Weston, MA Homes

/42
$3,245,000

$750K PRICE DROP
- 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
/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
$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 $2,359,435

Last Listing Agent Alex Walsh Access

35 Bemis St, Weston, MA 02493

/26
Est $2,659,055

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
Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

/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
$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 $2,091,139

Last Listing Agent Chaplin Partners Compass

823 Boston Post Rd, Weston, MA 02493

/38
Est $4,378,216

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
Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

/33
$1,795,000
- 3 Beds
- 3 Baths
- 3,264 Sq Ft
44 Old Rd, Weston, MA 02493

Enjoy the best of Weston living in this beautifully renovated 3 bedroom Cape, privately set on a landscaped one-acre lot just minutes from the town center. Designed for both everyday comfort and effortless entertaining, the home offers inviting spaces that flow from a beautifully appointed kitchen with high-end appliances and custom cabinetry to a fireplaced family room opening onto a spacious

Karen Kirk Engel & Völkers Wellesley

44 Old Rd, Weston, MA 02493
/36
$1,750,000

Sold Jul 21, 2026

16 Livermore Ln Unit 16, Weston, MA 02493
- 3 Beds
- 4 Baths
- 4,030 Sq Ft
- Built 2000
Last Sold Summary
- 5% Below List Price
- $434/SF
- 62 Days On Market
Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

16 Livermore Ln Unit 16, Weston, MA 02493

/42
Est $3,757,726

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
Last Listing Agent Yang Liu Weston Realty LLC

/41
$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
/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 $2,807,445

Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

86 Myles Standish Rd, Weston, MA 02493

/42
Est $3,269,897

Not Listed For Sale

3 Drumlin Rd, Weston, MA 02493
- 5 Beds
- 4.5 Baths
- 6,930 Sq Ft
- Built 1999
3 Drumlin Rd, Weston, MA 02493

Last Sold Summary
- 4 Days On Market
Last Listing Agent Xu Huang Blue Ocean Realty, LLC

/34
$3,250,000

Pending
- 5 Beds
- 5 Baths
- 4,572 Sq Ft
29 Page Rd, Weston, MA 02493

Amazing colonial estate set on over an acre in one of Weston's outstanding neighborhoods. This 5-bedroom, 5 bath offers timeless architecture, modern comfort, and an exceptional floor plan. A grand two-story foyer with a sweeping staircase flows into the formal living and dining rooms, a distinguished wood-paneled office, and a spectacular two-story family room with soaring cathedral ceilings,

Rose Hall Blue Ocean Realty, LLC

29 Page Rd, 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 $4,295,697

Last Listing Agent Sheryl Simon Gibson Sotheby's International Realty

81 Montvale Rd, Weston, MA 02493

/21
Est $2,905,638

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
Last Listing Agent Sheryl Simon Gibson Sotheby's International Realty

/5
$7,295,000

Pending
- 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
/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 $1,646,784

Last Listing Agent Helen Kondi Worldwide Realty

96 Conant Rd, Weston, MA 02493

/36
Est $2,919,738

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
Last Listing Agent The Shulkin Wilk Group Compass

/41
$3,695,000
- 5 Beds
- 8 Baths
- 7,250 Sq Ft
32 Perry Ln, Weston, MA 02493

Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy

Jodie Zinna Coldwell Banker Realty - Wellesley

32 Perry Ln, 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 $2,769,850

Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

137 Wellesley St, Weston, MA 02493

/42
Est $2,118,074

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
Last Listing Agent Deena Powell Gibson Sotheby's International Realty

/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
/30
$2,480,000

Sold Jul 16, 2026

12 Fillmore Place Unit 12, Weston, MA 02493
- 4 Beds
- 3.5 Baths
- 3,210 Sq Ft
- Built 2008
Last Sold Summary
- 1% Below List Price
- $773/SF
- 7 Days On Market
Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

12 Fillmore Place Unit 12, Weston, MA 02493

/23
Est $3,958,503

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
Last Listing Agent Kevin Caulfield Compass

/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
/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 $1,779,569

Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

64 Bakers Hill Rd, Weston, MA 02493

/37
Est $4,592,636

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
Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

/29
$1,420,000

Pending
- 3 Beds
- 2.5 Baths
- 2,899 Sq Ft
25 Livermore Ln, Weston, MA 02493

A rare opportunity to become part of the sought-after Dickson Meadows neighborhood on the south side of Weston. This sun-filled home offers the perfect blend of style, comfort, and convenience, with easy access to top-rated Weston schools, major commuter routes, and nearby amenities. The first floor features a dramatic two-story family room, a spacious dining room, and a thoughtfully updated

Heejeong Joo Coldwell Banker Realty - Lexington

25 Livermore Ln, 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 $1,754,082

Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

30 Radcliffe Rd, Weston, MA 02493

/42
Est $6,220,855

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
Last Listing Agent Rose Hall Blue Ocean Realty, LLC

/28
$1,495,000
- 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
/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 $8,938,905

Last Listing Agent Maggie Gold Seelig MGS Group Real Estate LTD

21 Chestnut St, Weston, MA 02493

/40
Est $2,739,504

Not Listed For Sale

200 Hickory Rd, Weston, MA 02493
- 4 Beds
- 4 Baths
- 4,149 Sq Ft
- Built 1981
200 Hickory Rd, Weston, MA 02493

Last Sold Summary
- 6 Days On Market
Last Listing Agent Diane Capodilupo Diane Capodilupo & Company

/27
$4,995,000

$255K PRICE DROP
- 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
/2
$2,575,000

Sold May 15, 2026

183 Kings Grant Rd, Weston, MA 02493
- 5 Beds
- 4.5 Baths
- 4,885 Sq Ft
- Built 1983
Last Sold Summary
- 3% Below List Price
- $527/SF
- 36 Days On Market
Current Estimated Value $2,576,961

Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

183 Kings Grant Rd, Weston, MA 02493

/42
Est $5,237,895

Not Listed For Sale

57 Westcliff Rd, Weston, MA 02493
- 6 Beds
- 8 Baths
- 8,005 Sq Ft
- Built 2024
57 Westcliff Rd, Weston, MA 02493

Last Sold Summary
- 60 Days On Market
Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

/31
$3,095,000

$355K PRICE DROP Pending
- 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
/27
$1,475,000

Sold Jan 09, 2026

217 Summer St, Weston, MA 02493
- 2,867 Sq Ft
- Built 1985
Last Sold Summary
- 22% Below List Price
- $514/SF
- 212 Days On Market
Current Estimated Value $1,622,317

Last Listing Agent Eric Glassoff Coldwell Banker Realty - Brookline

217 Summer St, Weston, MA 02493

/9
Est $2,745,674

Not Listed For Sale

18 Shady Hill Rd, Weston, MA 02493
- 4 Beds
- 3.5 Baths
- 5,073 Sq Ft
- Built 1955
18 Shady Hill Rd, Weston, MA 02493

Last Sold Summary
- 31 Days On Market
Last Listing Agent Derek Greene The Greene Realty Group

Showing Results 41 - 80, Page 2 of 18

Massachusetts Middlesex County

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Weston, MA Homes

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