4,448

Weston, MA Homes

Section Image
  • /36

    $3,450,000

    Open Sat 1PM - 2PM $800K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 5,018 Sq Ft

    105 Summer St, Weston, MA 02493

    Unmatched quality and craftsmanship define this architecturally inspired new home. Maple wood floors, cherry paneled walls and expansive German triple-glazed windows create its curated aesthetic. An expertly designed kitchen with a huge island, custom window seat, and generous dining area open seamlessly to the family room anchored by a striking marble fireplace. The first floor primary suite

    Mizner+ Montero Gibson Sotheby's International Realty

    105 Summer St, Weston, MA 02493
  • /38

    $7,500 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,976 Sq Ft
    • House for Rent

    131 Montvale Rd, Weston, MA 02493

    Available June 28th! Spacious and elegant Colonial-style home for rent in a fabulous neighborhood just minutes from the town center! This well-appointed residence features a circular driveway and offers a functional layout with an open kitchen and family room that leads to an expansive deck and a large, level backyard—perfect for entertaining. Enjoy a beautifully remodeled heated sunroom, a

    Rose Hall Blue Ocean Realty, LLC

    131 Montvale Rd, Weston, MA 02493
  • /2

    $3,750,000

    Sold May 28, 2026

    24 Sears Rd, Weston, MA 02493

    • 5 Beds
    • 4.5 Baths
    • 5,710 Sq Ft
    • Built 2002

    Last Sold Summary

    • $657/SF
    • 5 Days On Market

    Current Estimated Value $3,682,679

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    24 Sears Rd, Weston, MA 02493
    • /41

      Est $5,038,018

      Not Listed For Sale

      131 Newton St, Weston, MA 02493

      • 5 Beds
      • 8 Baths
      • 8,915 Sq Ft
      • Built 1790
      131 Newton St, Weston, MA 02493

      Last Sold Summary

      • 81 Days On Market

  • /32

    $1,399,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,950 Sq Ft

    786 Boston Post Rd, Weston, MA 02493

    Opportunity knocks! Don't miss this classic, updated 1940's colonial on almost an acre of land w/separate attached office space, perfect for potential first floor primary renovation or your at-home business! The sun-filled main home has a classic center entrance, front to back living room w/wood burning fireplace, formal dining room w/built in hutch, a bright, updated kitchen open to family room

    The Allain Group Compass

    786 Boston Post Rd, Weston, MA 02493
  • /34

    $6,900

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,726 Sq Ft
    • House for Rent

    75 Woodchester Dr, Weston, MA 02493

    This spacious 4-bedroom, 2.5-bathroom home at 75 Woodchester Dr offers 2,726 square feet of living space. The living room features ample natural light and is cable ready, providing a comfortable area for relaxation. The kitchen is equipped with modern amenities and includes a washer and dryer for added convenience. The bathrooms feature both tub and shower options, with framed mirrors enhancing

    75 Woodchester Dr, 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 $2,767,654

    Last Listing Agent Chaplin Partners Compass

    29 Willard Rd, Weston, MA 02493
    • /38

      Est $2,636,585

      Not Listed For Sale

      338 Boston Post Rd, Weston, MA 02493

      • 5 Beds
      • 5.5 Baths
      • 5,794 Sq Ft
      • Built 1851
      338 Boston Post Rd, Weston, MA 02493

      Last Sold Summary

      • 79 Days On Market

  • /35

    $1,945,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 3.5 Baths
    • 3,607 Sq Ft

    633 Boston Post Rd, Weston, MA 02493

    Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds.

    Jonathan Caldwell ACRE Property Advisors LLC

    633 Boston Post Rd, Weston, MA 02493
  • /29

    $12,000 Per Month

    • 4 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • House for Rent

    44 Sherburn Cir, Weston, MA 02493

    Rare find Luxury fully rebuilt stylish rental home on a quiet side street in a highly desired Wellesley Fells neighborhood walking distance to Rivers school. Beautifully set open floor plan, the living room and family room flow together making the home perfect for entertaining. Offering four bedrooms and four full baths including a luxurious Master Suite with cathedral ceilings and brand new

