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Homes for Sale near Weston High School

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  • /39

    $3,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,552 Sq Ft

    56 Ridgeway Rd, Weston, MA 02493

    Endless possibilities await on this 2.78-acre estate in highly coveted Southside Weston. Sun-filled & perfectly sited to capture natural light, the home welcomes you w/a marble entry foyer & floor-to-ceiling windows. The main level features an expansive living room w/a bay window & fireplace, a cozy den w/knotty pine walls & fireplace, a beautiful dining room, powder room & butler’s pantry. The

    Cort Petrocelli Coopersmith Group Compass

    56 Ridgeway Rd, 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
  • /41

    $6,695,000

    • 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
  • /42

    $3,999,000

    • 5 Beds
    • 7 Baths
    • 6,797 Sq Ft

    4 Prescott Ln, Weston, MA 02493

    Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers

    Nicoline Lomas William Raveis R.E. & Home Services

    4 Prescott Ln, Weston, MA 02493
  • /42

    $4,950,000

    • 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
  • /15

    $4,695,000

    • 5 Beds
    • 8 Baths
    • 7,369 Sq Ft

    168 Beaver Rd, Weston, MA 02493

    Once in a while, a home comes along that draws you in and takes your breath away. Situated on a 1.98 acre lot on a serene cul-de-sac in Southside Weston, this young shingled residence will win your heart. Enter into the foyer with 28 foot ceilings & immediately notice the thoughtful layout, incredible attention to detail and finely crafted finishes at every turn. The superbly designed kitchen

    The Shulkin Wilk Group Compass

    168 Beaver Rd, Weston, MA 02493
  • /29

    $7,498,000

    • 5 Beds
    • 9 Baths
    • 8,086 Sq Ft

    180 Highland St, Weston, MA 02493

    This custom-built estate exudes timeless elegance and unparalleled craftsmanship. Set on three sprawling acres of level 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 the design

    Teri Adler MGS Group Real Estate LTD - Wellesley

    180 Highland St, Weston, MA 02493
  • /33

    $3,795,000

    • 5 Beds
    • 6 Baths
    • 6,252 Sq Ft

    22 Chadwick Rd, Weston, MA 02493

    Situated in a coveted Southside neighborhood on an ended way, this sophisticated Colonial has been meticulously updated & expanded, offering perfect spaces for entertaining & family enjoyment. The inviting foyer flows seamlessly into a library w/custom built-ins & a fireplaced living room overlooking the private grounds. The kitchen has an adjoining eat-in area, opening to a family room w/access

    Beyond Boston Properties Group Compass

    22 Chadwick 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
  • /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
  • /38

    $3,500,000

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

    215 Boston Post Rd, Weston, MA 02493

    Exquisite 1867 Victorian, spanning more than 8500 sq ft., featuring an award-winning restoration and the finest modern luxuries. Set on a 1.37-acre arboretum-like lot with specimen trees, lush lawn, exceptional hardscaping, and a carriage house with office. The first floor offers a grand foyer, elegant living room, banquet-sized dining room, billiard room, and gourmet eat-in kitchen/family room

    Denise Mosher Coldwell Banker Realty - Weston

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

    $4,375,000

    • 5 Beds
    • 4.5 Baths
    • 7,075 Sq Ft

    1 Stone Ridge Ln, Weston, MA 02493

    Stylish, young custom home with great ceiling height perched atop a sunny knoll on a private Southside cul-de-sac. Two-story foyer with herringbone white oak floors. Separate office or playroom. Large, open kitchen/family room runs length of the house. Kitchen with white quartz and brass accents, plenty of storage, high-end appliances, walk-in pantry, and large island. Family room with cozy gas

    Chaplin Partners Compass

    1 Stone Ridge Ln, Weston, MA 02493
  • /38

    $3,785,000

    • 3 Beds
    • 4.5 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 condo features spacious rooms, open floor plan, first floor private primary suite with luxurious spa bath and study. Great room open to cook's kitchen, breakfast area and family room with marble surround gas fireplace, private three season porch and deck. Gorgeous sitting room and entertainment size dining

    Leeann Yolin Coldwell Banker Realty - Weston

    1 Pine Summit Cir, Weston, MA 02493
  • /36

    $4,395,000

    • 4 Beds
    • 6 Baths
    • 7,045 Sq Ft

    15 Evergreen Ave, Weston, MA 02493

    Situated in a highly desirable South Side neighborhood, this unique custom home provides an unparalleled living experience with top-notch amenities and finishes, seamlessly blending indoor and outdoor living. As you enter, the exceptional main floor layout impresses with a spectacular living room, a chef's kitchen with large island and pantry, an informal dining area with banquette, and a cozy

