Middlesex, MA Homes

/42
$4,680,000
- 5 Beds
- 6.5 Baths
- 8,500 Sq Ft
11 Winthrop Cir, Weston, MA 02493

This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with

Dream Team Dreamega International Realty LLC

11 Winthrop Cir, Weston, MA 02493
/19
$9,250 per month
- 4 Beds
- 4 Baths
- 3,227 Sq Ft
- House for Rent
16 Pinecroft Rd, Weston, MA 02493

Expertly renovated in 2017 and meticulously maintained, this 4 bedroom farmhouse Colonial features substantial finishes throughout and striking views of the picturesque landscape. This stunning home is surrounded by gorgeous rolling lawns, multiple mature perennial gardens and stone retaining walls near miles of conservation land and trails. The well-appointed professional chef's kitchen

Dean Poritzky Engel & Völkers Wellesley

16 Pinecroft Rd, Weston, MA 02493
/42
$2,550,000 Sold Jul 16, 2025
- 5,328 Sq Ft
- $479/SF
- 7 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1966
53 Stonehedge Rd, Lincoln, MA 01773

Located on a hilltop at the end of the Stonehedge cul-de-sac, this custom mid-century modern Deck House sits on 3+ private acres of professionally landscaped estate-like grounds. The dramatic living room features soaring ceilings, a fireplace, and floor-to-ceiling windows overlooking a bluestone terrace, an expansive pool, and a fenced yard. Natural-light-filled interiors and a flexible floor

bill Janovitz Compass

53 Stonehedge Rd, Lincoln, MA 01773

/41
Est $1,420,145 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,538 Sq Ft
17 Locust Rd, Weston, MA 02493

17 Locust Rd, Weston, MA 02493

/36
$3,450,000
- 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
/27
$1,350,000 Sold Jul 16, 2025
- 2,595 Sq Ft
- $520/SF
- 39 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1957
35 Bemis St, Weston, MA 02493

Designed for modern living, this updated 4-bedroom, 3.5-bath home combines space, comfort, and convenience on a serene 0.7-acre lot that abuts conservation land. The sun-drenched 2 story great room with loft study, skylights, hardwood floors, and a charming wood-burning fireplace—perfect for relaxing or entertaining. Enjoy meals in the formal dining room with built-in, or in the spacious eat-in

Denise Mosher Coldwell Banker Realty - Weston

35 Bemis St, Weston, MA 02493

/24
Est $1,356,201 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
270 Glen Rd, Weston, MA 02493

270 Glen Rd, Weston, MA 02493

/37
$3,500,000
- 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
/42
$1,750,000 Sold Jul 16, 2025
- 2,856 Sq Ft
- $613/SF
- 3 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1890
20 Maple Rd, Weston, MA 02493

Charming renovated Victorian Farmhouse, circa 1890, w/ private backyard in sought-after sidewalk-to-everything neighborhood. Features many historic details with tasteful updates for modern living. Circular driveway leads to 2-car garage and west-facing front porch. Modern kitchen, family, and dining rooms, partitioned with Victorian sliding doors. Kitchen w/ quartz countertops, stainless steel

Chaplin Partners Compass

20 Maple Rd, Weston, MA 02493

/42
Est $1,950,601 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
$3,349,900 Open Sun 12:30PM - 2:30PM
- 5 Beds
- 6.5 Baths
- 7,317 Sq Ft
6 Clifford Ln, Weston, MA 02493

Welcome to Trails End! A luxury subdivision of 6 lots on a private dead-end street. 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 showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st

Gary Litchfield Mass. Real Estate Solutions, LLC

6 Clifford Ln, Weston, MA 02493
/42
$1,265,000 Sold Jul 15, 2025
- 1,720 Sq Ft
- $735/SF
- 5 Days On Market
- 4 Beds
- 3 Baths
- Built 1954
110 North Ave, Weston, MA 02493

Welcome home to this spacious 5-bedroom with flexible layout, including a private en suite bedroom in the finished basement—ideal for guests or extended living. The main level offers a kitchen, dining room, living room with gas fireplace, office, and 3/4 bath. Upstairs features 4 bedrooms and a full bath. Additional highlights include attic storage, whole-house fan, laundry and storage in the

Tracey Cleversey Hive Property Group

110 North Ave, Weston, MA 02493

/36
Est $2,651,231 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

/31
$3,595,000 Pending
- 5 Beds
- 6 Baths
- 6,252 Sq Ft
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
/42
$6,500,000 Sold Jul 15, 2025
- 11,412 Sq Ft
- $570/SF
- 122 Days On Market
- 5 Beds
- 9 Baths
- Built 2005
148 Highland St, Weston, MA 02493

