4,430

Weston, MA Homes

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  • /42

    $4,995,000

    • 6 Beds
    • 7 Baths
    • 7,000 Sq Ft

    21 Westerly Rd, Weston, MA 02493

    Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Westerly Rd, Weston, MA 02493
  • /24

    $425,700 Sold May 23, 2025

    • 1,216 Sq Ft
    • $350/SF
    • 42 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    1 Livermore Ln, Weston, MA 02493

    Entry-Only Listing. Buyers to do all due diligence. Deed Restrictions Apply. Applicant Qualifications Include: 2024 Income Limits (150% of area median income): 1 person $156,345; 2 person $178,680; 3 person $201,015; 4 person - $223,350; 5 person $241,218; 6 person - $259,086. Household Asset Limit $250,000.

    Jason Mahoney Esq. Vitruvius Realty

    1 Livermore Ln, Weston, MA 02493
    • /41

      Est $1,446,050 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
  • /42

    $4,850,000

    • 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
  • /21

    $2,680,000 Sold May 15, 2025

    • 5,660 Sq Ft
    • $473/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1987

    27 Brenton Rd, Weston, MA 02493

    West Coast meets East Coast at this chic & cool contemporary oasis. Situated on a cul de sac among a very private 2.33 acres in desirable south side Weston. Inside you’ll be welcomed by a 2 story foyer, floor to ceiling windows which surround the shiny white modern chefs kitchen & open up to a FR adorned with a stone fireplace that brings in that cozy NE charm. A modern front to back fireplace in

    Sheryl Simon Gibson Sotheby's International Realty

    27 Brenton Rd, Weston, MA 02493
    • /24

      Est $1,303,541 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,898 Sq Ft

      270 Glen Rd, Weston, MA 02493

      270 Glen 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
  • /40

    $2,750,000 Sold May 15, 2025

    • 4,149 Sq Ft
    • $663/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1981

    200 Hickory Rd, Weston, MA 02493

    **OPEN HOUSE SAT 2/22 & SUNDAY 2/23 11:30-1:00 *** Looking for a wonderful Southside location? Well this one comes with a lovely center entrance colonial sitting on a beautiful 1.4 acre lot. This custom built home has 4 beds, 2 full & 2 half baths and plenty of room for entertaining. The newer eat-in kitchen opens to a beautiful patio & fenced yard and flows seamlessly with the family room

    Diane Capodilupo Diane Capodilupo & Company

    200 Hickory Rd, Weston, MA 02493
    • /36

      Est $2,578,734 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
  • /39

    $3,200,000

    • 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
  • /36

    $2,960,000 Sold May 15, 2025

    • 4,624 Sq Ft
    • $640/SF
    • 4 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1940

    243 Ridgeway Rd, Weston, MA 02493

    Beautifully renovated and expanded, this 1940 Colonial exudes warmth and charm with a thoughtful blend of original features & modern updates. A sun-splashed foyer opens to a gorgeous front to back living room with fireplace, and french doors leading to a sunroom with windows on three sides. Elegant dining room & adjoining butler's pantry flow into beautiful bright eat- in kitchen with expansive

    The Shulkin Wilk Group Compass

    243 Ridgeway Rd, Weston, MA 02493
    • /23

      Est $3,918,466 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
  • /38

    $3,500,000 Open Sun 12PM - 1PM

    • 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
  • /3

    $3,500,000 Sold May 09, 2025

    • 4,000 Sq Ft
    • $875/SF
    • 3 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2010

    8 Kettle Ln Unit 8, Weston, MA 02493

    Discover the epitome of luxury living in Weston’s premier active adult community, Highland Meadows. This stunning 10-room, 3-bedroom, 3 full and two half bath single-family home offers approximately 4000 square feet of living space, thoughtfully designed and built to luxury specifications. From the gracious foyer, step into the living room with a cozy fireplace, perfect for relaxing evenings.

    Leah Hart Coldwell Banker Realty - Weston

    8 Kettle Ln Unit 8, Weston, MA 02493
    • /37

      Est $4,580,261 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
  • /5

    $3,250,000 Open Sat 1PM - 3PM

    • 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. Currently under construction this home is 85% finished and scheduled for completion in mid to late June.