    The Shulkin Wilk Group Compass

    15 Evergreen Ave, Weston, MA 02493
  • /42

    $3,450,000 Open Sat 1PM - 3PM

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

    6 Clifford Ln, Weston, MA 02493

    Welcome to Trails End! A luxury subdivision of 6 lots on a private dead-end street. 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 showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st

    Gary Litchfield Mass. Real Estate Solutions, LLC

    6 Clifford Ln, Weston, MA 02493
  • /30

    $2,495,000 Open Sat 1:30PM - 3:30PM

    • 4 Beds
    • 3.5 Baths
    • 4,418 Sq Ft

    51 Summer St, Weston, MA 02493

    The Clarence “Fleetwood” Mosher House at 51 Summer Street in Weston, Massachusetts, was built in 1910 and has been thoughtfully expanded and remodeled. Offering over 4,400 square feet of sun-filled living space, this farmhouse-style home is perfect for comfortable living and entertaining. The stunning gourmet kitchen features custom cabinetry, a farm sink, two dishwashers, and a pantry, and flows

    Dean Poritzky Engel & Völkers Wellesley

    51 Summer 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
  • /36

    $2,850,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5 Baths
    • 5,945 Sq Ft

    506 North Ave, Weston, MA 02493

    This move-in ready, only 2-years-young modern farmhouse sits on one of Weston’s most scenic roads in a top-ranked school district. Designed with timeless appeal and upscale finishes, the sun-drenched layout features wide-plank white oak floors, custom millwork, and expansive windows. The gourmet kitchen boasts a large Cambria island, premium appliances, and a cozy breakfast nook, seamlessly

    Yang Liu Weston Realty LLC

    506 North Ave, Weston, MA 02493
  • /39

    $1,535,000 Open Sat 2PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,290 Sq Ft

    72 Brook Rd, Weston, MA 02493

    Chic, spacious, and full of character, this beautifully updated 3BR/2BA home blends contemporary style with timeless charm. Step into a sun-drenched living room adorned with classic parquet flooring, setting the tone for warmth and elegance throughout. The renovated eat-in kitchen is a chef’s delight, featuring sleek granite countertops, stainless appliances, and generous prep/storage space.

    Denise Mosher Coldwell Banker Realty - Weston

    72 Brook Rd, Weston, MA 02493
  • /38

    $1,999,000

    • 4 Beds
    • 4.5 Baths
    • 3,469 Sq Ft

    49 Newton St, Weston, MA 02493

    Opportunities like this don't come along very often! Exquisitely sited overlooking the Pine Brook Golf Course and Weston Aqueduct walking trails, this elegant Colonial style home c.1924 exudes the superb character of a bygone era. This home has been owned, loved and well lived in for the past 52 years by the same family. The multiple sets of french doors span the backside of the house and open to

    Michele Friedler Team Hammond Residential Real Estate

    49 Newton St, Weston, MA 02493
  • /39

    $2,395,000 Open Sat 12:30PM - 1:30PM

    • 4 Beds
    • 4.5 Baths
    • 4,465 Sq Ft

    56 Arrowhead Rd, Weston, MA 02493

    Move in ready 10-room, 4-bedroom Colonial nestled in a highly desirable neighborhood. The gracious dining room and formal living room with wood-burning fireplace offer timeless elegance, perfect for entertaining or relaxed evenings. A chef’s eat-in kitchen features stainless appliances, a walk-in pantry, and an expansive island, flowing seamlessly into a sunlit family room with access to a large

    Denise Mosher Coldwell Banker Realty - Weston

    56 Arrowhead Rd, Weston, MA 02493
  • /27

    $1,580,000 Open Sun 12PM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,595 Sq Ft

    35 Bemis St, Weston, MA 02493

    Designed for modern living, this updated 4-bedroom, 3.5-bath home combines space, comfort, and convenience on a serene 0.7-acre lot that abuts conservation land. The sun-drenched 2 story great room with loft study, skylights, hardwood floors, and a charming wood-burning fireplace—perfect for relaxing or entertaining. Enjoy meals in the formal dining room with built-in, or in the spacious eat-in

    Denise Mosher Coldwell Banker Realty - Weston

    35 Bemis St, Weston, MA 02493
  • /42

    $1,699,000

    • 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
  • /28

    $1,875,000

    • 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
  • /36

    $3,090,000

    • 5 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    3 Conant Rd, Weston, MA 02493

    Beyond Stunning!!!!! Have the best of both worlds! Incredible 1 acre flat lot in the heart of Weston Center w/ the urban suburban lifestyle in this fully renovated home! Extensive recent renovations gives this home the classic feel but it is all NEW! High ceilings, filled w/ sunlight & gorgeous millwork throughout. Spacious foyer with gorgeous staircase is flanked by the large dining room &