Extraordinary shingle style home designed by prominent architect on over 2 acres of incredible land. Over 11,400 sq ft of living space on 4 floors. Features include remarkable theater w/ gold leaf & 9 ft screen, billiard room w/ oversized bar & fireplace, gym, phantom 6 car garage! Most amazing outdoor space! Incredible inground pool with pool house including kitchenette and bath, outdoor kitchen

Melissa Dailey Coldwell Banker Realty - Wellesley

148 Highland St, Weston, MA 02493

/23
Est $3,910,341 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

/28
$3,250,000 Pending
- 4 Beds
- 2.5 Baths
- 3,332 Sq Ft
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
/33
$1,755,000 Sold Jul 14, 2025
- 2,841 Sq Ft
- $618/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1946
9 Newton St, Weston, MA 02493

Sunny and beautifully maintained, this expanded Cape/Colonial sits on a stunning lot in a sought-after South side neighborhood, just steps to Pine Brook Country Club and miles of scenic trails. Recently refreshed, it offers hardwood floors, a bright living room w/fireplace, dining room, and an updated eat-in kitchen with stainless appliances. The first floor also features a family room, private

Denise Mosher Coldwell Banker Realty - Weston

9 Newton St, Weston, MA 02493

/37
Est $4,518,725 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

/39
$3,500,000 Pending
- 5 Beds
- 3.5 Baths
- 3,552 Sq Ft
56 Ridgeway Rd, Weston, MA 02493

Endless possibilities await on this 2.78-acre estate in highly coveted Southside Weston. Sun-filled & perfectly sited to capture natural light, the home welcomes you w/a marble entry foyer & floor-to-ceiling windows. The main level features an expansive living room w/a bay window & fireplace, a cozy den w/knotty pine walls & fireplace, a beautiful dining room, powder room & butler’s pantry. The

Cort Petrocelli Coopersmith Group Compass

56 Ridgeway Rd, Weston, MA 02493
/42
$5,450,000 Sold Jul 08, 2025
- 8,495 Sq Ft
- $642/SF
- 95 Days On Market
- 6 Beds
- 6.5 Baths
- Built 2024
26 Spruce Hill Rd, Weston, MA 02493

Superior new construction in popular north side neighborhood. This spectacular 6 bd. residence offers walls of glass optimized for light and privacy. Dramatic two story front foyer flooded with light and zen green space to greet guests. Palatial family room with soaring ceilings and striking fireplace. Open, bright kitchen concept, long island, lots of storage, sunny eat-in-area and separate prep

Chaplin Partners Compass

26 Spruce Hill Rd, Weston, MA 02493

/28
Est $2,928,592 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

/28
$3,350,000 Pending
- 5 Beds
- 7 Baths
- 6,672 Sq Ft
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 Advisors Living - Weston

80 Loring Rd, Weston, MA 02493
/17
$3,170,000 Sold Jul 07, 2025
- 6,770 Sq Ft
- $468/SF
- 58 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1997
78 Byron Rd, Weston, MA 02493

Classic elegance and sophisticated renovations blend seamlessly together in this stone and shingle 5 bedroom Colonial located in a coveted south side neighborhood. Upon entry, you are greeted by a generously sized two story foyer connecting you to an easy flowing first floor layout boasting high ceilings, and featuring a beautifully remodeled chef's kitchen with large island, sunlit breakfast

The Shulkin Wilk Group Compass

78 Byron Rd, Weston, MA 02493

/30
Est $5,065,333 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

/40
$3,495,000 Pending
- 5 Beds
- 3.5 Baths
- 6,461 Sq Ft
39 Westerly Rd, Weston, MA 02493

Location, location! Don't miss this spectacular recently remodeled and renovated Colonial in the heart of Weston Estates. Fabulous level 1.38 acre lot plus tennis court & stone patio, perfect for outdoor entertaining! Enter this beautiful home from a circular driveway to classic dining room w/access to new chef's kitchen including SS appliances, quartz counters. Open floor plan family room &

Melissa Dailey Coldwell Banker Realty - Wellesley

39 Westerly Rd, Weston, MA 02493
/14
$945,000 Sold Jul 03, 2025
- 1,611 Sq Ft
- $587/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
51 Jericho Rd Unit 51, Weston, MA 02493

Charming, renovated Condominium offers one-floor living with open floor plan, filled with natural light from many windows throughout. Easy access to adjacent covered parking spaces. Perfect Kitchen for entertaining with center island and updated appliances including SubZero refrigerator. Kitchen wall of sliding doors leads to terrace, park-like lawn and gardens. Fireplaced Living room provides a

