Weston, MA Homes

/42
Est $2,000,029 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,669 Sq Ft
260 Glen Rd, Weston, MA 02493

260 Glen Rd, Weston, MA 02493

/41
$3,249,900 New Construction
- 5 Beds
- 6.5 Baths
- 7,317 Sq Ft
6 Clifford Ln, Weston, MA 02493

Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $499 psf vs the average new home in Weston is over $700 psf. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room

Gary Litchfield Mass. Real Estate Solutions, LLC

6 Clifford Ln, Weston, MA 02493
/30
$2,650,000 Sold Oct 07, 2025
- 4,403 Sq Ft
- $602/SF
- 72 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1966
117 Deer Path Ln, Weston, MA 02493

This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

Dean Poritzky Engel & Völkers Wellesley

117 Deer Path Ln, Weston, MA 02493

/36
Est $2,700,698 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,720 Sq Ft
246 Glen Rd, Weston, MA 02493

246 Glen Rd, Weston, MA 02493

/36
$3,250,000 Pending
- 3 Beds
- 3.5 Baths
- 4,438 Sq Ft
23 Pine Summit Cir Unit 23, Weston, MA 02493

Luxurious home with all the amenities. Prime location in Highland Meadows premier 55+ community. Newly renovated in 2022, this 4,438 sq ft home has an open floor plan and large windows giving a very light and warm feeling. First floor with large kitchen plus island opens to family room with gas fireplace. Walk in food pantry plus new Thermador/ SubZero appliances. Banquet size dining room with

Melissa Dailey Coldwell Banker Realty - Wellesley

23 Pine Summit Cir Unit 23, Weston, MA 02493
/42
$3,500,000 Sold Oct 06, 2025
- 6,797 Sq Ft
- $515/SF
- 106 Days On Market
- 5 Beds
- 7 Baths
- Built 2001
4 Prescott Ln, Weston, MA 02493

Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers

Nicoline Lomas William Raveis R.E. & Home Services

4 Prescott Ln, Weston, MA 02493

/23
Est $4,117,788 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 7,412 Sq Ft
241 Glen Rd, Weston, MA 02493

241 Glen Rd, Weston, MA 02493

/26
$2,900,000 Pending
- 6 Beds
- 5.5 Baths
- 6,226 Sq Ft
30 Page Rd, Weston, MA 02493

Stately brick Colonial located in a desirable cul-de-sac neighborhood on a beautifully landscaped lot with sprawling backyard. This spacious & sun-filled home offers the perfect blend of traditional charm & modern comfort. Designed for entertaining & everyday living, the 1st floor features a bedroom & full bath ideal for guests or multigenerational living. Enjoy entertaining in the formal DR, LR

Sheryl Simon Gibson Sotheby's International Realty

30 Page Rd, Weston, MA 02493
/17
$7,300,000 Sold Oct 03, 2025
- 8,205 Sq Ft
- $890/SF
- 0 Days On Market
- 5 Beds
- 6.5 Baths
- Built 1992
100 Chestnut St, Weston, MA 02493

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. The home offers the charm of rolling landscapes, stone walls, and lush gardens. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak

The Mazer Group Compass

100 Chestnut St, Weston, MA 02493

/37
Est $4,842,500 Not Listed For Sale
- 7 Beds
- 6.5 Baths
- 6,830 Sq Ft
25 Cliff Rd, Weston, MA 02493

25 Cliff Rd, Weston, MA 02493

/35
$2,895,000 Pending
- 5 Beds
- 3.5 Baths
- 5,100 Sq Ft
137 Wellesley St, Weston, MA 02493

Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

Dean Poritzky Engel & Völkers Wellesley

137 Wellesley St, Weston, MA 02493
/40
$2,250,000 Sold Sep 30, 2025
- 4,465 Sq Ft
- $504/SF
- 81 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1960
56 Arrowhead Rd, Weston, MA 02493