    Gary Litchfield Mass. Real Estate Solutions, LLC

    2 Clifford Ln, Weston, MA 02493
  • /35

    $2,390,000 Sold May 06, 2025

    • 4,615 Sq Ft
    • $518/SF
    • 12 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1960

    110 Cherry Brook Rd, Weston, MA 02493

    Nestled in a prestigious and well-established Weston neighborhood, this exquisite Colonial-style home offers over 4,615 square feet of refined living space across three beautifully designed levels. Impeccably maintained, the residence is move-in ready and offers a blend of spacious comfort and practical design with modern conveniences. At the heart of the home, a grand family room with soaring

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    110 Cherry Brook Rd, Weston, MA 02493
    • /28

      Est $2,901,868 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
  • /38

    $3,785,000

    • 3 Beds
    • 4.5 Baths
    • 4,985 Sq Ft

    1 Pine Summit Cir, Weston, MA 02493

    Curated style and luxury to be found at 1 Pine Summit Circle This spacious stand alone condo features spacious rooms, open floor plan, first floor private primary suite with luxurious spa bath and study. Great room open to cook's kitchen, breakfast area and family room with marble surround gas fireplace, private three season porch and deck. Gorgeous sitting room and entertainment size dining

    Leeann Yolin Coldwell Banker Realty - Weston

    1 Pine Summit Cir, Weston, MA 02493
  • /35

    $1,765,000 Sold May 05, 2025

    • 2,496 Sq Ft
    • $707/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1931

    304 Highland St, Weston, MA 02493

    This admired storybook home is nestled on a picturesque property in a premier Southside neighborhood. Character and charm welcome you in the foyer. The gracious living room with a fireplace spans from the front to back embracing the beautiful setting with a screened in porch. The updated country kitchen opens to a comfortable family room addition with a cast iron wood stove. The warmth of

    Mizner+ Montero Gibson Sotheby's International Realty

    304 Highland St, Weston, MA 02493
    • /30

      Est $5,040,832 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
  • /42

    $3,399,000 Open Sat 1PM - 3PM

    • 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
  • /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
    • /24

      Est $3,101,574 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,250 Sq Ft

      128 Rockport Rd, Weston, MA 02493

      128 Rockport 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
  • /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
    • /42

      Est $5,728,209 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
  • /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
  • /38

    $2,515,000 Sold Apr 24, 2025

    • 4,085 Sq Ft
    • $616/SF
    • 6 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1960

    156 Cherry Brook Rd, Weston, MA 02493

    Discover luxury, privacy, and convenience in this extensively renovated 4-bedroom, 4.5-bath home on one of Weston’s most coveted streets. The living and dining rooms have been expertly crafted and provide an ideal setting for entertaining. The dream kitchen is outfitted w/custom cabinetry, stainless appliances, an oversized island, a fireplace and eat-in area adjacent to a cozy family room. The

    Denise Mosher Coldwell Banker Realty - Weston

    156 Cherry Brook Rd, Weston, MA 02493
    • /32

      Est $4,103,430 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
  • /42

    $3,695,000 Pending

    • 5 Beds
    • 8 Baths
    • 6,485 Sq Ft

    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
  • /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
    • /22

      Est $1,611,574 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
  • /42

    $3,199,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 6,930 Sq Ft

    3 Drumlin Rd, Weston, MA 02493

    Beautiful custom five bed perfectly located in the desirable south side of Weston. Set back in a quiet neighborhood just minutes from Wellesley center with access to amazing top rated Weston public schools and The Rivers School, as well as easy commuting throughout the greater Boston area. Located at the top of a private cul-de-sac with a beautiful, flat backyard and amazing bluestone patio, the

    Rose Hall Blue Ocean Realty, LLC

    3 Drumlin 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
    • /24

      Est $2,814,794 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
  • /17

    $3,450,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 6,770 Sq Ft

    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
  • /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
    • /7

      Est $5,836,899 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 8,000 Sq Ft

      184 Hickory Rd, Weston, MA 02493

      184 Hickory Rd, Weston, MA 02493
  • /42

    $3,595,000 Pending

    • 5 Beds
    • 6.5 Baths
    • 7,169 Sq Ft

    15 Spruce Hill Rd, Weston, MA 02493

    Elegant Arts and Crafts custom home with a two-story dream library and expansive backyard on a prime 2 acre lot in Kings Grant. Gourmet cook's kitchen with island and sunny eat-in-area opens to family room with fireplace, both with radiant heat. Banquet sized dining room and flexible living room space with full bath. Oversized mudroom with back stairs and exterior access. Expansive library with

    Chaplin Partners Compass

    15 Spruce Hill Rd, Weston, MA 02493

Showing Results 41 - 80, Page 2 of 18

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