25

Homes for Sale near Woodland Elementary School

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  • /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
  • /41

    $7,498,000

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

    180 Highland St, Weston, MA 02493

    Extraordinary Shingle Style Estate offering unmatched beauty on a 3 acre kingdom lot in a premier neighborhood on the southside of Weston. Hidden by a private gated entrance and a long driveway, this elegant home is surrounded by over 100 acres of conservation land and walking trails. Blending classic Nantucket style with relaxed comfort, highlights include a mahogany paneled office, a luxurious

    rosemary mccready Compass

    180 Highland St, Weston, MA 02493
  • /28

    $5,150,000

    • 5 Beds
    • 4.5 Baths
    • 4,340 Sq Ft

    135 Orchard Ave, Weston, MA 02493

    Welcome to 135 Orchard Avenue, a rare and exceptional property in Weston. Set on over 2.5 acres of peaceful land with expansive views of untouched meadows, this historic home—originally part of the 1900 Hubbard Estate—has been masterfully restored by the renowned firm Dewing Schmid Kearns. The result is a harmonious blend of timeless character and modern elegance, just minutes from Boston. The

    Dean Poritzky Engel & Völkers Wellesley

    135 Orchard Ave, Weston, MA 02493
  • /42

    $4,539,000

    • 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
  • /37

    $4,350,000

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

    100 Westcliff Rd, Weston, MA 02493

    Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero

    Donahue Maley & Burns Team Compass

    100 Westcliff Rd, Weston, MA 02493
  • /13

    $1,595,000

    • 4 Beds
    • 2.5 Baths
    • 2,473 Sq Ft

    41 Orchard Ave, Weston, MA 02493

    House is being sold "as is".... opportunity to renovate or build your dream house. Contemporary 1982 home set on a beautiful 2.86-acre lot! This property offers 8 spacious rooms, including 4 bedrooms, perfect for family living or entertaining. The expansive land provides plenty of space for gardening, outdoor recreation, or future expansion. Enjoy an established neighborhood with the convenience

    Paige Yates Coldwell Banker Realty - Weston

    41 Orchard Ave, Weston, MA 02493
  • /39

    $2,150,000 Open Sun 12:30PM - 2PM

    • 4 Beds
    • 5 Baths
    • 4,041 Sq Ft

    620 South Ave, Weston, MA 02493

    Completely renovated and masterfully reimagined, this stunning contemporary home impresses! Privately set on 2.61 acres, a dramatic foyer welcomes you with soaring ceilings, crisp white finishes, and walls of glass that bathe every space in natural light. Designed for modern living and effortless entertaining, the open floor plan showcases a spectacular vaulted living room and state-of-the-art

    Denise Mosher Coldwell Banker Realty - Weston

    620 South Ave, Weston, MA 02493
  • /10

    $6,800,000

    • Land
    • 6.88 Acres
    • $988,372 per Acre

    0 Wellesley St, Weston, MA 02493

    Unique opportunity to own a pristine 6.88 acre retreat lot, surrounded partially by conservation land. The property features two parcels of land being sold together. Come walk this stunning property, located south of Rte 20, near historic Chestnut Street. Build your dream estate, 15 miles from Boston, minutes to the highway. Existing 4 bedroom house is likely a tear down. View attached land

    Margaret Rogers Compass

    0 Wellesley St, Weston, MA 02493
  • /33

    $2,595,000

    • 5 Beds
    • 4 Baths
    • 4,300 Sq Ft

    60 Rolling Ln, Weston, MA 02493

    Rare opportunity to own a stunning contemporary home with a spectacular pool, nestled in one of Weston’s premier neighborhoods near the Weston Golf Club and town center. Thoughtfully renovated with exquisite details throughout, this 5-bedroom, 4-bathroom home is perfect for entertaining. The living room features a striking fireplace, while the elegant dining room boasts custom built-ins and a

    Dean Poritzky Engel & Völkers Wellesley

    60 Rolling Ln, Weston, MA 02493
  • /35

    $2,800,000

    • 5 Beds
    • 5 Baths
    • 4,977 Sq Ft

    51 Church St, Weston, MA 02493

    Beautifully sited on 1.61 manicured acres this Colonial Revival was inspired by the Hancock house which once stood on Beacon Street near the Massachusetts Statehouse. This five bedroom home offers timeless character and historic charm creating a warm and welcoming property inside and out. Upon entering enjoy the classic architectural details, sun-filled rooms, and wonderful flow for both everyday

