4,448

Weston, MA Homes

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  • /37

    $3,850,000

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

    21 Bemis St, Weston, MA 02493

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

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Bemis St, Weston, MA 02493
  • /42

    $7,500 Per Month

    • 5 Beds
    • 3.5 Baths
    • 5,422 Sq Ft
    • House for Rent

    10 Radcliffe Rd, Weston, MA 02493

    Secure a rare rental opportunity in this sun-drenched Southside Raised Ranch, offering incredible space and privacy on a sprawling 1.77-acre lot. With gleaming hardwood floors and brilliant natural light throughout, this home is perfect for entertaining and everyday living. A generous, bright kitchen and breakfast nook flow seamlessly into a formal dining room with elegant French doors, opening

    Taylor Yates Coldwell Banker Realty - Weston

    10 Radcliffe Rd, Weston, MA 02493
  • /40

    $6,555,000

    Sold May 05, 2026

    79 Walnut Rd, Weston, MA 02493

    • 5 Beds
    • 7 Baths
    • 8,061 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Above List Price
    • $813/SF
    • 5 Days On Market

    Current Estimated Value $6,386,031

    Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

    79 Walnut Rd, Weston, MA 02493
    • /13

      Est $2,179,871

      Not Listed For Sale

      25 Rockport Rd, Weston, MA 02493

      • 5 Beds
      • 4 Baths
      • 4,220 Sq Ft
      • Built 1964
      25 Rockport Rd, Weston, MA 02493

      Last Sold Summary

      • 8 Days On Market

  • /42

    $6,495,000

    • 5 Beds
    • 7.5 Baths
    • 8,329 Sq Ft

    82 Deer Path Ln, Weston, MA 02493

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

    Jonathan Caldwell ACRE Property Advisors LLC

    82 Deer Path Ln, Weston, MA 02493
  • /35

    $25,000 Per Month

    • 5 Beds
    • 7 Baths
    • 11,990 Sq Ft
    • House for Rent

    63 Sylvan Ln, Weston, MA 02493

    A truly rare luxury lease in one of Weston’s most coveted neighborhoods, this exceptional contemporary home is privately sited on 2.04 acre of lushly landscaped ground. Designed for elevated living, it features impressive scale, expansive glass, custom 8-foot doors, heated white oak and tile floors, and sophisticated finishes throughout. The beautifully appointed kitchen offers premium

    Mizner+ Montero Gibson Sotheby's International Realty

    63 Sylvan Ln, Weston, MA 02493
  • /42

    $2,850,000

    Sold Apr 07, 2026

    35 Bemis St, Weston, MA 02493

    • 4 Beds
    • 3.5 Baths
    • 4,521 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Above List Price
    • $630/SF
    • 5 Days On Market

    Current Estimated Value $2,382,396

    Last Listing Agent Alex Walsh Access

    35 Bemis St, Weston, MA 02493
    • /26

      Est $2,717,870

      Not Listed For Sale

      12 Wits End, Weston, MA 02493

      • 4 Beds
      • 2.5 Baths
      • 3,998 Sq Ft
      • Built 1992
      12 Wits End, Weston, MA 02493

      Last Sold Summary

      • 4 Days On Market

  • /5

    $7,295,000

    • 5 Beds
    • 6.5 Baths
    • 8,889 Sq Ft

    50 Laurel Rd, Weston, MA 02493

    Exceptional new home in one of Weston's most coveted neighborhoods. Spectacular naturally screened & private fully level lot with sports court and options for pool & accessory pool house with two car garage. The main house features 8889 sq ft with 5-6 bedrooms & en-suite bathrooms, and was thoughtfully designed by acclaimed architect Greg Legault featuring an open floor plan with an abundance of

