Weston, MA Homes

/23
$1,595,000 Pending
- 3 Beds
- 2.5 Baths
- 3,090 Sq Ft
167 Conant Rd, Weston, MA 02493

Welcome to this much-admired, quintessential New England home, set back from the road on a scenic knoll with stone walls and a circular drive. Inside, a gracious foyer opens to a fireplaced family room and a front-to-back living room with another fireplace. Rich in timeless detail, this 1940s gem features a formal dining room with built ins, eat in kitchen with gas range, home office with

Denise Mosher Coldwell Banker Realty - Weston

167 Conant Rd, Weston, MA 02493
Explore Weston
/17
$5,500 total monthly price
- 3 Beds
- 2.5 Baths
- 1,649 Sq Ft
- House for Rent
405 North Ave, Weston, MA 02493

Utilities are included!! Be the first to occupy this brand-new, SFH styled barn conversion, completed with attached garage, set in the serene and historic Weston area. Thoughtfully designed with modern finishes, this home brings you contemporary comfort. The 2nd fl features 2 spacious bedrooms, each with its own walk-in closet and full bathroom. A generous laundry area with W/D and utility sink

405 North Ave, Weston, MA 02493
/24
$425,700 Sold May 23, 2025

1 Livermore Ln, Weston, MA 02493
- 3 Beds
- 2.5 Baths
- 1,216 Sq Ft
- Built 2002
Last Sold Summary
- $350/SF
- 42 Days On Market
Current Estimated Value $857,846

Last Listing Agent Jason Mahoney Esq. Vitruvius Realty

1 Livermore Ln, Weston, MA 02493

/26
Est $3,680,904 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,828 Sq Ft
45 Cliff Rd, Weston, MA 02493

45 Cliff Rd, Weston, MA 02493

/30
$2,095,000 Pending
- 4 Beds
- 3.5 Baths
- 3,495 Sq Ft
121 Cherry Brook Rd, Weston, MA 02493

Welcome to this stunning expanded Cape, beautifully situated on 2.21 acres in the desirable Cherry Brook neighborhood. This gracious home offers a welcoming foyer, gourmet chef’s kitchen with cathedral ceiling, large center island & breakfast area. An expansive Family Room with fireplace overlooks a private, wooded back yard. Formal Living Room with fireplace, Dining Room with bay window &

Deborah Kellett Berkshire Hathaway HomeServices Commonwealth Real Estate

121 Cherry Brook Rd, Weston, MA 02493
/19
$7,500 total monthly price
- 4 Beds
- 3 Baths
- 4,615 Sq Ft
- House for Rent
21 Gail Rd, Weston, MA 02493

Flexible rental terms! Experience refined living at 21 Gail Road, Weston—a stunning contemporary home available for rent with flexible terms. This elegant residence offers three levels of luxurious space, starting with a spacious foyer leading to living room, dinning room and a eat-in kitchen. The family room features hardwood floors, built-ins, a fireplace, and oversized windows that flood the

Alpha Group Compass

21 Gail Rd, Weston, MA 02493
/35
$1,765,000 Sold May 05, 2025

304 Highland St, Weston, MA 02493
- 4 Beds
- 3.5 Baths
- 2,496 Sq Ft
- Built 1931
Last Sold Summary
- 1% Above List Price
- $707/SF
- 5 Days On Market
Current Estimated Value $1,770,919

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

304 Highland St, Weston, MA 02493

/35
Est $3,343,005 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,470 Sq Ft
6 Somerset Place, Weston, MA 02493

6 Somerset Place, 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
$11,100 total monthly price
- 5 Beds
- 4.5 Baths
- 6,400 Sq Ft
- House for Rent
423 Concord Rd, Weston, MA 02493

This 6,300+ square foot home with 5 bedrooms, 4.5 baths offers an extraordinary luxury lifestyle amidst a serene surrounding landscape with walls of glass bringing the outside in. The custom door of glass opens to a magnificent, welcoming hard wood-floored reception hall. Upon entering the sleek entryway leads you to a contemporary formal foyer. A few steps in reveal a stunningly bright great

