4,441

Middlesex, MA Homes

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    • /37

      Est $1,646,931 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,828 Sq Ft

      29 Woodchester Dr, Weston, MA 02493

      29 Woodchester Dr, Weston, MA 02493
  • /2

    $3,199,900 Open Sun 12:30PM - 2:30PM

    • 5 Beds
    • 6 Baths
    • 6,300 Sq Ft

    2 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. 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

    2 Clifford Ln, Weston, MA 02493
  • /31

    $3,350,000 Sold May 01, 2025

    • 6,391 Sq Ft
    • $524/SF
    • 12 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2001

    131 Radcliffe Rd, Weston, MA 02493

    This timeless home is nestled on a quiet road in one of Weston's most desirable south side areas. Offering classic architectural details, a beautiful fenced in yard, and an exceptional interior layout, this property has it all. The main entry leads to the formal living and dining rooms, a sunlit kitchen and spacious breakfast room, family room, and a stately office. The first floor also offers a

    Maggie Gold Seelig MGS Group Real Estate LTD

    131 Radcliffe Rd, Weston, MA 02493
    • /35

      Est $2,756,831 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,494 Sq Ft

      4 Pond Brook Cir, Weston, MA 02493

      4 Pond Brook Cir, Weston, MA 02493
  • /31

    $13,955,000

    • 7 Beds
    • 8.5 Baths
    • 13,555 Sq Ft

    15 Claridge Dr, Weston, MA 02493

    Enter through gates and arrive at an extraordinary English Country Manor sited on 3.75 acres on a private road in a premier estate neighborhood on the south side of Weston. Designed by a legendary architect and featured in major magazines, this one of a kind custom built residence offers 20 rooms of jaw dropping beauty including a spectacular two story grand entrance hall. This rare property is

    rosemary mccready Compass

    15 Claridge Dr, Weston, MA 02493
  • /38

    $3,900,000 Sold Apr 28, 2025

    • 8,840 Sq Ft
    • $441/SF
    • 49 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2015

    24 Oakdale Ave, Weston, MA 02493

    Exceptional South Side Shingle Style home with well appointed living spaces on 4 finished levels. Dramatic two-story foyer opens to the living room, dining room, office and a double volume great room with French doors leading to a outdoor oasis retreat. A dream kitchen featuring Wolf & Subzero appliances, pantry, wet bar, sun-filled breakfast area and a private guest suite complete this level.

    Denise Mosher Coldwell Banker Realty - Weston

    24 Oakdale Ave, Weston, MA 02493
    • /34

      Est $2,231,352 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,234 Sq Ft

      528 Glen Rd, Weston, MA 02493

      528 Glen Rd, Weston, MA 02493
  • /37

    $7,995,000

    • 5 Beds
    • 6.5 Baths
    • 8,205 Sq Ft

    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. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted

    The Mazer Group Compass

    100 Chestnut St, Weston, MA 02493
  • /41

    $4,275,000 Sold Apr 22, 2025

    • 6,700 Sq Ft
    • $638/SF
    • 145 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2024

    11 Beech Rd, Weston, MA 02493

    Thoughtfully designed, energy efficient NEW CONSTRUCTION beautifully sited on 1.47 manicured acres. This transitional modern Farmhouse features meticulous custom finishes throughout three levels of living. Natural light drenches the first floor’s open floor plan with 9’ ceilings and elegant crown moldings. State-of-the-art kitchen boasts custom cabinetry, Quartz ‘Statuario Picaso’ counter tops

    Deena Powell Advisors Living - Weston

    11 Beech Rd, Weston, MA 02493
    • /6

      Est $1,544,556 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,420 Sq Ft

      445 Glen Rd, Weston, MA 02493

      445 Glen Rd, Weston, MA 02493
  • /38

    $7,850,000

    • 6 Beds
    • 6.5 Baths
    • 8,800 Sq Ft

    12 Robin Rd, Weston, MA 02493

    This Contemporary designed by a prominent architect and located in the Country Club neighborhood is inspired by the Japandi style which combines the serenity of Japanese architecture with the organic nature of Scandinavian design. A father/son collaboration, this home’s sophisticated details abound from the illuminated floating staircase to a semi-enclosed courtyard with a deck and sunken patio.

