Weston, MA Homes

/37
$4,195,000 Open Sun 11AM - 12:30PM
- 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
/37
$3,325,000 Sold Nov 10, 2025

215 Boston Post Rd, Weston, MA 02493
- 6 Beds
- 5 Baths
- 8,500 Sq Ft
- Built 1867
Last Sold Summary
- 10% Below List Price
- $391/SF
- 171 Days On Market
Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

215 Boston Post Rd, Weston, MA 02493

/42
Est $2,095,051 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
- 13% Above List Price
- $504/SF
- 29 Days On Market
Last Sold Price $1,850,000

Last Listing Agent Deena Powell Gibson Sotheby's International Realty

/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
$2,100,000 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 $2,121,207

Last Listing Agent Deborah Kellett Berkshire Hathaway HomeServices Commonwealth Real Estate

121 Cherry Brook Rd, Weston, MA 02493

/36
Est $2,658,735 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
- 11% Above List Price
- $645/SF
- 4 Days On Market
Last Sold Price $2,400,000

Last Listing Agent Jennifer Madden Coldwell Banker Realty - Wellesley

/28
$4,250,000 Pending
- 5 Beds
- 4.5 Baths
- 4,340 Sq Ft
135 Orchard Ave, Weston, MA 02493

A rare and exceptional property on the south side of Weston. Set on over 2.5 acres of idyllic land, with expansive views of untouched meadows and abutting miles of forested trails, this historic home—originally part of the 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

Dean Poritzky Engel & Völkers Wellesley

135 Orchard Ave, Weston, MA 02493
/31
$3,350,000 Sold May 01, 2025

131 Radcliffe Rd, Weston, MA 02493
- 5 Beds
- 6 Baths
- 6,391 Sq Ft
- Built 2001
Last Sold Summary
- 4% Below List Price
- $524/SF
- 12 Days On Market
Current Estimated Value $3,466,458

Last Listing Agent Maggie Gold Seelig MGS Group Real Estate LTD

131 Radcliffe Rd, Weston, MA 02493

/23
Est $4,083,604 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
- 15% Above List Price
- $479/SF
- 370 Days On Market
Last Sold Price $3,550,000

Last Listing Agent Kevin Caulfield Compass

/32
$3,395,000 Pending
- 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
/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 $2,951,579

Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

86 Myles Standish Rd, Weston, MA 02493

/37
Est $4,597,973 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
- 7% Above List Price
- $630/SF
- 139 Days On Market
Last Sold Price $4,300,000

Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

/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
$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 $1,593,088

Last Listing Agent Helen Kondi Worldwide Realty

96 Conant Rd, Weston, MA 02493

/42
Est $5,575,550 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
- 2% Below List Price
- $877/SF
- 84 Days On Market
Last Sold Price $5,700,000

Last Listing Agent Rose Hall Blue Ocean Realty, LLC

/12
$1,699,000 Pending
- 4 Beds
- 3 Baths
- 3,170 Sq Ft
30 Warren Ave, Weston, MA 02493

Welcome to 30 Warren Avenue, a beautifully maintained single-family home in a quiet and desirable Weston neighborhood. This spacious residence offers 4 bedrooms and 3 full bathrooms with a bright layout designed for comfortable living. The main level features a sun-filled living room with hardwood floors, a formal dining area, and a renovated kitchen with modern appliances. Recent upgrades

Yang Liu Weston Realty LLC

30 Warren Ave, Weston, MA 02493
/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 $2,020,541

Last Listing Agent Beyond Boston Properties Group Compass

15 Bakers Hill Rd, Weston, MA 02493

/22
Est $1,687,306 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
- 18% Above List Price
- $696/SF
- 2 Days On Market
Last Sold Price $1,425,000

Last Listing Agent Erin Abraham Douglas Elliman Real Estate - Wellesley

/36
$1,850,000 Open Sun 12:30PM - 2PM
- 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
/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 $2,668,059

Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

137 Wellesley St, Weston, MA 02493

/24
Est $3,021,428 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
- 23% Above List Price
- $420/SF
- 29 Days On Market
Last Sold Price $2,450,000

Last Listing Agent Mizner+ Montero Gibson Sotheby's International Realty

/31
$2,250,000 Open Sat 11:30AM - 1:30PM
- 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
/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 $6,664,686

Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

275 South Ave, Weston, MA 02493

/39
Est $3,190,870 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
- 25% Above List Price
- $1,270/SF
- 1 Day On Market
Last Sold Price $2,550,000

Last Listing Agent Wendy Fox Compass

/42
$1,799,000
- 4 Beds
- 2.5 Baths
- 2,596 Sq Ft
556 Wellesley St, Weston, MA 02493

Iconic front porch welcomes you into this charming circa-1901 farmhouse. The front foyer opens to gracious living and dining rooms with a fireplace. Updated kitchen and family room with plenty of storage and easy access to a deck overlooking a flat backyard with patio and play area. The second floor offers a primary suite with vaulted ceilings and an en suite bath, three additional bedrooms, and

