away discretely.

    Yuan Huang NextGen Realty, Inc.

    120 Church St, Weston, MA 02493
  • 117 Deer Path Ln, Weston, MA 02493
    117 Deer Path Ln, Weston, MA 02493
    117 Deer Path Ln, Weston, MA 02493
    /30

    $2,900,000

    • 5 Beds
    • 2.5 Baths
    • 4,403 Sq Ft

    117 Deer Path Ln, Weston, MA 02493

    This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

    Dean Poritzky Engel & Völkers Wellesley

    117 Deer Path Ln, Weston, MA 02493
  • 130 Hickory Rd, Weston, MA 02493
    130 Hickory Rd, Weston, MA 02493
    130 Hickory Rd, Weston, MA 02493
    /42

    $3,500,000 Open Sat 1:30PM - 2:30PM

    • 4 Beds
    • 6 Baths
    • 5,656 Sq Ft

    130 Hickory Rd, Weston, MA 02493

    Set on a knoll, this classic colonial is updated in all the best ways. Stylish design, bright, cheery spaces blended with gorgeous views of meticulously landscaped yard. This 4bd home offers fresh, spacious kitchen/family room with fireplace, eat-in-area and butler’s pantry. Formal dining and living rooms. Home Office. Splendid sunroom. Newly finished lower level. Guest house with all amenities

    Chaplin Partners Compass

    130 Hickory Rd, Weston, MA 02493
  • 183 Kings Grant Rd, Weston, MA 02493
    183 Kings Grant Rd, Weston, MA 02493
    183 Kings Grant Rd, Weston, MA 02493
    /26

    $2,780,000

    • 5 Beds
    • 4.5 Baths
    • 4,885 Sq Ft

    183 Kings Grant Rd, Weston, MA 02493

    Move-in elegant colonial house sits on a cul-de-sac in the sought-after Kings Grant neighborhood. Professional landscaped 2+ acre land provides space for a potential pool or/and tennis court. Lots of recent upgrades with roof, kitchen, bathrooms, hardwood floor, lighting, exterior and interior painting. On the 1st floor: white kitchen with beautiful island, open dining room, farmhouse style

    Mai Luo Kendall Realty, LLC

    183 Kings Grant Rd, Weston, MA 02493
  • 169 Hickory Rd, Weston, MA 02493
    169 Hickory Rd, Weston, MA 02493
    169 Hickory Rd, Weston, MA 02493
    /30

    $3,095,000

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

    169 Hickory Rd, Weston, MA 02493

    Rarely available, this stunning contemporary home has been expertly renovated and is nestled on over 1.4 acres in one of Weston’s most beloved South Side neighborhoods. Bathed in natural light, the home offers privacy and serves as a true oasis, surrounded by lush gardens, a spectacular pool, fieldstone walls, and serene patios. Designed with the finest finishes and impeccable attention to

    Dean Poritzky Engel & Völkers Wellesley

    169 Hickory Rd, Weston, MA 02493
  • 64 Bakers Hill Rd, Weston, MA 02493
    64 Bakers Hill Rd, Weston, MA 02493
    64 Bakers Hill Rd, Weston, MA 02493
    /37

    $1,925,000 Open Sun 11:30AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,650 Sq Ft

    64 Bakers Hill Rd, Weston, MA 02493

    Set on a beautifully landscaped acre in one of Weston's most popular neighborhoods, this expansive multi-level contemporary offers the ideal combination of comfort, elegance, and versatile living. With 10 thoughtfully designed rooms, including 4 generous bedrooms and 2.5 baths, the home effortlessly accommodates both daily life and memorable entertaining. The living room features a dramatic wall

    Denise Mosher Coldwell Banker Realty - Weston

    64 Bakers Hill Rd, Weston, MA 02493
  • 180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    /39

    $38,000,000

    • 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
  • 254 Conant Rd, Weston, MA 02493
    254 Conant Rd, Weston, MA 02493
    254 Conant Rd, Weston, MA 02493
    /42

    $1,699,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    254 Conant Rd, Weston, MA 02493

    Iconic Jesse Sumner Viles House, circa 1847, blends classic Greek Revival architecture with modern updates. This sunlit 4-bed antique sits on .79 acres of level meadow, upland. A farmer’s porch opens to a welcoming main hall, oversized great room with fireplace, and formal dining room. The updated country kitchen with farmers sink, custom cabinets, quartz countertops and stainless steel

    Chaplin Partners Compass

    254 Conant Rd, Weston, MA 02493
  • 37 School St, Weston, MA 02493
    37 School St, Weston, MA 02493
    37 School St, Weston, MA 02493
    /29

    $1,765,000

    • 4 Beds
    • 3 Baths
    • 2,840 Sq Ft

    37 School St, Weston, MA 02493

    Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first

    Denise Mosher Coldwell Banker Realty - Weston

    37 School St, Weston, MA 02493
  • 137 Wellesley St, Weston, MA 02493
    137 Wellesley St, Weston, MA 02493
    137 Wellesley St, Weston, MA 02493
    /35