    Mizner+ Montero Gibson Sotheby's International Realty

    12 Robin Rd, Weston, MA 02493
  • /16

    $2,200,000 Sold Apr 18, 2025

    • 5,264 Sq Ft
    • $418/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1968

    82 Deer Path Ln, Weston, MA 02493

    Premier location on Weston's coveted Southside. Renovate this expansive Ranch to create a dream one-level living experience or build new on a beautifully landscaped lot with walk-out potential. The property features generous room sizes with large windows overlooking the private backyard. There is a three-car garage. Perfect for commuting, close to top-rated schools, trails, parks,

    Kathy O'Rourke Coldwell Banker Realty - Weston

    82 Deer Path Ln, Weston, MA 02493
    • /35

      Est $4,503,259 Not Listed For Sale

      • 5 Beds
      • 8 Baths
      • 6,027 Sq Ft

      90 Sylvan Ln, Weston, MA 02493

      90 Sylvan Ln, Weston, MA 02493
  • /39

    $11,900,000

    • 5 Beds
    • 10 Baths
    • 11,352 Sq Ft

    70 Possum Rd, Weston, MA 02493

    This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and its own sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features

    Rose Hall Blue Ocean Realty, LLC

    70 Possum Rd, Weston, MA 02493
  • /38

    $3,800,000 Sold Apr 15, 2025

    • 5,050 Sq Ft
    • $752/SF
    • 32 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2019

    77 Kings Grant Rd, Weston, MA 02493

    Experience modern luxury and effortless convenience in this five-bedroom, five-bath architectural masterpiece! A dramatic foyer leads to an open floorplan with walls of glass flooding the home with light. The two-story family room features built-ins, gas fireplace and opens to a sun-soaked stone patio perfect for indoor-outdoor living. The chef’s kitchen boasts a spacious island, walk-in pantry

    Denise Mosher Coldwell Banker Realty - Weston

    77 Kings Grant Rd, Weston, MA 02493
    • /41

      Est $3,748,542 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,241 Sq Ft

      52 Sylvan Ln, Weston, MA 02493

      52 Sylvan Ln, Weston, MA 02493
  • /42

    $6,888,000 New Construction

    • 7 Beds
    • 11 Baths
    • 10,642 Sq Ft

    154 Newton St, Weston, MA 02493

    Custom modern new construction on 2.26 acres overlooking the Weston Golf Club. Generous spaces with 3 primary-sized suites, 33' x 44' indoor court, and unusual ceiling height on all four levels: 11’ 1st floor, 10’10” 2nd floor, 11’5” fitness / golf sim area, and 20’11” recreation court. 6+ garage bays. Steel beam construction. Walnut kitchen with 16’ island, large pantry, and oversized back deck.

    Chaplin Partners Compass

    154 Newton St, Weston, MA 02493
  • /28

    $1,200,000 Sold Apr 11, 2025

    • 1,492 Sq Ft
    • $804/SF
    • 153 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    373 North Ave, Weston, MA 02493

    This vintage colonial, has much to offer with a welcoming entry foyer, setting the theme for an open flow of living space. Thie home has maintained much of its charm with original woodwork, and gleaming hardwood floors. The well-appointed kitchen has an island with quartz countertop, high-end appliances, farmers sink and, under counter lighting. The interior of this home offers many of today's

    Constance Corbett Berkshire Hathaway HomeServices Commonwealth Real Estate

    373 North Ave, Weston, MA 02493
    • /42

      Est $8,245,288 Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 10,100 Sq Ft

      24 Sylvan Ln, Weston, MA 02493

      24 Sylvan Ln, Weston, MA 02493
  • /6

    $7,295,000 New Construction

    • 5 Beds
    • 7.5 Baths
    • 8,200 Sq Ft

    5 Deer Path Ln, Weston, MA 02493

    Welcome to the pinnacle of luxury living in the heart of Weston's coveted Southside. This extraordinary opportunity invites you to work with a highly-respected builder and acclaimed architect to bring your dream home to life. Situated on a lushly-landscaped, generous lot, this custom masterpiece will offer unparalleled privacy and sophistication. Upon completion, this exquisite residence will

    Beyond Boston Properties Group Compass

    5 Deer Path Ln, Weston, MA 02493
  • /30

    $1,300,000 Sold Apr 10, 2025

    • 2,777 Sq Ft
    • $468/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    15 Dickson Ln Unit 15, Weston, MA 02493

    SUNDAY OPEN HOUSE CANCELED- ACCEPTED OFFER. 3 well-proportioned bedrooms, 2.5 baths & finished basement creating 2900 sq ft of living space. Walk in the front door to a sun-drenched foyer that leads you to the kitchen & family room. Beautiful Cherry Cabinets, stainless appliances, island and a fabulous sliding glass door that leads to the back patio. The Family room has a wood burning fireplace.