    Melissa Dailey Coldwell Banker Realty - Wellesley

    3 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
  • /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
  • /29

    $2,295,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,419 Sq Ft

    35 Bittersweet Ln, Weston, MA 02493

    This Elegant Colonial Home, beautifully sited on a 1.38 acre lot, has been meticulously maintained with thoughtful updates throughout. With beautifully designed living space, the home features sun-drenched rooms with expansive views of lush perennial gardens, mature specimen trees, and multiple stone patios that invite outdoor living. At the heart of the home is the stunning kitchen with

    Dean Poritzky Engel & Völkers Wellesley

    35 Bittersweet Ln, Weston, MA 02493
  • /23

    $1,625,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    23 Old Coach Rd, Weston, MA 02493

    Tucked away at the end of a quiet dead-end street in highly desirable Weston, MA, this charming 1963 Colonial offers rare privacy and direct access to scenic conservation trails. Just minutes from the Kendall Green commuter rail, it’s perfectly located for both peaceful living and easy city access. Inside, the home features 4 bedrooms, 3.5 baths, a spacious living room with a dramatic

    Taylor Yates Coldwell Banker Realty - Weston

    23 Old Coach Rd, Weston, MA 02493
  • /23

    $1,950,000 Open Sun 1:30PM - 2:30PM

    • 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
  • /24

    $2,395,000

    • 2 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    4 Somerset Place Unit 4, Weston, MA 02493

    Welcome home to 4 Somerset Place in the coveted Highland Meadows 55+ community in Weston. This turn key stand-alone unit offers over 2,000 SQFT of one level living boasting high end finishes throughout and an attached two car garage. The home’s interior features a living room with cathedral ceiling, fireplace and access to a spacious deck. Enjoy the gourmet kitchen well equipped with top end

    Deena Powell Advisors Living - Weston

    4 Somerset Place Unit 4, Weston, MA 02493
  • /40

    $8,495,000

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

    286 Country Dr, Weston, MA 02493

    This exceptional estate, set in one of Weston’s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    286 Country Dr, Weston, MA 02493
  • /15

    $1,895,000

    • Land
    • 1.01 Acres
    • $1,876,238 per Acre

    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
  • /27

    $1,895,000

    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
  • /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
  • /28

    $3,350,000

    • 5 Beds
    • 7 Baths
    • 6,672 Sq Ft

    80 Loring Rd, Weston, MA 02493

    Distinguished custom built home in coveted Weston Golf Club location. A beautiful double height foyer leads to a gracious formal dining room adjoining a spacious formal living room w/fireplace. Expansive chef's kitchen w/informal dining opens to the heart of the home's oversized family room flooded w/natural light, cathedral ceilings, skylights, impressive floor to ceiling fireplace & French

    Deena Powell Advisors Living - Weston

    80 Loring Rd, Weston, MA 02493
  • /42

    $2,490,000 Open Sat 1:30PM - 2:30PM

    • 4 Beds
    • 2.5 Baths
    • 4,055 Sq Ft

    22 Bradford Rd, Weston, MA 02493

    Situated on one of the finest properties in the sought-after Kings Grand neighborhood, this beautifully updated colonial sits on 1.42 acres of private and sunny land. Gracious front foyer. Formal dining and living room, with cozy fireplace and serene screened-in porch looking out over big, private backyard. Updated kitchen offers functional layout ideal for everyday living and entertaining,

    Chaplin Partners Compass

    22 Bradford Rd, Weston, MA 02493
  • /30

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,398 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
  • /42

    $3,375,000

    • 4 Beds
    • 5 Baths
    • 4,836 Sq Ft

    29 Willard Rd, Weston, MA 02493

    Sophisticated, sleek modern home. 2025 year built with one year builders warranty on cul-de-sac. Oversized floor-to-ceiling windows flood interiors with natural light. Open concept family and dining rooms flow with modern show-kitchen enhanced by light oak prep kitchen. Family room features statement gas fireplace and sliding door access to covered patio w/ outdoor kitchen accented by creative

    Chaplin Partners Compass

    29 Willard Rd, Weston, MA 02493
  • /40

    $2,795,000 Open Sat 3PM - 4PM

    • 6 Beds
    • 3 Baths
    • 4,462 Sq Ft

    110 Robin Rd, Weston, MA 02493

    Updated 6 bedroom home, sited on almost 2 acres of land. Located on coveted south-side, and part of the Weston Golf Club Neighborhood. Gracious Living-room with two-sided fireplace connecting to Dining-room for formal entertaining. Sunroom with cathedral ceilings and separate heating/cooling zones, massive custom windows provide breathtaking 180' views of estate grounds. Spacious kitchen with

    Chaplin Partners Compass

    110 Robin Rd, Weston, MA 02493

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