    P. Matthew Harkins Walden Realty Group LLC

    50 Laurel Rd, Weston, MA 02493
  • /14

    $14,000 Per Month

    • 5 Beds
    • 7 Baths
    • 8,051 Sq Ft
    • House for Rent

    23 Stonecroft Cir, Weston, MA 02493

    Available 8/1 | Fully Furnished | Move-In ReadyBeautiful custom-built English Country Estate located in one of Weston’s most sought-after Southside neighborhoods. Situated on a private 1.4-acre landscaped lot, this exceptional home offers over 8,000 SF of living space, featuring a gourmet kitchen, grand fireplaced Great Room, home office, luxurious primary suite, finished lower level, and a

    Rose Hall Blue Ocean Realty, LLC

    23 Stonecroft Cir, Weston, MA 02493
  • /42

    $1,972,500

    Sold Jun 02, 2026

    823 Boston Post Rd, Weston, MA 02493

    • 5 Beds
    • 2.5 Baths
    • 3,847 Sq Ft
    • Built 1757

    Last Sold Summary

    • 39% Below List Price
    • $513/SF
    • 66 Days On Market

    Current Estimated Value $2,165,384

    Last Listing Agent Chaplin Partners Compass

    823 Boston Post Rd, Weston, MA 02493
    • /38

      Est $4,289,174

      Not Listed For Sale

      24 Oakdale Ave, Weston, MA 02493

      • 6 Beds
      • 8 Baths
      • 8,840 Sq Ft
      • Built 2015
      24 Oakdale Ave, Weston, MA 02493

      Last Sold Summary

      • 49 Days On Market

  • /42

    $5,995,000

    • 5 Beds
    • 7 Baths
    • 8,860 Sq Ft

    10 Hitching Post Ln, Weston, MA 02493

    New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and

    Denise Mosher Coldwell Banker Realty - Weston

    10 Hitching Post Ln, Weston, MA 02493
  • /23

    $5,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft
    • House for Rent

    119 Pine St Unit SF, Weston, MA 02493

    Distinguished South Side residence available for rent offers serene setting w/convenient access for commuters. Situated on level lot that ensures ample privacy backing to conservation, features a generous backyard accessible from lower level. This classic split-level home has been meticulously maintained throughout. It comprises 4 bedrooms, full family bathroom with a tub, one half baths &

    Marta Malina Coldwell Banker Realty - Wellesley

    119 Pine St Unit SF, Weston, MA 02493
  • /39

    $2,900,000

    Sold Oct 15, 2025

    86 Myles Standish Rd, Weston, MA 02493

    • 6 Beds
    • 4 Baths
    • 4,350 Sq Ft
    • Built 1968

    Last Sold Summary

    • 14% Below List Price
    • $667/SF
    • 80 Days On Market

    Current Estimated Value $2,800,962

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    86 Myles Standish Rd, Weston, MA 02493
    • /42

      Est $3,817,576

      Not Listed For Sale

      7 Evergreen Ave, Weston, MA 02493

      • 5 Beds
      • 5.5 Baths
      • 5,576 Sq Ft
      • Built 2011
      7 Evergreen Ave, Weston, MA 02493

      Last Sold Summary

      • 64 Days On Market

  • /40

    $4,995,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 5,858 Sq Ft

    6 Baldwin Cir, Weston, MA 02493

    Set in one of Weston’s most desirable neighborhoods, this extraordinary modern stucco residence blends sophisticated design with privacy and natural beauty. Dramatic granite steps lead to striking metal entry doors and a stunning two-story foyer. The living and dining rooms feature soaring ceilings and a spectacular wall of windows that flood the home with natural light. The sleek modern kitchen

    Dean Poritzky Engel & Völkers Wellesley

    6 Baldwin Cir, Weston, MA 02493
  • /34

    $7,300 Per Month

    • 3 Beds
    • 2 Baths
    • 2,850 Sq Ft
    • House for Rent

    757 Wellesley St, Weston, MA 02493

    Nestled in the heart of prestigious Weston, 757 Wellesley St is a beacon of elegance and comfort. Beautiful oversize ranch with contemporary feel. This three bedrooms two full bath home has highest level finishes, offers a dramatic family room /cathedral celling, mahogany paneling and circular sun room with heated floor, Maple cabinet, granite counter top and three car garage. Lower level offers

