9,699

Wellesley, MA Homes

Section Image
  • /32

    $4,250,000

    Sold Mar 11, 2026

    39 Audubon Rd, Wellesley, MA 02481

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $570/SF
    • 131 Days On Market

    Current Estimated Value $4,479,580

    Last Listing Agent Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
    • /18

      Est $620,090

      Not Listed For Sale

      12 Russell Rd Unit 207, Wellesley, MA 02482

      • 2 Beds
      • 2 Baths
      • 1,002 Sq Ft
      • Built 2007
      12 Russell Rd Unit 207, Wellesley, MA 02482

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent David Gordon Coldwell Banker Realty - Newton

  • /41

    $4,395,000

    • 4 Beds
    • 5.5 Baths
    • 7,741 Sq Ft

    150 Pond Rd, Wellesley, MA 02482

    Truly one of kind property nestled in renowned Hunnewell Estates with horses and cows with the feel of Vermont yet close to Wellesley Center. 3 acres of a private sanctuary surrounded by conservation land and trails.. Incredible opportunity in Wellesley to have gardens, fruit trees, chickens... Gorgeous outdoor space with fire pits, zen waterfall, vegetable gardens with hand hewn raised beds from

    Melissa Dailey Coldwell Banker Realty - Wellesley

    150 Pond Rd, Wellesley, MA 02482
  • /26

    $2,000,000

    Sold Oct 15, 2025

    53 Mayo Rd, Wellesley, MA 02482

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $668/SF
    • 7 Days On Market

    Current Estimated Value $1,980,261

    Last Listing Agent Lindsey Fay Kisielius Coldwell Banker Realty - Wellesley

    53 Mayo Rd, Wellesley, MA 02482
    • /36

      Est $1,102,141

      Not Listed For Sale

      13 Fells Rd, Wellesley, MA 02482

      • 3 Beds
      • 1.5 Baths
      • 1,518 Sq Ft
      • Built 1908
      13 Fells Rd, Wellesley, MA 02482

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Jeffrey Holden Coldwell Banker Realty - Newton

  • /25

    $1,799,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    8 Cypress Rd, Wellesley Hills, MA 02481

    Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and

    Osnat Levy eXp Realty LLC - Corporate Office

    8 Cypress Rd, Wellesley Hills, MA 02481
  • /42

    $2,250,000

    Sold Dec 02, 2025

    13 Cavanaugh Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 2,965 Sq Ft
    • Built 1928

    Last Sold Summary

    • 19% Above List Price
    • $759/SF
    • 3 Days On Market

    Current Estimated Value $2,232,088

    Last Listing Agent Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    13 Cavanaugh Rd, Wellesley Hills, MA 02481
    • /36

      Est $1,910,998

      Not Listed For Sale

      3 Garrison Rd, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 2,545 Sq Ft
      • Built 1948
      3 Garrison Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Bell Petrini Group Coldwell Banker Realty - Wellesley

  • /12

    $1,675,000

    Open Sat 11:30AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    16 Stearns Rd Unit 108, Wellesley, MA 02482

    Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 108, Wellesley, MA 02482
  • /24

    $2,280,000

    Sold Dec 03, 2025

    50 Upson Rd, Wellesley, MA 02482

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft
    • Built 2013

    Last Sold Summary

    • 9% Below List Price
    • $647/SF
    • 48 Days On Market

    Current Estimated Value $2,295,949

    Last Listing Agent The Shulkin Wilk Group Compass

    50 Upson Rd, Wellesley, MA 02482
    • /26

      Est $1,484,813

      Not Listed For Sale

      20 Garrison Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,816 Sq Ft
      • Built 1937
      20 Garrison Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

  • /35

    $995,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,348 Sq Ft

    7 Arnold Rd, Wellesley Hills, MA 02481

    A truly unique opportunity to live in the coveted Cliff Estates neighborhood, this distinctive contemporary residence offers an extraordinary combination of architecture, privacy, and setting. Surrounded by rare, exceptional privacy, the home is designed to bring the outdoors in, with dramatic cathedral beamed ceilings, oversized windows, and a stunning wall of floor-to-ceiling glass in the

    Donahue Maley & Burns Team Compass

    7 Arnold Rd, Wellesley Hills, MA 02481
  • /32

    $1,150,000

    Sold Apr 30, 2026

    339 Weston Rd, Wellesley, MA 02482

    • 3 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Built 1948

    Last Sold Summary

    • $568/SF
    • 3 Days On Market

    Current Estimated Value $1,139,341

    Last Listing Agent Molly Palmer Gibson Sotheby's International Realty

    339 Weston Rd, Wellesley, MA 02482
    • /21

      Est $1,445,668

      Not Listed For Sale

      374 Weston Rd, Wellesley, MA 02482

      • 4 Beds
      • 1.5 Baths
      • 1,926 Sq Ft
      • Built 1932
      374 Weston Rd, Wellesley, MA 02482

