Weston, MA Homes

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  /39

  $3,750,000

  • 7 Beds
  • 7 Baths
  • 6,710 Sq Ft

  64 Country Dr, Weston, MA 02493

  Stately brick-front Colonial in Weston Estates set on a spectacular 2.45 acres. A foyer with a gracious staircase opens to a front-to-back living room with a fireplace and a formal dining room. The newly renovated kitchen with a bright breakfast area opens to a sun-drenched sunroom overlooking the idyllic grounds with a waterfall and Koi pond. An inviting family room with a fireplace, mudroom and

  Mizner+ Montero Gibson Sotheby's International Realty

  64 Country Dr, Weston, MA 02493
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  /5

  $13,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 4,495 Sq Ft
  • House for Rent

  17 Hawthorne Ln, Weston, MA 02493

  Available 08/01/2026! Introducing a contemporary Colonial-style single-family in the heart of Weston's coveted Southside. This beautiful home was renovated and expanded with luxurious fixtures and finishes. The main living level features an open-concept living/dining room that connects to the eat-in chef's kitchen featuring Subzero appliances, a wet bar, a huge island, a large family room, a

  Rose Hall Blue Ocean Realty, LLC

  17 Hawthorne Ln, Weston, MA 02493
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  /30

  $2,100,000 Sold Feb 12, 2026

  121 Cherry Brook Rd, Weston, MA 02493

  • 4 Beds
  • 3.5 Baths
  • 3,495 Sq Ft
  • Built 1962

  Last Sold Summary

  • $601/SF
  • 4 Days On Market

  Current Estimated Value $2,133,495

  Last Listing Agent Deborah Kellett Berkshire Hathaway HomeServices Commonwealth Real Estate

  121 Cherry Brook Rd, Weston, MA 02493
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  /26

  Est $2,646,222 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

  • 13% Above List Price
  • $588/SF
  • 4 Days On Market

  • Last Sold Price $2,350,000
  • Aug 01, 2023

  Last Listing Agent Dean Poritzky Engel & Völkers Wellesley
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  $3,795,000

  • 4 Beds
  • 5.5 Baths
  • 5,126 Sq Ft

  55 Oakdale Ave, Weston, MA 02493

  Architecturally designed, this 2024 modern farmhouse is beautifully sited on a level lot in the coveted south side of Weston. This thoughtfully 4 bed/5.5 bath Single Family is crafted with custom finishes across three levels, the sun-drenched open floor plan features 9' ceilings, crown moldings, and seamless flow. The chef’s kitchen offers custom cabinetry, Quartz “Blue Savoi” countertops, and a

  Christman Johnsson Group Hammond Residential Real Estate

  55 Oakdale Ave, Weston, MA 02493
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  /36

  $9,000 Per Month

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft
  • House for Rent

  4 Elliston Rd, Weston, MA 02493

  Located at a quiet cul-de-sac in one of Weston’s finest neighborhoods, this gracious and elegant home is loaded w/ stunning architectural detail w/ exceptional finish work throughout. Magnificent garden views from the banquet-sized, fireplaced living room, kitchen and dining rooms; Large luxury windows and built-ins in the sun-drenched kitchen equipped w/ double islands and breakfast area. One

  Kevin Hoang Keller Williams Realty

  4 Elliston Rd, Weston, MA 02493
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  /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 $6,367,594

  Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

  79 Walnut Rd, Weston, MA 02493
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  /42

  Est $3,811,581 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

  • 10% Above List Price
  • $624/SF
  • 64 Days On Market

  • Last Sold Price $3,480,000
  • Nov 16, 2023

  Last Listing Agent Yang Liu Weston Realty LLC
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  /38

  $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
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  /23

  $5,800 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,752 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
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  /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 $1,972,480

  Last Listing Agent Alex Walsh Access

  35 Bemis St, Weston, MA 02493
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  /34

  Est $3,271,344 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

  • 9% Above List Price
  • $547/SF
  • 8 Days On Market

  • Last Sold Price $2,995,000
  • Jul 19, 2023

  Last Listing Agent Kathy O'Rourke Coldwell Banker Realty - Weston
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  $4,150,000

  • 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
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  $12,000 Per Month

  • 5 Beds
  • 4.5 Baths
  • 4,154 Sq Ft
  • House for Rent

  12 Pelham Rd, Weston, MA 02493

  Presenting an exceptional rental opportunity at 12 Pelham Rd. This meticulously crafted residential property, built in 2015, offers a substantial 4154 square feet of refined living space, epitomizing sophisticated suburban living. 1st Floor Open concept design features an expansive Living room with Vltd.ceilings, gleaming hardwoods,oversized windows and a gas fireplace. Kitchen accompanies with a

  Jennifer Cunningham Gibson Sotheby's International Realty

  12 Pelham Rd, Weston, MA 02493
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  $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 $2,951,579

  Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

  86 Myles Standish Rd, Weston, MA 02493
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  /42

  Est $1,948,913 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

  • 5% Above List Price
  • $504/SF
  • 29 Days On Market

  • Last Sold Price $1,850,000
  • Aug 02, 2024

  Last Listing Agent Deena Powell Gibson Sotheby's International Realty
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  /36

  $1,775,000 Pending

  • 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
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  /21

  $6,000 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
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  /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 $1,572,159