Chaplin Partners Compass

556 Wellesley St, 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 $1,828,133

Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

64 Bakers Hill Rd, Weston, MA 02493

/9
Est $2,929,684 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
- 17% Above List Price
- $495/SF
- 31 Days On Market
Last Sold Price $2,510,000

Last Listing Agent Derek Greene The Greene Realty Group

/42
$2,699,999 Pending
- 4 Beds
- 3.5 Baths
- 4,521 Sq Ft
35 Bemis St, Weston, MA 02493

35 Bemis presents a completely reimagined 4 bed, 3.5 bath home offering the feel of new construction with thoughtful design and high-end finishes throughout. The sun-filled open-concept first floor is designed for modern living and effortless entertaining. A designer kitchen anchors the space with Fisher & Paykel appliances, custom cabinetry, oversized center island, and generous prep and storage

Alex Walsh Access

35 Bemis St, 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 $1,507,233

Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

30 Radcliffe Rd, Weston, MA 02493

/31
Est $1,856,986 Not Listed For Sale

702 Wellesley St, Weston, MA 02493
- 4 Beds
- 3 Baths
- 3,159 Sq Ft
- Built 1963
702 Wellesley St, Weston, MA 02493

Last Sold Summary
- 15% Above List Price
- $513/SF
- 73 Days On Market
Last Sold Price $1,620,000

Last Listing Agent Paul Cirignano The Synergy Group

/42
$2,250,000 Open Sat 1PM - 2PM
- 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
/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 $8,689,780

Last Listing Agent Maggie Gold Seelig MGS Group Real Estate LTD

21 Chestnut St, Weston, MA 02493

/42
Est $3,764,610 Not Listed For Sale

690 Wellesley St, Weston, MA 02493
- 5 Beds
- 5.5 Baths
- 6,037 Sq Ft
- Built 2015
690 Wellesley St, Weston, MA 02493

Last Sold Summary
- 16% Above List Price
- $536/SF
- 10 Days On Market
Last Sold Price $3,235,000

Last Listing Agent Chaplin Partners Compass

/36
$1,850,000 Open Sun 12:30PM - 2PM
- 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
/32
$4,500,000 Sold Apr 09, 2025

24 Colonial Way, Weston, MA 02493
- 5 Beds
- 7 Baths
- 7,351 Sq Ft
- Built 1970
Last Sold Summary
- $612/SF
- 7 Days On Market
Current Estimated Value $4,751,835

Last Listing Agent rosemary mccready Compass

24 Colonial Way, Weston, MA 02493

/42
Est $3,418,332 Not Listed For Sale

676 Wellesley St, Weston, MA 02493
- 3 Beds
- 4.5 Baths
- 4,400 Sq Ft
- Built 2023
676 Wellesley St, Weston, MA 02493

Last Sold Summary
- 10% Above List Price
- $705/SF
- 21 Days On Market
Last Sold Price $3,100,000

Last Listing Agent Chaplin Partners Compass

/42
$2,988,000 Pending
- 4 Beds
- 5 Baths
- 6,119 Sq Ft
46 Blackburnian Rd, Weston, MA 02493

Stunning, Custom Shingle Style with innovative architectural design, and attention to detail. This 4 bdr. masterpiece is a nature lover's paradise set on over 4 acres with expansive, open meadow views. Guests are welcomed by tasteful two story foyer, formal living and dining rooms, with inviting gas fireplace for unparalleled entertaining. Sunny, gourmet kitchen with custom cabinets, island, Wolf

Chaplin Partners Compass

46 Blackburnian 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 $1,452,630

Last Listing Agent Dean Poritzky Engel & Völkers Wellesley

7 Highland St, Weston, MA 02493

/27
Est $3,667,891 Not Listed For Sale

632 Wellesley St, Weston, MA 02493
- 5 Beds
- 5 Baths
- 6,000 Sq Ft
- Built 2022
632 Wellesley St, Weston, MA 02493

Last Sold Summary
- 16% Above List Price
- $525/SF
- 100 Days On Market
Last Sold Price $3,150,000

Last Listing Agent James Brasco III William Raveis R.E. & Home Services

/35
$2,650,000 Pending
- 5 Beds
- 4.5 Baths
- 4,885 Sq Ft
183 Kings Grant Rd, Weston, MA 02493

Move-in-ready Colonial on a quiet cul-de-sac in the sought-after Kings Grant neighborhood. Set on a beautifully landscaped, level, 2+ acre lot, this home offers exceptional privacy. The first floor showcases a gracious formal living room with fireplace, elegant dining room, and a renovated, eat-in kitchen featuring a large center island and stainless appliances. The inviting family room boasts a

Denise Mosher Coldwell Banker Realty - Weston

183 Kings Grant Rd, Weston, MA 02493

Showing Results 41 - 80, Page 2 of 18

Massachusetts Middlesex County Weston

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Weston, MA Homes

Real Estate & Homes