423 Concord Rd, Weston, MA 02493
/36
$2,960,000 Sold May 15, 2025

243 Ridgeway Rd, Weston, MA 02493
- 4 Beds
- 6 Baths
- 4,624 Sq Ft
- Built 1940
Last Sold Summary
- 6% Above List Price
- $640/SF
- 4 Days On Market
Current Estimated Value $2,825,355

Last Listing Agent The Shulkin Wilk Group Compass

243 Ridgeway Rd, Weston, MA 02493

/76
Est $1,479,238 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,420 Sq Ft
2 Brookdale Ave, Wellesley, MA 02482

2 Brookdale Ave, Wellesley, MA 02482

/27
$1,499,000 Pending
217 Summer St, Weston, MA 02493

Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

Eric Glassoff Coldwell Banker Realty - Brookline

217 Summer St, Weston, MA 02493
/25
$9,000 total monthly price
- 5 Beds
- 3.5 Baths
- 5,160 Sq Ft
- House for Rent
53 Drabbington Way, Weston, MA 02493

Welcoming 5-bedroom Colonial steps from Cat Rock Park. Offering over 5,000 sq. ft. of elegant and comfortable living, this 2007 built home greets you with a dramatic two-story foyer and a gracious living room w/fireplace. The sun-splashed kitchen features stainless appliances, an oversized island, breakfast area, and opens seamlessly to the formal dining room and family room with vaulted ceiling

Denise Mosher Coldwell Banker Realty - Weston

53 Drabbington Way, Weston, MA 02493
/42
$3,035,000 Sold Jul 18, 2025

29 Willard Rd, Weston, MA 02493
- 4 Beds
- 5 Baths
- 4,836 Sq Ft
- Built 2025
Last Sold Summary
- 16% Below List Price
- $628/SF
- 90 Days On Market
Current Estimated Value $2,964,523

Last Listing Agent Chaplin Partners Compass

29 Willard Rd, Weston, MA 02493

/40
Est $2,924,464 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,324 Sq Ft
129 Rockport Rd, Weston, MA 02493

129 Rockport Rd, 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
/39
$8,500 total monthly price
- 5 Beds
- 3.5 Baths
- 4,458 Sq Ft
- House for Rent
9 Maple Rd, Weston, MA 02493

Available NOW and easy to show, this beautifully renovated Victorian is located in one of Weston’s most desirable neighborhoods, with sidewalks allowing you to walk to the top-ranked schools, town center, library, and community amenities. A charming covered porch opens to an elegant foyer with period details. The main level offers a library, a chef’s kitchen with custom cabinetry, high-end

Rose Hall Blue Ocean Realty, LLC

9 Maple Rd, Weston, MA 02493
/20
$2,052,500 Sold Dec 10, 2025

103 Loring Rd, Weston, MA 02493
- 5 Beds
- 5.5 Baths
- 3,713 Sq Ft
- Built 1933
Last Sold Summary
- 13% Below List Price
- $553/SF
- 54 Days On Market
Last Listing Agent Mizner+ Montero Gibson Sotheby's International Realty

103 Loring Rd, Weston, MA 02493

/38
Est $1,659,325 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,320 Sq Ft
70 Sherburn Cir, Weston, MA 02493

70 Sherburn Cir, Weston, MA 02493

/42
$4,090,000 Pending
- 6 Beds
- 6.5 Baths
- 9,064 Sq Ft
42 Westerly Rd, Weston, MA 02493

Exceptional 6-bed, 6.5-bath French-inspired estate with signature Mansard roof, set on 1.42 acres in Weston Estates. With 9000+ sq ft above grade plus a finished walk-out lower level, this home features a grand foyer with double doors, sweeping staircase, and custom aquarium. Coffered ceilings, triple windows, and hardwood floors accentuate the opulent living spaces. The chef’s kitchen offers