    Nana Lo S.Y.K. Corporation

    757 Wellesley St, Weston, MA 02493
  • /42

    $4,300,000

    Sold May 15, 2026

    81 Montvale Rd, Weston, MA 02493

    • 5 Beds
    • 8 Baths
    • 6,700 Sq Ft
    • Built 2006

    Last Sold Summary

    • $642/SF
    • 4 Days On Market

    Current Estimated Value $4,201,709

    Last Listing Agent Sheryl Simon Gibson Sotheby's International Realty

    81 Montvale Rd, Weston, MA 02493
    • /34

      Est $3,286,773

      Not Listed For Sale

      9 Drumlin Rd, Weston, MA 02493

      • 4 Beds
      • 4.5 Baths
      • 5,479 Sq Ft
      • Built 1999
      9 Drumlin Rd, Weston, MA 02493

      Last Sold Summary

      • 8 Days On Market

  • /42

    $2,695,000

    $255K PRICE DROP Pending
    • 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
  • /21

    $5,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,420 Sq Ft
    • House for Rent

    445 Glen Rd, Weston, MA 02493

    Nestled along one of Weston’s most scenic roads, this classic New England home blends timeless character with everyday functionality. Dating back to the Civil War era and thoughtfully maintained, the property offers warm, inviting spaces throughout. The main level features an eat-in kitchen, generous living and dining areas with built-ins, a bright family room, full bath, office nook, and in-unit

    Keystone Homes Group Keller Williams Realty Boston Northwest

    445 Glen Rd, Weston, MA 02493
  • /42

    $1,550,000

    Sold Nov 03, 2025

    96 Conant Rd, Weston, MA 02493

    • 3 Beds
    • 3 Baths
    • 2,418 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $641/SF
    • 7 Days On Market

    Current Estimated Value $1,623,208

    Last Listing Agent Helen Kondi Worldwide Realty

    96 Conant Rd, Weston, MA 02493
    • /21

      Est $2,801,912

      Not Listed For Sale

      27 Brenton Rd, Weston, MA 02493

      • 4 Beds
      • 4.5 Baths
      • 5,660 Sq Ft
      • Built 1987
      27 Brenton Rd, Weston, MA 02493

      Last Sold Summary

      • 5 Days On Market

  • /28

    $1,495,000

    Open Sat 1PM - 2PM
    • 4 Beds
    • 4 Baths
    • 2,625 Sq Ft

    26 Arrowhead Rd, Weston, MA 02493

    Lovingly maintained by the same family for almost 60 years, this spacious 4-bedroom, 2.2-bath home offers a rare opportunity in one of the Weston’s most popular neighborhoods.Set in a quiet, private setting, the home enjoys beautiful water views from the sun-filled living room featuring oversized windows. The main level also includes a formal dining room, and an eat-in kitchen with stainless

    Denise Mosher Coldwell Banker Realty - Weston

    26 Arrowhead Rd, Weston, MA 02493
  • /35

    $2,600,000

    Sold Nov 17, 2025

    137 Wellesley St, Weston, MA 02493

    • 5 Beds
    • 3.5 Baths
    • 5,100 Sq Ft
    • Built 1847

    Last Sold Summary

    • 10% Below List Price
    • $510/SF
    • 122 Days On Market

    Current Estimated Value $2,694,808

    Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

    137 Wellesley St, Weston, MA 02493
    • /36

      Est $2,927,676

      Not Listed For Sale

      243 Ridgeway Rd, Weston, MA 02493

      • 4 Beds
      • 6 Baths
      • 4,624 Sq Ft
      • Built 1940
      243 Ridgeway Rd, Weston, MA 02493

      Last Sold Summary

      • 4 Days On Market

  • /27

    $5,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,100 Sq Ft

    10 Chandler Cir, Weston, MA 02493

    Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely

    rosemary mccready Compass

    10 Chandler Cir, Weston, MA 02493
  • /39

    $6,600,000

    Sold Jun 27, 2025

    275 South Ave, Weston, MA 02493

    • 5 Beds
    • 11 Baths
    • 9,599 Sq Ft
    • Built 1991

    Last Sold Summary

    • 12% Below List Price
    • $688/SF
    • 205 Days On Market

    Current Estimated Value $6,577,868

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    275 South Ave, Weston, MA 02493
    • /42