    Deena Powell Gibson Sotheby's International Realty

    51 Church St, Weston, MA 02493
  • /21

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,953 Sq Ft

    60 Possum Rd, Weston, MA 02493

    Location, Location,Location! Tucked away on a private road—one of nine encircling the Weston Golf Club and part of The Weston Roads Trust—this property offers a rare opportunity to renovate or build new in this premium location. Available for the first time in over 50 years, this gracious four-bedroom Colonial sits on 1.85 acres and features approximately 4,000 sq. ft. of living space. The home

    Karen Kirk Engel & Völkers Wellesley

    60 Possum Rd, Weston, MA 02493
  • /36

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,725 Sq Ft

    82 Buckskin Dr, Weston, MA 02493

    The largest lot in the prestigious Weston Estates—spanning 4.35 acres—is available for the first time in over forty years! This incredibly rare offering combines the three intangible elements that matter most: lot, location, and privacy. Lovingly maintained by the same family for over four decades, this stately English Tudor blends timeless character with extraordinary potential. High ceilings,

    Jonathan Caldwell ACRE Property Advisors LLC

    82 Buckskin Dr, Weston, MA 02493
  • /32

    $3,395,000

    • 4 Beds
    • 5 Baths
    • 4,979 Sq Ft

    2 Candleberry Ln, Weston, MA 02493

    Custom-built and architecturally designed, this Shingle-style home is tucked away on a quiet cul-de-sac in one of Weston’s premier south side neighborhoods. Set on 1.34 acres with mature trees, a koi pond, and nearby path to Weston’s schools, the home offers both beauty and convenience. A dramatic foyer leads to elegant living and dining rooms. The sunlit chef’s kitchen features high-end

    Mizner+ Montero Gibson Sotheby's International Realty

    2 Candleberry Ln, Weston, MA 02493
  • /29

    $3,495,000

    • 5 Beds
    • 4.5 Baths
    • 5,496 Sq Ft

    226 Ash St, Weston, MA 02493

    Beautifully renovated and idyllically sited on approximately .78 private acres, this exceptional colonial offers spectacular views overlooking vast fields and meadows. Enjoy thoughtful updates and timeless charm throughout. Stunning gourmet kitchen with informal dining adjoins family area. Gracious dining room with fireplace, fabulous great room with soaring cathedral ceiling and fireplace,

    Deena Powell Gibson Sotheby's International Realty

    226 Ash St, Weston, MA 02493
  • /15

    $2,600,000

    • 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
  • /34

    $12,500,000

    • 6 Beds
    • 11 Baths
    • 14,620 Sq Ft

    3 Idlewile Ln, Weston, MA 02493

    A world-class estate unlike any other—this gated 8+ acre sanctuary in Weston’s most prestigious south side enclave redefines luxury living. Encompassing over 14,000 sq. ft. of show-stopping design and craftsmanship, this architectural marvel is a symphony of soaring domes, hand-carved millwork, imported stone, and Venetian plaster. Every inch radiates grandeur, from the richly appointed living

    Jamie Genser Coldwell Banker Realty - Brookline

    3 Idlewile Ln, 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
  • /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
  • /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
  • /30

    $2,800,000

    • 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
  • /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
  • /29

    $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
  • /36

    $2,995,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 6 Baths
    • 6,300 Sq Ft

    3 Clifford Ln, Weston, MA 02493

    Trails End Subdivision! We are proud to present our 4th offering in this exclusive private dead-end cul-de-sac. Compare the value, this home is offered at $475 psf vs the average new home in Weston is over $700 psf. This colonial/farmhouse design is unique and luxurious featuring 6,300 sq. ft., 12 rooms and 6 baths. This home is complete and ready to move in.

    Gary Litchfield Mass. Real Estate Solutions, LLC

    3 Clifford Ln, Weston, MA 02493
  • /33

    $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
  • /41

    $3,199,900 Open Sat 12PM - 2PM

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

    6 Clifford Ln, Weston, MA 02493

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

    Gary Litchfield Mass. Real Estate Solutions, LLC

    6 Clifford Ln, Weston, MA 02493
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