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Homes for Sale near Woodland Elementary School

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  • /42

    $2,560,000

    • 4 Beds
    • 3 Baths
    • 4,747 Sq Ft

    39 Kings Grant Rd, Weston, MA 02493

    Sun-filled and thoughtfully designed, this distinctive Weston residence is set on a peaceful, landscaped corner lot, offering a balance of openness, flexibility, and comfort.Featuring 4 bedrooms and 3 full bathrooms, the home includes a high-ceiling kitchen that flows into the dining and sitting areas, creating a natural gathering space. Large windows bring in abundant light and frame serene

    Keystone Homes Group Keller Williams Realty Boston Northwest

    39 Kings Grant Rd, Weston, MA 02493
  • /39

    $3,495,000

    • 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
  • /32

    $1,499,000

    • 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
  • /25

    $2,895,000

    • 5 Beds
    • 7 Baths
    • 4,590 Sq Ft

    27 Silver Hill Rd, Weston, MA 02493

    Fabulous colonial in a coveted Weston neighborhood, this beautifully maintained home offers the perfect blend of timeless charm and modern convenience. Thoughtfully updated in 2020, the kitchen and bathrooms showcase stylish finishes, quality craftsmanship, and today’s most sought-after features. The light-filled interior features a functional and inviting layout with generous living spaces,

    Deena Powell Gibson Sotheby's International Realty

    27 Silver Hill Rd, Weston, MA 02493
  • /29

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 3,907 Sq Ft

    199 Country Dr, Weston, MA 02493

    This modern Cape offers exceptional space and style. The home's design is enhanced with a saltwater pool, a large finished basement and adjoining pool house. The open floor plan is filled with natural light from oversized windows and showcases gleaming hardwood floors throughout. The newer kitchen is a chef’s dream, equipped with Sub-Zero, Miele, and Wolf appliances, a large island, breakfast

    Mizner+ Montero Gibson Sotheby's International Realty

    199 Country Dr, 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
  • /27

    $1,675,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /40

    $11,750,000

    • 7 Beds
    • 8.5 Baths
    • 16,369 Sq Ft

    15 Claridge Dr, Weston, MA 02493

    Set on 3.75 acres of beautifully landscaped grounds, this extraordinary Country Manor was designed by architect Thomas Catalano with landscape design by Morgan Wheelock. Positioned on a gentle slope overlooking sweeping lawns, the home offers a peaceful and private setting. The exterior blends finely finished stucco with Dolomitic limestone and Chelmsford granite, topped with a Vermont slate roof

    Dean Poritzky Engel & Völkers Wellesley

    15 Claridge Dr, 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
  • /34

    $4,250,000

    • 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
  • /12

    $6,995,000

    • 6 Beds
    • 9 Baths
    • 7,526 Sq Ft

    231 Westerly Rd, Weston, MA 02493

    Beautifully conceived and architecturally inspired contemporary NY barn-style home with endless upgrade options that range from golf simulator to sauna/ pool/ cabana/ heated driveway list goes on. In one of Weston’s most exclusive neighborhoods. Boasting 7500 +/- sf, 6-7 bedrooms and 7 full baths and 2 half baths this home was meticulously designed with an open floor plan, soaring walls of

    Alexander Benson Keller Williams Realty Boston South West

    231 Westerly Rd, 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
  • /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
  • /25

    $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
  • /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
  • /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
  • /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
  • /36

    $2,590,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $2,095,000

    • 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
  • /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
  • /39

    $7,590,000

    • 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
  • /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
  • /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
  • /28

    $5,500,000

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

    741 Boston Post Rd, Weston, MA 02493

    A modern masterpiece born of a dramatic barn conversion, completed in 2023. This one-of-a-kind residence blends rustic charm & contemporary luxury. Featuring soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces. The dreamy kitchen includes modern cabinetry, Miele appliances and an enormous quartz-wrapped island. The living areas flow effortlessly to outdoor

    Amy Rutkowski A. Rutkowski Realty, Inc.

    741 Boston Post Rd, 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
  • /15

    $2,399,000

    • 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

    $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
  • /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
  • /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

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