    Galina Laffer Sterling Keys Realty

    44 Sherburn Cir, 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

    Current Estimated Value $2,034,102

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

    103 Loring Rd, Weston, MA 02493
    • /9

      Est $1,299,025

      Not Listed For Sale

      49 Concord Rd, Weston, MA 02493

      • 4 Beds
      • Built 1922
      49 Concord Rd, Weston, MA 02493

      Last Sold Summary

      • 16 Days On Market

  • /42

    $9,990,000

    $510K PRICE DROP
    • 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 a full 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 include

    Rose Hall Blue Ocean Realty, LLC

    70 Possum Rd, Weston, MA 02493
  • /14

    $5,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,468 Sq Ft
    • House for Rent

    307 Glen Rd, Weston, MA 02493

    Spacious and inviting 9-room Colonial offering 4 bedrooms and 2.5 baths, ideally situated in a highly desirable location close to Wellesley, Newton and miles of conservation trails. Oversized living room and family room, kitchen with stainless appliances, hardwood floors, Four second floor bedrooms including an en suite primary. 2 car garage and so much more! Easy access to the commuter rail,

    Denise Mosher Coldwell Banker Realty - Weston

    307 Glen Rd, 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
    • /5

      Est $2,093,653

      Not Listed For Sale

      28 Hallett Hill Rd, Weston, MA 02493

      • 4 Beds
      • 3.5 Baths
      • 4,396 Sq Ft
      • Built 2025
      28 Hallett Hill Rd, Weston, MA 02493

      Last Sold Summary

      • 61 Days On Market

  • /34

    $4,995,000

    $255K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,338 Sq Ft

    9 Skating Pond Rd, Weston, MA 02493

    Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/

    Melissa Dailey Coldwell Banker Realty - Wellesley

    9 Skating Pond Rd, Weston, MA 02493
  • /14

    $5,200 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    86 Myles Standish Rd Unit F, Weston, MA 02493

    2 Bed 1 Bath with garage access free standing single family on a cul-de-sac with huge flat yard in Weston | Fully Renovated | Top School DistrictFree standing single family home on a cul-de-sac 2 bedrooms and 1 bathroom with attached garage. Fully renovated with modern finishes, high ceilings, and large windows providing excellent natural light. Huge flat yard. Open-concept kitchen and living

    Marketing Email Blue Ocean Realty, LLC

    86 Myles Standish Rd Unit F, 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 $1,498,819

    Last Listing Agent Tracey Cleversey Hive Property Group

    110 North Ave, Weston, MA 02493
    • /40

      Est $5,876,378

      Not Listed For Sale

      101 Kings Grant Rd, Weston, MA 02493

      • 6 Beds
      • 9 Baths
      • 8,769 Sq Ft
      • Built 2024
      101 Kings Grant Rd, Weston, MA 02493

      Last Sold Summary

      • 94 Days On Market

  • /17

    $2,199,840

    Open Sun 11:30AM - 1PM $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,070 Sq Ft

    3 Viles St, Weston, MA 02493

    Welcome to 3 Viles, a stunning retreat nestled in the sought-after town of Weston, MA. Spanning across three thoughtfully designed floors. this exceptional 3-bedroom, 3.5 bathroom home invites you to embrace an elevated lifestyle. The heart of the home is a soaring vaulted living room adorned with a dramatic skylight and ceiling fan, bathing the space in natural light and opening seamlessly to a

    Anne Hunt Centre Realty Group

    3 Viles St, Weston, MA 02493
  • /28

    $5,400 Per Month

    • 3 Beds
    • 2 Baths
    • 2,369 Sq Ft
    • Apartment for Rent

    494 North Ave Unit 1, Weston, MA 02493

    Spacious, comfortable 3+ bed unit in excellent commuter location offers easy one-floor living with a flowing layout. Foyer opens to the large living room that extends to the dining area and merges with the family room flanked by windows and a beautiful stone-façade fireplace. The updated eat-in kitchen has sliders to a private deck overlooking the serene and level backyard. Windows envelop the

    Friedler & Marchant Living Group Hammond Residential Real Estate

    494 North Ave Unit 1, 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

    Current Estimated Value $1,658,065

    Last Listing Agent April Henrikson Realty Choice, Inc.