  Last Listing Agent Helen Kondi Worldwide Realty

  96 Conant Rd, Weston, MA 02493
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  /36

  Est $2,442,525 Not Listed For Sale

  246 Glen Rd, Weston, MA 02493

  • 4 Beds
  • 4.5 Baths
  • 3,720 Sq Ft
  • Built 1916

  246 Glen Rd, Weston, MA 02493

  Last Sold Summary

  • 2% Above List Price
  • $645/SF
  • 4 Days On Market

  • Last Sold Price $2,400,000
  • Jun 15, 2023

  Last Listing Agent Jennifer Madden Coldwell Banker Realty - Wellesley
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  /31

  $2,125,000

  • 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
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  /31

  $2,060,000 Sold Jun 04, 2025

  15 Bakers Hill Rd, Weston, MA 02493

  • 4 Beds
  • 2.5 Baths
  • 3,734 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $552/SF
  • 3 Days On Market

  Current Estimated Value $1,984,696

  Last Listing Agent Beyond Boston Properties Group Compass

  15 Bakers Hill Rd, Weston, MA 02493
• 

  

  /23

  Est $4,171,419 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

  • 18% Above List Price
  • $479/SF
  • 370 Days On Market

  • Last Sold Price $3,550,000
  • Aug 21, 2023

  Last Listing Agent Kevin Caulfield Compass
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  /32

  $1,475,000

  • 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
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  /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 $2,613,942

  Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

  137 Wellesley St, Weston, MA 02493
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  /37

  Est $4,532,961 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

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

  • Last Sold Price $4,300,000
  • Nov 30, 2023

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley
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  /36

  $1,775,000 Pending

  • 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
• 

  

  /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 $6,610,976

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  275 South Ave, Weston, MA 02493
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  /42

  Est $5,518,655 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

  • 3% Below List Price
  • $877/SF
  • 84 Days On Market

  • Last Sold Price $5,700,000
  • Aug 18, 2023

  Last Listing Agent Rose Hall Blue Ocean Realty, LLC
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  /35

  $1,945,000

  • 3 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  633 Boston Post Rd, Weston, MA 02493

  Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including a formal living room with fireplace, elegant dining room, and a sun-filled family room opening to a large deck overlooking the pool and landscaped grounds. Upstairs are three generous

  Jonathan Caldwell ACRE Property Advisors LLC

  633 Boston Post 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 $1,810,763

  Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

  64 Bakers Hill Rd, Weston, MA 02493
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  /22

  Est $1,535,956 Not Listed For Sale

  105 Woodchester Dr, Weston, MA 02493

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • Built 1955

  105 Woodchester Dr, Weston, MA 02493

  Last Sold Summary

  • 8% Above List Price
  • $696/SF
  • 2 Days On Market

  • Last Sold Price $1,425,000
  • Jul 14, 2023

  Last Listing Agent Erin Abraham Douglas Elliman Real Estate - Wellesley
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  /30

  $2,495,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,210 Sq Ft

  12 Fillmore Place Unit 12, Weston, MA 02493

  Weston’s premier 55+ community offers luxury living with a maintenance-free lifestyle. This beautifully crafted home features 4 bedrooms, 3.5 baths, and approximately 3,250 sq ft across three finished levels designed for comfort and style. A welcoming two story foyer, a private home office and an open-concept living and dining room with custom built-ins, a gas fireplace, and sliders to a deck and

  Denise Mosher Coldwell Banker Realty - Weston

  12 Fillmore Place Unit 12, Weston, MA 02493
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  /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 $1,732,731

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  30 Radcliffe Rd, Weston, MA 02493
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  /24

  Est $2,695,630 Not Listed For Sale

  91 Shady Hill Rd, Weston, MA 02493

  • 4 Beds
  • 4.5 Baths
  • 5,836 Sq Ft
  • Built 1965

  91 Shady Hill Rd, Weston, MA 02493

  Last Sold Summary

  • 10% Above List Price
  • $420/SF
  • 29 Days On Market

  • Last Sold Price $2,450,000
  • Jul 21, 2023

  Last Listing Agent Mizner+ Montero Gibson Sotheby's International Realty
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  /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
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  /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 $9,090,186

  Last Listing Agent Maggie Gold Seelig MGS Group Real Estate LTD

  21 Chestnut St, Weston, MA 02493
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  /39

  Est $2,948,946 Not Listed For Sale

  61 Scotch Pine Rd, Weston, MA 02493

  • 4 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • Built 1967

  61 Scotch Pine Rd, Weston, MA 02493

  Last Sold Summary

  • 16% Above List Price
  • $1,270/SF
  • 1 Day On Market

  • Last Sold Price $2,550,000
  • Jun 30, 2023

  Last Listing Agent Wendy Fox Compass
• 

  

  /37

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  77 Brook Rd, Weston, MA 02493

  Introducing this charming 1891 farmhouse, offering comfortable and stylish living across three thoughtfully designed floors. A welcoming farmer’s porch sets the tone, inviting you into this warm and character-filled home. Located on a quiet street in one of Weston’s most beloved neighborhoods, the property perfectly blends historic charm with everyday comfort. Inside, the home features inviting

  Karen Kirk Engel & Völkers Wellesley

  77 Brook Rd, Weston, MA 02493
• 

  

  /23

  $1,525,000 Sold May 28, 2025

  7 Highland St, Weston, MA 02493

  • 4 Beds
  • 2.5 Baths
  • 2,369 Sq Ft
  • Built 1929

  Last Sold Summary

  • 1% Below List Price
  • $644/SF
  • 3 Days On Market

  Current Estimated Value $1,442,501

  Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

  7 Highland St, Weston, MA 02493

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