    $2,895,000

    • 5 Beds
    • 3.5 Baths
    • 5,100 Sq Ft

    137 Wellesley St, Weston, MA 02493

    Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

    Dean Poritzky Engel & Völkers Wellesley

    137 Wellesley St, Weston, MA 02493
  • 167 Conant Rd, Weston, MA 02493
    167 Conant Rd, Weston, MA 02493
    167 Conant Rd, Weston, MA 02493
    /23

    $1,650,000 Open Sun 1PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

    167 Conant Rd, Weston, MA 02493

    Welcome to this much-admired, quintessential New England home, set back from the road on a scenic knoll with stone walls and a circular drive. Inside, a gracious foyer opens to a fireplaced family room and a front-to-back living room with another fireplace. Rich in timeless detail, this 1940s gem features a formal dining room with built ins, eat in kitchen with gas range, home office with

    Denise Mosher Coldwell Banker Realty - Weston

    167 Conant Rd, Weston, MA 02493
  • 217 Summer St, Weston, MA 02493
    217 Summer St, Weston, MA 02493
    217 Summer St, Weston, MA 02493
    /27

    $1,695,000

    217 Summer St, Weston, MA 02493

    Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

    Eric Glassoff Coldwell Banker Realty - Brookline

    217 Summer St, Weston, MA 02493
  • 21 Chestnut St, Weston, MA 02493
    21 Chestnut St, Weston, MA 02493
    21 Chestnut St, Weston, MA 02493
    /34

    $13,850,000

    • 7 Beds
    • 11 Baths
    • 12,120 Sq Ft

    21 Chestnut St, Weston, MA 02493

    This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

    Maggie Gold Seelig MGS Group Real Estate LTD

    21 Chestnut St, Weston, MA 02493
  • 180 Highland St, Weston, MA 02493
    180 Highland St, Weston, MA 02493
    180 Highland St, Weston, MA 02493
    /29

    $7,498,000

    • 5 Beds
    • 9 Baths
    • 11,300 Sq Ft

    180 Highland St, Weston, MA 02493

    This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

    Teri Adler MGS Group Real Estate LTD - Wellesley

    180 Highland St, Weston, MA 02493
  • 423 Concord Rd, Weston, MA 02493
    423 Concord Rd, Weston, MA 02493
    423 Concord Rd, Weston, MA 02493
    /28

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,423 Sq Ft

    423 Concord Rd, Weston, MA 02493

    This striking five-bedroom contemporary home, set on more than 1.8 acres, seamlessly blends modern design with the natural beauty of its surroundings. With 6,400 square feet of living space, it’s ideally located next to miles of conservation land and trails—perfect for those seeking a private retreat in nature. Upon entering, you're greeted by a spacious foyer bathed in natural light from

    Dean Poritzky Engel & Völkers Wellesley

    423 Concord Rd, Weston, MA 02493
  • 21 Westerly Rd, Weston, MA 02493
    21 Westerly Rd, Weston, MA 02493
    21 Westerly Rd, Weston, MA 02493
    /42

    $4,995,000

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

    21 Westerly Rd, Weston, MA 02493

    Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with 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
  • 23 Pine Summit Cir Unit 23, Weston, MA 02493
    23 Pine Summit Cir Unit 23, Weston, MA 02493
    23 Pine Summit Cir Unit 23, Weston, MA 02493
    /36

    $3,450,000

    • 3 Beds
    • 3.5 Baths
    • 4,438 Sq Ft

    23 Pine Summit Cir Unit 23, Weston, MA 02493

    Luxurious home with all the amenities. Prime location in Highland Meadows premier 55+ community. Newly renovated in 2022, this 4,438 sq ft home has an open floor plan and large windows giving a very light and warm feeling. First floor with large kitchen plus island opens to family room with gas fireplace. Walk in food pantry plus new Thermador/ SubZero appliances. Banquet size dining room with

    Melissa Dailey Coldwell Banker Realty - Wellesley

    23 Pine Summit Cir Unit 23, Weston, MA 02493
  • 7 Rockport Rd, Weston, MA 02493
    7 Rockport Rd, Weston, MA 02493
    7 Rockport Rd, Weston, MA 02493
    /39

    $3,200,000 Open Sat 10AM - 1PM

    • 5 Beds
    • 7 Baths
    • 6,096 Sq Ft

    7 Rockport Rd, Weston, MA 02493

    Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

    Vito Capraro Aluxety

    7 Rockport Rd, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 2

Massachusetts Middlesex County Weston

Houses 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

Home Trends in Weston, MA

On average, homes in Weston, MA sell after 77 days on the market compared to the national average of 70 days. The median sale price for homes in Weston, MA over the last 12 months is $3,735,000, up 30% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$3,735,000
Median Single Family Sale Price
$3,750,000
Median 2 Bedroom Sale Price
$745,000
Average Price Per Sq Ft
$729
Number of Homes for Sale
3
Last 12 months Home Sales
10
Months of Supply
3.60
Median List Price
$3,750,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
30%
How to Buy a Home How to Finance a Home How to Sell a Home

In Weston, there are currently 51 houses for sale, offering an array of options for potential buyers. With houses priced between $1,125,000 to $38,000,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Weston is $3,750,000, while the average sale price is $3,847,500, offering insights into the local housing market. On average, houses spend 77 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Weston, MA and find the perfect place to call home.

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