Chorr-Kin Chin Vetra Estates, LLC

42 Westerly Rd, Weston, MA 02493
/42
$9,500 total monthly price
- 4 Beds
- 3.5 Baths
- 4,008 Sq Ft
- House for Rent
54 Woodchester Dr, Weston, MA 02493

Desired south side of Weston. This residential property presents an exciting opportunity to own a piece of classic charm. Large flat back yard is great for entertaining. This house has lots of privacy as well. Close to the schools, trails, and Wellesley restaurant. Rent with the furnitures. This home offers a unique canvas for crafting the lifestyle you have always desired. Within this

Rose Hall Blue Ocean Realty, LLC

54 Woodchester Dr, Weston, MA 02493
/29
$1,459,000 Sold Dec 02, 2025

5 Upham Way Unit 5, Weston, MA 02493
- 3 Beds
- 2.5 Baths
- 3,240 Sq Ft
- Built 1996
Last Sold Summary
- $450/SF
- 64 Days On Market
Last Listing Agent Mizner+ Montero Gibson Sotheby's International Realty

5 Upham Way Unit 5, Weston, MA 02493

/42
Est $2,520,723 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,400 Sq Ft
44 Sherburn Cir, Weston, MA 02493

44 Sherburn Cir, Weston, MA 02493

/41
$1,399,000 Pending
- 4 Beds
- 5 Baths
- 3,651 Sq Ft
426 Conant Rd, Weston, MA 02493

Nestled on a generous lot in Weston, the single-family residence at 426 Conant Rd. presents an attractive opportunity for discerning homeowners, offering a blend of classic charm and comfortable living. The property is bright and inviting. The living room is a focal point, showcasing a gas fireplace and hardwood floors. A vaulted ceiling in the adjacent great room amplifies the sense of space,

Dana Ingram Ingram Realty Co.

426 Conant Rd, Weston, MA 02493
/28
$5,500 total monthly price
- 3 Beds
- 2.5 Baths
- 1,649 Sq Ft
- House for Rent
405 North Ave, Weston, MA 02493

Utilities are included!! Be the first to occupy this brand-new, SFH styled barn conversion, completed with attached garage, set in the serene and historic Weston area. Thoughtfully designed with modern finishes, this home brings you contemporary comfort. The 2nd fl features 2 spacious bedrooms, each with its own walk-in closet and full bathroom. A generous laundry area with W/D and utility sink

Amy Guo Phoenix Real Estate

405 North Ave, Weston, MA 02493
/42
$1,265,000 Sold Jul 15, 2025

110 North Ave, Weston, MA 02493
- 4 Beds
- 3 Baths
- 1,720 Sq Ft
- Built 1954
Last Sold Summary
- 5% Above List Price
- $735/SF
- 5 Days On Market
Current Estimated Value $1,316,975

Last Listing Agent Tracey Cleversey Hive Property Group

110 North Ave, Weston, MA 02493

/29
Est $2,186,727 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,055 Sq Ft
48 Bogle St, Weston, MA 02493

48 Bogle St, Weston, MA 02493

/13
$1,079,000 Pending
- 3 Beds
- 1.5 Baths
- 1,390 Sq Ft
6 Overlook Dr, Weston, MA 02493

Great opportunity to get into Weston, this 6 room 3 bed 1.5 bath ranch with finished lower level and two car garage sits on over a 40k sqft lot. Great for an end user trying to get into the top Weston school district and great commuter location Or builders bring your vision to life on this large corner lot. Close to parks major routes and more. Come see the potential for yourself!

Jaime Venezia Real Estate Pros Inc.