Move in ready 10-room, 4-bedroom Colonial nestled in a highly desirable neighborhood. The gracious dining room and formal living room with wood-burning fireplace offer timeless elegance, perfect for entertaining or relaxed evenings. A chef’s eat-in kitchen features stainless appliances, a walk-in pantry, and an expansive island, flowing seamlessly into a sunlit family room with access to a large

Denise Mosher Coldwell Banker Realty - Weston

56 Arrowhead Rd, Weston, MA 02493

/28
Est $2,962,156 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,784 Sq Ft
61 Cliff Rd, Weston, MA 02493

61 Cliff Rd, Weston, MA 02493

/39
$3,200,000 Pending
- 5 Beds
- 7 Baths
- 6,096 Sq Ft
7 Rockport Rd, Weston, MA 02493

Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

Vito Capraro Aluxety

7 Rockport Rd, Weston, MA 02493
/23
$740,000 Sold Sep 17, 2025
- 1,359 Sq Ft
- $545/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1980
115 Jericho Rd, Weston, MA 02493

Welcome to this beautifully maintained two-bedroom garden-style condo in Weston's sought-after Stonegate community. Enjoy effortless, single-level living in a bright, open layout featuring a gracious living room with fireplace that flows into the dining area—perfect for gatherings. Glass sliders open to a private bluestone patio, ideal for morning coffee or evening unwinding. The kitchen offers

Denise Mosher Coldwell Banker Realty - Weston

115 Jericho Rd, Weston, MA 02493

/30
Est $5,138,826 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 7,229 Sq Ft
8 Scotch Pine Rd, Weston, MA 02493

8 Scotch Pine Rd, Weston, MA 02493

/37
$3,500,000 Pending
- 6 Beds
- 5 Baths
- 8,500 Sq Ft
215 Boston Post Rd, Weston, MA 02493

Exquisite 1867 Victorian, spanning more than 8500 sq ft., featuring an award-winning restoration and the finest modern luxuries. Set on a 1.37-acre arboretum-like lot with specimen trees, lush lawn, exceptional hardscaping, and a carriage house with office. The first floor offers a grand foyer, elegant living room, banquet-sized dining room, billiard room, and gourmet eat-in kitchen/family room

Denise Mosher Coldwell Banker Realty - Weston

215 Boston Post Rd, Weston, MA 02493
/29
$2,326,000 Sold Sep 12, 2025
- 4,418 Sq Ft
- $526/SF
- 72 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1910
51 Summer St, Weston, MA 02493

The Clarence “Fleetwood” Mosher House at 51 Summer Street in Weston, Massachusetts, was built in 1910 and has been thoughtfully expanded and remodeled. Offering over 4,400 square feet of sun-filled living space, this farmhouse-style home is perfect for comfortable living and entertaining. The stunning gourmet kitchen features custom cabinetry, a farm sink, two dishwashers, and a pantry, and flows

Dean Poritzky Engel & Völkers Wellesley

51 Summer St, Weston, MA 02493

/42
Est $5,443,840 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 6,500 Sq Ft
91 Rockport Rd, Weston, MA 02493

91 Rockport Rd, 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
/36
$2,862,500 Sold Sep 03, 2025
- 4,800 Sq Ft
- $596/SF
- 71 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1914
3 Conant Rd, Weston, MA 02493

Beyond Stunning!!!!! Have the best of both worlds! Incredible 1 acre flat lot in the heart of Weston Center w/ the urban suburban lifestyle in this fully renovated home! Extensive recent renovations gives this home the classic feel but it is all NEW! High ceilings, filled w/ sunlight & gorgeous millwork throughout. Spacious foyer with gorgeous staircase is flanked by the large dining room &

Melissa Dailey Coldwell Banker Realty - Wellesley

3 Conant Rd, Weston, MA 02493

/27
Est $1,611,235 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,726 Sq Ft
75 Woodchester Dr, Weston, MA 02493