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Amy Caffrey Compass

  • /9

    $3,995,000

    Open Sun 12PM - 1PM
    • 5 Beds
    • 5.5 Baths
    • 5,210 Sq Ft

    17 Midland Rd, Wellesley, MA 02482

    Coveted in town/Dana Hall location! Photos are of work in progress. Almost at finish line! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room

    Melissa Dailey Coldwell Banker Realty - Wellesley

    17 Midland Rd, Wellesley, MA 02482
  • /23

    $1,485,000

    Sold Sep 17, 2026

    20 Hill Top Rd, Wellesley, MA 02482

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • Built 1935

    Last Sold Summary

    • $809/SF
    • 2 Days On Market

    Current Estimated Value $1,520,510

    Last Listing Agent Patricia Bradley Rutledge Properties

    20 Hill Top Rd, Wellesley, MA 02482
    • /32

      Est $1,692,676

      Not Listed For Sale

      2 Shirley Rd, Wellesley, MA 02482

      • 3 Beds
      • 2 Baths
      • 1,985 Sq Ft
      • Built 1940
      2 Shirley Rd, Wellesley, MA 02482

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Tracy Reed William Raveis R.E. & Home Services

  • /42

    $1,125,000

    $135K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    2 Marigold Ave, Wellesley, MA 02482

    Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room.

    Bill Gath Realty Executives Boston West

    2 Marigold Ave, Wellesley, MA 02482
  • /14

    $2,090,000

    Sold Jun 10, 2026

    4 Fiske Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 3,283 Sq Ft
    • Built 1932

    Last Sold Summary

    • 31% Above List Price
    • $637/SF
    • 4 Days On Market

    Current Estimated Value $2,064,369

    Last Listing Agent Betsy Kessler Rutledge Properties

    4 Fiske Rd, Wellesley Hills, MA 02481
    • /22

      Est $3,145,174

      Not Listed For Sale

      8 Beverly Rd, Wellesley Hills, MA 02481

      • 4 Beds
      • 4.5 Baths
      • 5,704 Sq Ft
      • Built 2010
      8 Beverly Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Teri Adler MGS Group Real Estate LTD - Wellesley

  • /16

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 3,672 Sq Ft

    484 Weston Rd, Wellesley, MA 02482

    Exceptional opportunity to create your dream home with a complete renovation project. This is your chance to design to today’s luxury standards while securing an irreplaceable location! Minutes to top-tier Wellesley Public Schools, commuter rail, country club and Wellesley’s boutique shopping and dining. A traditional 4 bedroom, 2.5 bath Colonial home with a two car attached garage. Located on a

    Jodie Zinna Coldwell Banker Realty - Wellesley

    484 Weston Rd, Wellesley, MA 02482
  • /36

    $4,100,000

    Sold Apr 01, 2026

    18 Sprague Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 6.5 Baths
    • 7,962 Sq Ft
    • Built 2024

    Last Sold Summary

    • 13% Below List Price
    • $515/SF
    • 135 Days On Market

    Current Estimated Value $4,310,696

    Last Listing Agent Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
    • /31

      Est $2,516,073

      Not Listed For Sale

      1 Richland Rd, Wellesley Hills, MA 02481

      • 4 Beds
      • 2.5 Baths
      • 4,152 Sq Ft
      • Built 1950
      1 Richland Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Beyond Boston Properties Group Compass

  • /39

    $1,450,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,447 Sq Ft

    44 Windemere Rd, Wellesley Hills, MA 02481

    Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio

    Aranson Maguire Group Compass

    44 Windemere Rd, Wellesley Hills, MA 02481
  • /34

    $1,177,000

    Sold Aug 06, 2026

    642 Worcester St, Wellesley, MA 02482

    • 3 Beds
    • 2.5 Baths
    • 3,129 Sq Ft
    • Built 1854

    Last Sold Summary

    • 11% Below List Price
    • $376/SF
    • 75 Days On Market

    Current Estimated Value $1,259,750

    Last Listing Agent Heather Steele Rutledge Properties

    642 Worcester St, Wellesley, MA 02482
    • /38

      Est $3,136,639

      Not Listed For Sale

      41 Chesterton Rd, Wellesley Hills, MA 02481

      • 5 Beds
      • 4.5 Baths
      • 5,516 Sq Ft
      • Built 2006
      41 Chesterton Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christine Lawrence Rutledge Properties

  • /34

    $1,995,000

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    39 River Glen Rd, Wellesley Hills, MA 02481

    Tucked away on an idyllic side street in a charming Wellesley Farms neighborhood, this beautifully maintained Colonial offers classic character, stylish updates, sun-filled spaces, and an exceptional location. Inside, thoughtful updates blend seamlessly with the home’s timeless appeal, including a beautifully updated kitchen with custom cabinetry and brass hardware that flows effortlessly into a

    Bell Petrini Group Coldwell Banker Realty - Wellesley

    39 River Glen Rd, Wellesley Hills, MA 02481
  • /2

    $2,600,000

    Sold Mar 30, 2026

    10 Fife Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 5 Baths
    • 3,282 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $792/SF
    • 260 Days On Market