6 Overlook Dr, Weston, MA 02493
/36
$18,000 total monthly price
- 5 Beds
- 7 Baths
- 8,844 Sq Ft
- House for Rent
568 Wellesley St, Weston, MA 02493

Welcome to Weston. The top school district in MA. Sophisticated single-family home with over 8,000 sf of living space in Weston with large flat yard. Nearly 2 acres of land less than a half hour drive from Boston! Beautiful stone walls surround the patio, with a grill and fire pit area and swimming pool/waterfall spa. Gorgeous rooms including a stately living room w/fireplace, wood paneled study

Rose Hall Blue Ocean Realty, LLC

568 Wellesley St, Weston, MA 02493
/39
$5,500,000 Sold Jun 05, 2025

33 Skating Pond Rd, Weston, MA 02493
- 5 Beds
- 9 Baths
- 13,731 Sq Ft
- Built 2009
Last Sold Summary
- 19% Below List Price
- $401/SF
- 165 Days On Market
Current Estimated Value $5,621,906

Last Listing Agent rosemary mccready Compass

33 Skating Pond Rd, Weston, MA 02493

/13
Est $2,151,820 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,220 Sq Ft
25 Rockport Rd, Weston, MA 02493

25 Rockport 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
/24
$5,000 total monthly price
- 4 Beds
- 2 Baths
- 1,934 Sq Ft
- House for Rent
410 Conant Rd, Weston, MA 02493

Set in a convenient Weston location, this inviting home features hardwood floors throughout and a comfortable, natural flow between rooms. Thoughtfully designed for easy living, it offers a warm connection to its surroundings and a relaxed sense of space. Enjoy close access to major routes for effortless commuting and travel, while still appreciating Weston’s peaceful residential character. Well

Mizner+ Montero Gibson Sotheby's International Realty

410 Conant Rd, Weston, MA 02493
/42
$1,605,000 Sold Nov 14, 2025

45 Forest Ridge Rd, Weston, MA 02493
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1968
Last Sold Summary
- 4% Above List Price
- $698/SF
- 6 Days On Market
Last Listing Agent April Henrikson Realty Choice, Inc.

45 Forest Ridge Rd, Weston, MA 02493

/26
Est $2,707,459 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,998 Sq Ft
12 Wits End, Weston, MA 02493

12 Wits End, Weston, MA 02493

/36
$2,995,000
- 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
/12
$1,750 total monthly price
- 1 Bed
- 1 Bath
- 625 Sq Ft
- Apartment for Rent
72 Church St Unit B, Weston, MA 02493

Bright and sunny 1-bedroom apartment attached to a single-family home in highly sought-after Weston. Enjoy a prime location with sidewalks leading to the commuter rail, town center, and the newly completed bike path—perfect for both commuters and outdoor enthusiasts. The unit features a spacious living room and kitchen with gleaming hardwood floors and generous storage throughout. The well-sized

Denise Mosher Coldwell Banker Realty - Weston

72 Church St Unit B, Weston, MA 02493
/35
$2,390,000 Sold May 06, 2025

110 Cherry Brook Rd, Weston, MA 02493
- 5 Beds
- 2.5 Baths
- 4,615 Sq Ft
- Built 1960
Last Sold Summary
- 4% Below List Price
- $518/SF
- 12 Days On Market
Current Estimated Value $2,393,713

Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

110 Cherry Brook Rd, Weston, MA 02493

/42
Est $3,796,536 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,576 Sq Ft
7 Evergreen Ave, Weston, MA 02493

7 Evergreen Ave, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 18

Massachusetts Middlesex County Weston

Home Trends in Weston, MA

On average, homes in Weston, MA sell after 48 days on the market compared to the national average of 53 days. The median sale price for homes in Weston, MA over the last 12 months is $2,450,000, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$2,450,000

Median Single Family Sale Price

$2,612,444

Median Townhouse Sale Price

$802,000

Median 2 Bedroom Sale Price

$823,100

Median 1 Bedroom Sale Price

$553,000

Average Price Per Sq Ft

$611

Number of Homes for Sale

Last 12 months Home Sales

139

Months of Supply

0.90

Median List Price

$2,597,450

Median Change From 1st List Price

Median Home Sale Price YoY Change

10%

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