75 Woodchester Dr, Weston, MA 02493

/33
$2,595,000
- 5 Beds
- 4 Baths
- 4,300 Sq Ft
60 Rolling Ln, Weston, MA 02493

Rare opportunity to own a stunning contemporary home with a spectacular pool, nestled in one of Weston’s premier neighborhoods near the Weston Golf Club and town center. Thoughtfully renovated with exquisite details throughout, this 5-bedroom, 4-bathroom home is perfect for entertaining. The living room features a striking fireplace, while the elegant dining room boasts custom built-ins and a

Dean Poritzky Engel & Völkers Wellesley

60 Rolling Ln, Weston, MA 02493
/33
$3,350,000 Sold Aug 29, 2025
- 6,252 Sq Ft
- $536/SF
- 113 Days On Market
- 5 Beds
- 6 Baths
- Built 1969
22 Chadwick Rd, Weston, MA 02493

Situated in a coveted Southside neighborhood on an ended way, this sophisticated Colonial has been meticulously updated & expanded, offering perfect spaces for entertaining & family enjoyment. The inviting foyer flows seamlessly into a library w/custom built-ins & a fireplaced living room overlooking the private grounds. The kitchen has an adjoining eat-in area, opening to a family room w/access

Beyond Boston Properties Group Compass

22 Chadwick Rd, Weston, MA 02493

/32
Est $4,249,047 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,234 Sq Ft
59 Shady Hill Rd, Weston, MA 02493

59 Shady Hill Rd, Weston, MA 02493

/35
$2,800,000
- 5 Beds
- 5 Baths
- 4,977 Sq Ft
51 Church St, Weston, MA 02493

Beautifully sited on 1.61 manicured acres this Colonial Revival was inspired by the Hancock house which once stood on Beacon Street near the Massachusetts Statehouse. This five bedroom home offers timeless character and historic charm creating a warm and welcoming property inside and out. Upon entering enjoy the classic architectural details, sun-filled rooms, and wonderful flow for both everyday

Deena Powell Gibson Sotheby's International Realty

51 Church St, Weston, MA 02493
/11
$1,200,000 Sold Aug 27, 2025
- 2,864 Sq Ft
- $419/SF
- 1 Day On Market
- 5 Beds
- 3.5 Baths
- Built 1923
288 Glen Rd, Weston, MA 02493

Lovely dutch colonial with character and spacious living. Surrounded by estate homes. Corner lot. 5 bedrooms of which 2 and a full bath are located on the third level. Heated sun room overlooking a serene back yard. Plenty of parking. Close to town, highways and conservation land. License to sell needed from probate court. Process begins after signing of p&s. Property sold AS

Christine Metros Natale Christine E. Natale, Broker

288 Glen Rd, Weston, MA 02493

/22
Est $1,624,229 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,048 Sq Ft
105 Woodchester Dr, Weston, MA 02493

105 Woodchester Dr, Weston, MA 02493

/13
$1,995,000
- Land
- 2.86 Acres
- $697,552 per Acre
41 Orchard Ave, Weston, MA 02493

Contemporary 1982 home set on a beautiful 2.86-acre lot! This inviting property offers 7 spacious rooms, including 3 comfortable bedrooms, perfect for family living or entertaining. The expansive land provides plenty of space for gardening, outdoor recreation, or future expansion. Enjoy an established neighborhood with the convenience of nearby amenities. this property offers endless potential to

Paige Yates Coldwell Banker Realty - Weston

41 Orchard Ave, Weston, MA 02493
/28
$2,950,000 Sold Aug 26, 2025
- 6,672 Sq Ft
- $442/SF
- 59 Days On Market
- 5 Beds
- 7 Baths
- Built 2002
80 Loring Rd, Weston, MA 02493

Distinguished custom built home in coveted Weston Golf Club location. A beautiful double height foyer leads to a gracious formal dining room adjoining a spacious formal living room w/fireplace. Expansive chef's kitchen w/informal dining opens to the heart of the home's oversized family room flooded w/natural light, cathedral ceilings, skylights, impressive floor to ceiling fireplace & French