David White OwnerEntry.com

51 Jericho Rd Unit 51, Weston, MA 02493

/42
Est $5,857,077 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

/39
$2,890,000 Open Sun 12:30PM - 2PM
- 4 Beds
- 7 Baths
- 5,181 Sq Ft
130 Summer St, Weston, MA 02493

One of a kind! Stunning customized luxury home, nested in private lot. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with French slide door presents you tree view for all seasons. It seamlessly flows into the dining area and a grand

Soyeon Yang Spark Real Estate

130 Summer St, Weston, MA 02493
/17
$2,700,000 Sold Jul 03, 2025
- 3,953 Sq Ft
- $683/SF
- 2 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1935
19 Pelham Rd, Weston, MA 02493

Weston Southside Gambrel Colonial blends historic character and stylish upgrades. This spacious 5 bedroom 3 1⁄2 bath residence, originally built in the 1930s, underwent a massive recent renovation resulting in a perfect marriage of charm with modern finishes and amenities. The living space is highlighted by a stunning kitchen with carrara marble countertops, massive 15 foot island and top tier

The Shulkin Wilk Group Compass

19 Pelham Rd, Weston, MA 02493

/32
Est $4,106,029 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

/17
$785,000 Open Sun 1PM - 3PM
- 2 Beds
- 1.5 Baths
- 1,360 Sq Ft
24 Jericho Rd Unit 24, Weston, MA 02493

Beautifully maintained and professionally managed community in Weston. This bright and sunny townhouse offers two levels of comfortable living with gleaming hardwood floors throughout. The main floor features a spacious living room with a cozy wood-burning fireplace, an updated kitchen with granite countertops, a formal dining room, and a convenient half bath. Upstairs, you’ll find two generously

Nana Pan Y & Z Fidelity Realty

24 Jericho Rd Unit 24, Weston, MA 02493
/42
$3,610,000 Sold Jul 02, 2025
- 6,485 Sq Ft
- $557/SF
- 54 Days On Market
- 5 Beds
- 8 Baths
- Built 2002
22 Laurel Rd, Weston, MA 02493

This custom-built Weston estate is designed for modern living. The first floor features a formal living room with fireplace, an expansive dining room, and a sunlit study with built-ins. The chef’s kitchen is the heart of the home, boasting an oversized island, custom cabinetry, top-tier appliances, and a dining area that opens to a fireplaced family room. French doors lead to a spacious

Denise Mosher Coldwell Banker Realty - Weston

22 Laurel Rd, Weston, MA 02493

/22
Est $1,675,845 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

/40
$1,795,000 Open Sun 12PM - 1:30PM
- 3 Beds
- 2.5 Baths
- 3,108 Sq Ft
71 Silver Hill Rd, Weston, MA 02493

Discover an extremely rare opportunity to own a beautifully maintained large Cape-style home atop Silver Hill on Silver Hill Road in Weston— the namesake and heart of this coveted neighborhood. Nestled on quiet streets surrounded by scenic trails, this home offers serene outdoor living paired with modern comfort. Inside, the first floor features a sunny updated eat-in kitchen, spacious den, large

Jeffrey Holden Coldwell Banker Realty - Newton

71 Silver Hill Rd, Weston, MA 02493
/32
$2,600,000 Sold Jul 01, 2025
- 4,395 Sq Ft
- $592/SF
- 54 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1963
80 Black Oak Rd, Weston, MA 02493

Step into this gracious Weston Estates home prominently sited on a private 1.37 acre property. The updated kitchen with a large eating island and breakfast area overlooks a pool house with a kitchen and bathroom and a new gunite pool. The spacious living room with a beautiful picture window and adjoining family room with large glass sliders lead to the outside stone patio and backyard. An elegant

Mizner+ Montero Gibson Sotheby's International Realty

80 Black Oak Rd, Weston, MA 02493

/24
Est $2,886,566 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

/10
$7,500,000
- Land
- 7 Acres
- $1,090,116 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
/24
$9,200,000 Sold Jul 01, 2025
- 7,418 Sq Ft
- $1240/SF
- 26 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2002
56 Doublet Hill Rd, Weston, MA 02493

This exquisite, custom shingle style estate is a masterpiece of sophistication and charm, nestled in one of Weston's most sought-after South Side neighborhoods. The elegant 5-bedroom, 5.5-bathroom home showcases top-tier finishes throughout. In addition to the gourmet kitchen, spacious family room and living room, home office and five-bedrooms which includes a primary with luxurious bath, the

The Shulkin Wilk Group Compass

56 Doublet Hill Rd, Weston, MA 02493

/39
Est $4,497,345 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

Showing Results 41 - 80, Page 2 of 18

Massachusetts Middlesex County Weston

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