    Kerrin Rowley Coldwell Banker Realty - Hingham

    15 Dickson Ln Unit 15, Weston, MA 02493
    • /30

      Est $1,821,948 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,034 Sq Ft

      181 Winter St, Weston, MA 02493

      181 Winter St, Weston, MA 02493
  • /26

    $2,715,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,379 Sq Ft

    156 Cherry Brook Rd, Weston, MA 02493

    Open House cancelled- offer accepted! Extensively renovated & expanded Cape set on 3+ acres in highly desirable Weston neighborhood. 4,300+ sf of living space - inc. 4 Beds, 2 Offices, & 4.5 Baths - this home offers luxury & livability. Oversized windows, skylights, & French doors fill the home w/ natural light while 3 fireplaces add warmth & charm. Chef’s Kitchen w/ vaulted ceiling, oversized

    Elizabeth Crampton Coldwell Banker Realty - Lexington

    156 Cherry Brook Rd, Weston, MA 02493
  • /40

    $1,828,000 Sold Apr 10, 2025

    • 3,112 Sq Ft
    • $587/SF
    • 2 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1881

    74 Chestnut St, Weston, MA 02493

    Welcome to this charming 5-bedroom, 4-bathroom Colonial estate, gracefully located on a sprawling 2.35-acre lot. This home seamlessly blends historic charm with modern convenience. Step inside to find original hardwood floors, custom built-ins, and a warm, inviting atmosphere. The spacious gourmet kitchen features updated appliances, granite countertops, and an eat-in area perfect for casual

    Debi Benoit William Raveis R.E. & Home Services

    74 Chestnut St, Weston, MA 02493
    • /36

      Est $3,019,366 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,414 Sq Ft

      162 Winter St, Weston, MA 02493

      162 Winter St, Weston, MA 02493
  • /31

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    14 Overlook Dr, Weston, MA 02493

    With stunning curb appeal, this mid-century modern gem was custom-designed by and built for the current owners in 1960. The pride of ownership is evident in the meticulously maintained property, both inside and out. The bi-nuclear design positions the living area on one side of the entrance foyer and the wing containing the bedrooms and baths on the other. Walls of glass provide the

    bill Janovitz Compass

    14 Overlook Dr, Weston, MA 02493
  • /32

    $4,500,000 Sold Apr 09, 2025

    • 7,351 Sq Ft
    • $612/SF
    • 7 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1970

    24 Colonial Way, Weston, MA 02493

    Beautiful English Manor Home with newly renovated kitchen, and chic designer interiors. Sited on an amazing 1.6 acre lot on the south side of Weston with a swimming pool and a spectacular tennis court, adjacent to conservation land and hiking trials. Fabulous lower level with gym, and entertainment lounge. The second floor offers five bedrooms and a bonus room for expansion potential. This is a

    rosemary mccready Compass

    24 Colonial Way, Weston, MA 02493
    • /41

      Est $4,414,599 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,657 Sq Ft

      92 Country Dr, Weston, MA 02493

      92 Country Dr, Weston, MA 02493
  • /21

    $825,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    80 Jericho Rd, Weston, MA 02493

    Beautifully maintained condo in the desirable Stonegate at Weston. Much admired townhouse features 2 spacious bedrooms with double closets, 2 newly renovated baths with beautiful vanities, tile showers and glass doors. Updated kitchen with white cabinets, new quartz countertops, new sink and faucet, new island with cooktop and stainless steel appliances. Spacious living room with fireplace and

    Maureen Johnson Coldwell Banker Realty - Weston

    80 Jericho Rd, Weston, MA 02493
  • /42

    $2,200,000 Sold Apr 04, 2025

    • 3,750 Sq Ft
    • $587/SF
    • 21 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1980