Deena Powell Gibson Sotheby's International Realty

80 Loring Rd, Weston, MA 02493

/24
Est $3,017,571 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,836 Sq Ft
91 Shady Hill Rd, Weston, MA 02493

91 Shady Hill Rd, Weston, MA 02493

/21
$2,500,000
- 4 Beds
- 3.5 Baths
- 3,953 Sq Ft
60 Possum Rd, Weston, MA 02493

Location, Location,Location! Tucked away on a private road—one of nine encircling the Weston Golf Club and part of The Weston Roads Trust—this property offers a rare opportunity to renovate or build new in this premium location. Available for the first time in over 50 years, this gracious four-bedroom Colonial sits on 1.85 acres and features approximately 4,000 sq. ft. of living space. The home

Karen Kirk Engel & Völkers Wellesley

60 Possum Rd, Weston, MA 02493
/40
$2,624,888 Sold Aug 25, 2025
- 4,462 Sq Ft
- $588/SF
- 80 Days On Market
- 6 Beds
- 3 Baths
- Built 1959
110 Robin Rd, Weston, MA 02493

Updated 6 bedroom home, sited on almost 2 acres of land. Located on coveted south-side, and part of the Weston Golf Club Neighborhood. Gracious Living-room with two-sided fireplace connecting to Dining-room for formal entertaining. Sunroom with cathedral ceilings and separate heating/cooling zones, massive custom windows provide breathtaking 180' views of estate grounds. Spacious kitchen with

Chaplin Partners Compass

110 Robin Rd, Weston, MA 02493

/39
Est $4,378,663 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 6,283 Sq Ft
55 Scotch Pine Rd, Weston, MA 02493

55 Scotch Pine Rd, Weston, MA 02493

/24
$950,000
- 3 Beds
- 2.5 Baths
- 1,265 Sq Ft
17 Lexington St, Weston, MA 02493

Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse-style condo that perfectly blends modern finishes with timeless charm. Enjoy hardwood floors, high ceilings, and abundant natural light. The spacious living room has built-ins and an office nook, flowing seamlessly into an eat-in kitchen with ample cabinetry, stainless appliances, newer flooring, and a convenient half bath. Step

Denise Mosher Coldwell Banker Realty - Weston

17 Lexington St, Weston, MA 02493
/38
$1,930,000 Sold Aug 22, 2025
- 3,760 Sq Ft
- $513/SF
- 14 Days On Market
- 4 Beds
- 3 Baths
- Built 1905
142 Wellesley St, Weston, MA 02493

Elegant, modern & updated Gambrel Colonial on a private 1.28 acre lot in Weston’s coveted Southside! Recently renovated family room features new hardwood floors, recessed lights, a stunning wood-paneled gas fireplace & provides direct access to a deck overlooking the beautiful & private grounds. The 2023 kitchen features quartz countertops & stainless appliances flows into the adjoining dining

Beyond Boston Properties Group Compass

142 Wellesley St, Weston, MA 02493

/39
Est $3,118,891 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,008 Sq Ft
61 Scotch Pine Rd, Weston, MA 02493

61 Scotch Pine Rd, Weston, MA 02493

/36
$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
/28
$3,025,000 Sold Aug 22, 2025
- 3,332 Sq Ft
- $908/SF
- 49 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1931
12 Meadowbrook Rd, Weston, MA 02493

This timeless, light-filled home in the country club neighborhood of Weston is not to be missed. The property offers a main house, separate out-building, garage, and tennis court. The main home is a classic brick colonial and has been fully renovated from top to bottom offering a thoughtful and welcoming layout. The spacious living room boasts beautiful original details, and the bright family

Jamie Ovadia MGS Group Real Estate LTD

12 Meadowbrook Rd, Weston, MA 02493

/9
Est $2,821,910 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 5,073 Sq Ft
18 Shady Hill Rd, Weston, MA 02493

18 Shady Hill Rd, Weston, MA 02493

Showing Results 41 - 80, Page 2 of 18

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