    45 Forest Ridge Rd, Weston, MA 02493
    • /26

      Est $3,270,230

      Not Listed For Sale

      45 Cliff Rd, Weston, MA 02493

      • 5 Beds
      • 3.5 Baths
      • 3,828 Sq Ft
      • Built 1966
      45 Cliff Rd, Weston, MA 02493

      Last Sold Summary

      • 148 Days On Market

  • /33

    $2,295,000

    Open Sat 12PM - 1:30PM $200K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,157 Sq Ft

    23 Stony Brook Rd, Weston, MA 02493

    Pristine 4-bedroom Sweidler Colonial offers an open floor plan, enhanced by beautiful built-ins and millwork throughout. Custom cherry kitchen with large center island, opens to a vaulted, fireplaced family room - truly the heart of this home! The main level also features a dining room, fireplaced living room, two versatile home offices, half bath, and laundry. The second floor includes a primary

    Jeanne Fleming Gibson Sotheby's International Realty

    23 Stony Brook Rd, Weston, MA 02493
  • /35

    $70,000 Per Month

    • 6 Beds
    • 10 Baths
    • 10,116 Sq Ft
    • House for Rent

    50 Winsor Way, Weston, MA 02493

    Spectacular gated luxury estate set on over two private, elevated acres abutting the Weston Golf Club. This exceptional colonial residence offers more than 6 bedrooms, 7 full baths, 3 half baths, and a 4-car garage, with an expansive open floor plan designed by Thoughtforms. Professionally landscaped grounds feature sweeping terraces, patios, and a stunning resort-style pool with elegant

    Rose Hall Blue Ocean Realty, LLC

    50 Winsor Way, Weston, MA 02493
  • /23

    $1,560,000

    Sold Jan 30, 2026

    167 Conant Rd, Weston, MA 02493

    • 3 Beds
    • 2.5 Baths
    • 3,090 Sq Ft
    • Built 1941

    Last Sold Summary

    • 20% Below List Price
    • $505/SF
    • 185 Days On Market

    Current Estimated Value $1,613,788

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    167 Conant Rd, Weston, MA 02493
    • /35

      Est $3,273,787

      Not Listed For Sale

      6 Somerset Place, Weston, MA 02493

      • 3 Beds
      • 3.5 Baths
      • 3,470 Sq Ft
      • Built 2012
      6 Somerset Place, Weston, MA 02493

      Last Sold Summary

      • 137 Days On Market

  • /38

    $4,850,000

    Open Sun 12PM - 1PM
    • 4 Beds
    • 3 Baths
    • 6,442 Sq Ft

    80 Doublet Hill Rd, Weston, MA 02493

    Sophisticated extensively renovated ranch-style estate residence in Weston’s coveted South Side Golf Club neighborhood. Privately sited on approximately 2 landscaped acres along a picturesque tree-lined street with direct access to conservation land and walking trails. Designed for luxury living and entertaining, the main level features a grand foyer, raised ceilings, oversized windows, and

    Marjorie Gold Hammond Residential Real Estate

    80 Doublet Hill Rd, Weston, MA 02493
  • /9

    $4,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    342 Conant Rd, Weston, MA 02493

    This charming 4-bedroom home featuring hardwood floors throughout, situated on a picturesque scenic road. Conveniently located just minutes from the Silver Hill commuter rail station with direct access to Boston, as well as the town center, shopping, and Routes 128/95. Residents can also enjoy Weston's outstanding recreational facilities, offering a wonderful lifestyle in a highly desirable

    Yvonne Yao HMW Real Estate, LLC

    342 Conant Rd, Weston, MA 02493
  • /37

    $3,325,000

    Sold Nov 10, 2025

    215 Boston Post Rd, Weston, MA 02493

    • 6 Beds
    • 5 Baths
    • 8,500 Sq Ft
    • Built 1867

    Last Sold Summary

    • 10% Below List Price
    • $391/SF
    • 171 Days On Market

    Current Estimated Value $3,166,692

    Last Listing Agent Denise Mosher Coldwell Banker Realty - Weston

    215 Boston Post Rd, Weston, MA 02493
    • /40

      Est $2,883,888

      Not Listed For Sale

      129 Rockport Rd, Weston, MA 02493

      • 4 Beds
      • 3.5 Baths
      • 3,324 Sq Ft
      • Built 1973
      129 Rockport Rd, Weston, MA 02493