    19 Bradyll Rd, Weston, MA 02493

    Welcome to 19 Bradyll, a rare gem in Weston! This stunning 6,177 sqft home on 1.2 acres combines luxury, privacy, and comfort in one of the town's most desirable neighborhoods. Offering 5 spacious bedrooms and 3.5 beautifully appointed baths, this home features an open floor plan ideal for both relaxation and entertaining. Each living room is complete with its own cozy fireplace, adding warmth

    Karima Alami Compass

    19 Bradyll Rd, Weston, MA 02493
    • /26

      Est $3,125,491 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,237 Sq Ft

      96 Country Dr, Weston, MA 02493

      96 Country Dr, Weston, MA 02493
  • /36

    $3,090,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    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
  • /39

    $2,395,000 Sold Mar 31, 2025

    • 4,321 Sq Ft
    • $554/SF
    • 19 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1976

    11 Trailside Rd, Weston, MA 02493

    This thoughtfully designed custom home has an open floor plan that creates a seamless flow between living spaces. Its luminous ambience is enhanced with high ceilings and architectural windows throughout. Upon entry is a spacious living room, expansive first-floor primary suite and private office with built-in cabinetry. A light-filled sunroom with a cathedral ceiling and double sliding doors

    Mizner+ Montero Gibson Sotheby's International Realty

    11 Trailside Rd, Weston, MA 02493
    • /31

      Est $2,375,706 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,805 Sq Ft

      26 Bullard Rd, Weston, MA 02493

      26 Bullard Rd, Weston, MA 02493
  • /36

    $2,800,000 Pending

    • 5 Beds
    • 5 Baths
    • 5,647 Sq Ft

    10 Old Rd, Weston, MA 02493

    This striking home has been renovated to perfection. From the moment you enter, you’ll feel the exceptional attention to detail and thoughtful design throughout. The main level offers a single-floor living layout, ideal for both everyday living as well as effortless entertaining. A seamless flow connects the gourmet kitchen to open and inviting living/dining spaces—including a unique and stylish

    Karen Kirk Engel & Völkers Wellesley

    10 Old Rd, Weston, MA 02493
  • /42

    $1,895,000 Sold Mar 22, 2025

    • 2,898 Sq Ft
    • $654/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    55 Spruce Hill Rd, Weston, MA 02493

    Located on 1.39 acres of stunning, private land, this property is ready for its next chapter. Title V in hand. Existing house is a mid-century modern sited among much larger homes. Build or substantially renovate your dream home. This conforming Residential A lot has plenty of room for a pool and/or tennis court. Minutes from Cat Rock conservation area with miles of trails. Top Rated Weston

    Chaplin Partners Compass

    55 Spruce Hill Rd, Weston, MA 02493
    • /12

      Not Listed For Sale

      • 6 Beds

      33 Bullard Rd, Weston, MA 02493

      33 Bullard Rd, Weston, MA 02493
  • /17

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    33 Winter St, Weston, MA 02493

    This is a unique opportunity to update/renovate and make this gem your own located in a tremendous location on the coveted south side within walking distance to the middle and high school. The property has been in the same family since it was custom built and is being sold AS IS. Both interior and exterior are fully functional and livable and awaiting your updates. The setting is amazing with a

    Chris Delaney Berkshire Hathaway HomeServices Commonwealth Real Estate

    33 Winter St, Weston, MA 02493
  • /21

    $665,000 Sold Mar 05, 2025

    • 1,762 Sq Ft
    • $377/SF
    • 4 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1978

    1 Turkey Hill Rd Unit 1, Weston, MA 02493

    Welcome to effortless living in this detached, freestanding condo combining the charm of a home with the convenience of condo living! This privately situated 1-bedroom unit features a den or optional 2nd bedroom offering versatility. The primary suite is a true retreat, featuring a spacious walk-in closet perfect for organizing your wardrobe. Gleaming hardwood floors throughout the main level

    Doug McNeilly Coldwell Banker Realty - Sudbury

    1 Turkey Hill Rd Unit 1, Weston, MA 02493
    • /16

      Est $3,814,876 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,772 Sq Ft

      65 Orchard Ave, Weston, MA 02493

      65 Orchard Ave, Weston, MA 02493

Showing Results 161 - 200, Page 5 of 18

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