    Current Estimated Value $1,996,312

    Last Listing Agent Alexander Benson Keller Williams Realty Boston South West

    10 Fife Rd, Wellesley Hills, MA 02481
    • /36

      Est $3,234,259

      Not Listed For Sale

      34 Chesterton Rd, Wellesley Hills, MA 02481

      • 5 Beds
      • 4.5 Baths
      • 4,781 Sq Ft
      • Built 2023
      34 Chesterton Rd, Wellesley Hills, MA 02481

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Samantha Hollister Compass

  • /37

    $4,980,000

    Open Sat 12PM - 1:30PM
    • 5 Beds
    • 4.5 Baths
    • 5,296 Sq Ft

    97 Arnold Rd, Wellesley Hills, MA 02481

    From the moment you arrive, you’ll fall in love with this much-admired white brick Colonial, beautifully sited on a charming corner in Wellesley’s coveted Cliff Estates. Set back from the road and surrounded by beautifully landscaped grounds, this exceptional home offers the perfect blend of elegance, comfort, and space for today’s lifestyle. Inside, gracious rooms unfold with everything exactly

    Bobby Morgenstern Gibson Sotheby's International Realty

    97 Arnold Rd, Wellesley Hills, MA 02481
  • /42

    $2,354,000

    Sold Dec 24, 2025

    28 Clovelly Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 4.5 Baths
    • 4,211 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Below List Price
    • $559/SF
    • 7 Days On Market

    Current Estimated Value $2,538,872

    Last Listing Agent Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    28 Clovelly Rd, Wellesley Hills, MA 02481
    • /34

      Est $1,587,625

      Not Listed For Sale

      447 Weston Rd, Wellesley, MA 02482

      • 4 Beds
      • 3 Baths
      • 2,076 Sq Ft
      • Built 1950
      447 Weston Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  • /42

    $3,995,000

    Open Sun 12PM - 1:30PM
    • 5 Beds
    • 5.5 Baths
    • 5,059 Sq Ft

    39 Fairbanks Ave, Wellesley Hills, MA 02481

    Nestled in one of the area's most coveted neighborhoods with a seamless commute to Boston, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. Thoughtfully gut-renovated with the finest materials and craftsmanship, the home showcases an open-concept floor plan designed for both elegant entertaining and everyday living. Expansive windows flood the interiors

    Donahue Maley & Burns Team Compass

    39 Fairbanks Ave, Wellesley Hills, MA 02481
  • /34

    $2,750,000

    Sold Oct 28, 2025

    173 Benvenue St, Wellesley, MA 02482

    • 5 Beds
    • 5 Baths
    • 4,216 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $652/SF
    • 15 Days On Market

    Current Estimated Value $2,763,128

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    173 Benvenue St, Wellesley, MA 02482
    • /36

      Est $3,065,569

      Not Listed For Sale

      12 Parker Rd, Wellesley, MA 02482

      • 5 Beds
      • 5.5 Baths
      • 5,913 Sq Ft
      • Built 2008
      12 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  • /23

    $1,995,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    186 Oakland St, Wellesley Hills, MA 02481

    This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed

    Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    186 Oakland St, Wellesley Hills, MA 02481
  • /42

    $2,935,000

    Sold Jul 08, 2026

    49 Whittier Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 3.5 Baths
    • 4,364 Sq Ft
    • Built 1931

    Last Sold Summary

    • 8% Below List Price
    • $673/SF
    • 30 Days On Market

    Current Estimated Value $3,084,596

    Last Listing Agent Susan Sullivan Coldwell Banker Realty - Wellesley

    49 Whittier Rd, Wellesley Hills, MA 02481
    • /28

      Est $2,046,903

      Not Listed For Sale

      5 Durant Rd, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 3,552 Sq Ft
      • Built 1924
      5 Durant Rd, Wellesley, MA 02482

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Rachel Stocker Rutledge Properties, Inc.

  • /13

    $1,599,000

    Open Sat 11:30AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,591 Sq Ft

    16 Stearns Rd Unit 304, Wellesley, MA 02482

    Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2 bath condo featuring an open floor plan and soaring 9' ceilings. Enjoy beautiful views overlooking Sprague Field in this boutique 24-unit association. This unit includes two garage parking space, plus ample guest parking.The top-of-the-line kitchen boasts high-end appliances, a center island, and sleek finishes—perfect for cooking and

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 304, Wellesley, MA 02482
  • /21

    $1,700,000

    Sold Oct 16, 2025

    6 Wiswall Cir, Wellesley, MA 02482

    • 4 Beds
    • 3 Baths
    • 1,892 Sq Ft
    • Built 1925

    Last Sold Summary

    • 5% Below List Price
    • $899/SF
    • 76 Days On Market

    Current Estimated Value $1,694,126

    Last Listing Agent Christine Lawrence Rutledge Properties

    6 Wiswall Cir, Wellesley, MA 02482

Showing Results 201 - 240, Page 6 of 18

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