      Last Sold Summary

      • 1 Day On Market

  • /42

    $3,245,000

    Open Sun 1PM - 2:30PM $750K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,285 Sq Ft

    11 Hillcrest Rd, Weston, MA 02493

    Stunning 5-bedroom, 3.5-bath contemporary multi-level home, thoughtfully gut renovated and expanded in 2008, offering impressive space, craftsmanship, and design. The gourmet eat-in kitchen opens seamlessly to a generous family room with fireplace and custom built-ins, creating an ideal setting for everyday living. An elegant formal living room and dining room with fireplace and built-ins add

    Denise Mosher Coldwell Banker Realty - Weston

    11 Hillcrest Rd, Weston, MA 02493
  • /26

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 3,650 Sq Ft
    • House for Rent

    25 Forest Ridge Rd, Weston, MA 02493

    Gracious ranch-style home ideally situated in one of Weston’s finest neighborhoods. Located at a quiet cul-de-sac, this elegant home is loaded w/ stunning architectural detail w/ exceptional finish work throughout. Magnificent views from the banquet-sized, fireplaced living and dining rooms; Vaulted ceiling, large luxury windows and built ins in the sun-drenched family room; an open-concept

    Dan Li Keller Williams Realty

    25 Forest Ridge Rd, Weston, MA 02493
  • /30

    $2,100,000

    Sold Feb 12, 2026

    121 Cherry Brook Rd, Weston, MA 02493

    • 4 Beds
    • 3.5 Baths
    • 3,495 Sq Ft
    • Built 1962

    Last Sold Summary

    • $601/SF
    • 4 Days On Market

    Current Estimated Value $2,113,783

    Last Listing Agent Deborah Kellett Berkshire Hathaway HomeServices Commonwealth Real Estate

    121 Cherry Brook Rd, Weston, MA 02493
    • /38

      Est $1,710,213

      Not Listed For Sale

      70 Sherburn Cir, Weston, MA 02493

      • 3 Beds
      • 2.5 Baths
      • 2,320 Sq Ft
      • Built 1961
      70 Sherburn Cir, Weston, MA 02493

      Last Sold Summary

      • 2 Days On Market

  • /37

    $3,850,000

    • 5 Beds
    • 5.5 Baths
    • 6,700 Sq Ft

    21 Bemis St, Weston, MA 02493

    Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Bemis St, Weston, MA 02493
  • /25

    $4,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,342 Sq Ft
    • House for Rent

    68 Jericho Rd Unit 68, Weston, MA 02493

    Avalible 7/1! Bright and sunny Royal Barry townhouse in Stonegate at Weston! This home offers plenty of space, including a formal dining room and a large living room with a wood-burning fireplace that opens to your own private bluestone patio. The second-floor features two oversized bedrooms with large closets, plus attic access for extra storage. Enjoy the convenience of two deeded parking

    Marketing Email Blue Ocean Realty, LLC

    68 Jericho Rd Unit 68, Weston, MA 02493
  • /42

    $1,710,000

    Sold May 18, 2026

    556 Wellesley St, Weston, MA 02493

    • 4 Beds
    • 2.5 Baths
    • 2,596 Sq Ft
    • Built 1901

    Last Sold Summary

    • 5% Below List Price
    • $659/SF
    • 11 Days On Market

    Current Estimated Value $1,835,131

    Last Listing Agent Chaplin Partners Compass

    556 Wellesley St, Weston, MA 02493
    • /29

      Est $2,085,618

      Not Listed For Sale

      48 Bogle St, Weston, MA 02493

      • 4 Beds
      • 3.5 Baths
      • 4,055 Sq Ft
      • Built 1956
      48 Bogle St, Weston, MA 02493

      Last Sold Summary

      • 61 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$2,425,000
Median Single Family Sale Price
$2,647,500
Median Townhouse Sale Price
$819,750
Median 2 Bedroom Sale Price
$840,850
Median 1 Bedroom Sale Price
$441,000
Average Price Per Sq Ft
$617
Number of Homes for Sale
49
Last 12 months Home Sales
143
Months of Supply
4.10
Median List Price
$2,695,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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