      Est $2,091,794

      Not Listed For Sale

      260 Glen Rd, Weston, MA 02493

      • 4 Beds
      • 2.5 Baths
      • 3,669 Sq Ft
      • Built 1913
      260 Glen Rd, Weston, MA 02493

      Last Sold Summary

      • 29 Days On Market

  • /31

    $3,095,000

    Open Sat 11AM - 12PM $355K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 7,195 Sq Ft

    24 Trailside Rd, Weston, MA 02493

    Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped

    Mizner+ Montero Gibson Sotheby's International Realty

    24 Trailside Rd, Weston, MA 02493
  • /2

    $1,800,000

    Sold Nov 18, 2025

    64 Bakers Hill Rd, Weston, MA 02493

    • 4 Beds
    • 2.5 Baths
    • 3,650 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $493/SF
    • 112 Days On Market

    Current Estimated Value $1,798,671

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    64 Bakers Hill Rd, Weston, MA 02493
    • /23

      Est $4,140,120

      Not Listed For Sale

      241 Glen Rd, Weston, MA 02493

      • 6 Beds
      • 5.5 Baths
      • 7,412 Sq Ft
      • Built 2022
      241 Glen Rd, Weston, MA 02493

      Last Sold Summary

      • 370 Days On Market

  • /42

    $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
  • /5

    $1,788,000

    Sold Feb 03, 2026

    30 Radcliffe Rd, Weston, MA 02493

    • 5 Beds
    • 3.5 Baths
    • 5,482 Sq Ft
    • Built 1958

    Last Sold Summary

    • 20% Above List Price
    • $326/SF
    • 7 Days On Market

    Current Estimated Value $1,740,073

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    30 Radcliffe Rd, Weston, MA 02493
    • /37

      Est $4,464,883

      Not Listed For Sale

      25 Cliff Rd, Weston, MA 02493

      • 7 Beds
      • 6.5 Baths
      • 6,830 Sq Ft
      • Built 1962
      25 Cliff Rd, Weston, MA 02493

      Last Sold Summary

      • 139 Days On Market

  • /42

    $29,000,000

    $5M PRICE DROP
    • 6 Beds
    • 8 Baths
    • 12,714 Sq Ft

    4 Willow Rd, Weston, MA 02493

    Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

    Mizner+ Montero Gibson Sotheby's International Realty

    4 Willow Rd, Weston, MA 02493
  • /34

    $11,000,000

    Sold Dec 04, 2025

    21 Chestnut St, Weston, MA 02493

    • 7 Beds
    • 11 Baths
    • 12,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • 21% Below List Price
    • $908/SF
    • 232 Days On Market

    Current Estimated Value $8,832,104

    Last Listing Agent Maggie Gold Seelig MGS Group Real Estate LTD

    21 Chestnut St, Weston, MA 02493
    • /42

      Est $6,279,131

      Not Listed For Sale

      91 Rockport Rd, Weston, MA 02493

      • 4 Beds
      • 4.5 Baths
      • 6,500 Sq Ft
      • Built 1980
      91 Rockport Rd, Weston, MA 02493

      Last Sold Summary

      • 84 Days On Market

  • /41

    $2,289,000

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

    19 Old Rd, Weston, MA 02493

    Beautifully renovated contemporary in one of Weston’s most sought-after neighborhoods, just moments from the town center and scenic trails. The sun-drenched open-concept main level features a stunning updated kitchen with quartz countertops and backsplash, an oversized island, and sleek cabinetry, flowing seamlessly into a three-season screened porch and expansive decks overlooking a private,

    Wei Wenny Fu Phoenix Real Estate

    19 Old Rd, Weston, MA 02493

Showing Results 41 - 80, Page 2 of 18

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