9,699

Wellesley, MA Homes

Section Image
  • /38

    $2,395,000

    Open Fri 4:30PM - 6PM
    • 4 Beds
    • 3.5 Baths
    • 4,546 Sq Ft

    9 Eisenhower Cir, Wellesley, MA 02482

    Tucked at the end of an idyllic cul-de-sac in one of Wellesley’s most sought after neighborhoods, this classic brick Colonial offers timeless style and exceptional space. The custom chef’s kitchen opens to a sun filled breakfast nook and a deck ideal for entertaining large parties. A large dining room with a wood burning fireplace provides a warm and inviting setting for gatherings and holiday

    Carlisle Group Compass

    9 Eisenhower Cir, Wellesley, MA 02482
  • /2

    $1,953,000

    Sold Jun 03, 2026

    92 Woodlawn Ave, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 2,627 Sq Ft
    • Built 1937

    Last Sold Summary

    • 3% Above List Price
    • $743/SF
    • 5 Days On Market

    Current Estimated Value $1,970,608

    Last Listing Agent Heather Costa ERA Key Realty Services- Fram

    92 Woodlawn Ave, Wellesley Hills, MA 02481
    • /19

      Est $1,228,638

      Not Listed For Sale

      23 Lexington Rd, Wellesley, MA 02482

      • 4 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1958
      23 Lexington Rd, Wellesley, MA 02482

      Last Sold Summary

      • 155 Days On Market

      Last Listing Agent Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

  • /42

    $5,350,000

    • 5 Beds
    • 8 Baths
    • 8,700 Sq Ft

    55 Ridge Hill Farm Rd, Wellesley, MA 02482

    Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light,

    Debi Benoit William Raveis R.E. & Home Services

    55 Ridge Hill Farm Rd, Wellesley, MA 02482
  • /35

    $2,500,000

    Sold Jan 16, 2026

    93 Seaver St, Wellesley, MA 02481

    • 5 Beds
    • 5 Baths
    • 5,200 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $481/SF
    • 93 Days On Market

    Current Estimated Value $2,566,341

    Last Listing Agent Beyond Boston Properties Group Compass

    93 Seaver St, Wellesley, MA 02481
    • /34

      Est $1,408,448

      Not Listed For Sale

      27 Lexington Rd, Wellesley, MA 02482

      • 4 Beds
      • 2 Baths
      • 2,024 Sq Ft
      • Built 1970
      27 Lexington Rd, Wellesley, MA 02482

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Chris Choi Compass

  • /39

    $4,999,000

    • 6 Beds
    • 8 Baths
    • 8,729 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from

    Christine Lawrence Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • /39

    $2,600,000

    Sold Jan 09, 2026

    46 Lincoln Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 3,705 Sq Ft
    • Built 1931

    Last Sold Summary

    • 7% Below List Price
    • $702/SF
    • 78 Days On Market

    Current Estimated Value $2,623,868

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

    46 Lincoln Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,600,680

      Not Listed For Sale

      45 Shirley Rd, Wellesley, MA 02482

      • 4 Beds
      • 1.5 Baths
      • 2,306 Sq Ft
      • Built 1961
      45 Shirley Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Christine Lawrence Rutledge Properties

  • /39

    $1,799,999

    $100K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    7 Garden Rd, Wellesley Hills, MA 02481

    Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a

    Timothy Driscoll South Shore Sotheby's International Realty

    7 Garden Rd, Wellesley Hills, MA 02481
  • /24

    $1,895,000

    Sold Aug 19, 2026

    25 Riverdale Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 4 Baths
    • 2,695 Sq Ft
    • Built 1912

    Last Sold Summary

    • $703/SF
    • 2 Days On Market

    Current Estimated Value $1,748,602

    Last Listing Agent Betsy Kessler Rutledge Properties

    25 Riverdale Rd, Wellesley Hills, MA 02481
    • /41

      Est $2,938,871

      Not Listed For Sale

      460 Weston Rd, Wellesley, MA 02482

      • 5 Beds
      • 5.5 Baths
      • 5,904 Sq Ft
      • Built 2024
      460 Weston Rd, Wellesley, MA 02482

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  • /30

    $1,250,000

    $149K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    10 Wilde Rd, Wellesley Hills, MA 02481

    **** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room,

    Moira Lown Coldwell Banker Realty - Wellesley

    10 Wilde Rd, Wellesley Hills, MA 02481
  • /28

    $1,825,000

    Sold Mar 06, 2026

    25 Shaw Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 4,580 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $398/SF
    • 44 Days On Market

    Current Estimated Value $2,022,723

    Last Listing Agent Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    25 Shaw Rd, Wellesley Hills, MA 02481
    • /20

      Est $1,591,534

      Not Listed For Sale

      39 Mayo Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,725 Sq Ft
      • Built 1950
      39 Mayo Rd, Wellesley, MA 02482

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Tim Dittrich The Agency Marblehead

  • /17

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    56 Curve St, Wellesley, MA 02482

    Welcome to College Heights. This classic home offers an unbeatable in-town lifestyle, just blocks from Wellesley's shops, restaurants, and commuter rail—your chance to enjoy effortless access to everything, all from a charming, established neighborhood. You are greeted by a covered portico, and inside tall ceilings, hardwood floors, and an easy, open flow set the tone throughout. The updated

    Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    56 Curve St, Wellesley, MA 02482
  • /39

    $5,200,000

    Sold Jun 25, 2026

    48 Scotch Pine Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 7,345 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $708/SF
    • 79 Days On Market

    Current Estimated Value $5,107,035

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    48 Scotch Pine Rd, Wellesley Hills, MA 02481
    • /28

      Est $1,529,812

      Not Listed For Sale

      11 Durant Rd, Wellesley, MA 02482

      • 3 Beds
      • 3 Baths
      • 2,524 Sq Ft
      • Built 1930
      11 Durant Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

  • /38

    $2,450,000

    • 6 Beds
    • 5 Baths
    • 5,268 Sq Ft

    118 Benvenue St, Wellesley, MA 02482

    Stunning 5 plus bedroom Colonial in Dana Hall on half acre lot with great backyard! The sun drenched, open and flexible floor plan will delight from the inviting front porch all the way through to the charming patio. Main floor has great flow with well connected spaces inc living room with a fireplace, a great dining, ample family room, sophisticated kitchen with beautiful white shaker cabinets,

    Christine Lawrence Rutledge Properties

    118 Benvenue St, Wellesley, MA 02482
  • /29

    $1,365,000

    Sold Oct 24, 2025

    1 Roberts Rd, Wellesley, MA 02481

    • 3 Beds
    • 3 Baths
    • 2,499 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Below List Price
    • $546/SF
    • 8 Days On Market

    Current Estimated Value $1,425,343

    Last Listing Agent Allison David Poirier Coldwell Banker Realty - Wellesley

    1 Roberts Rd, Wellesley, MA 02481
    • /18

      Est $1,462,835

      Not Listed For Sale

      12 Durant Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,965 Sq Ft
      • Built 1928
      12 Durant Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1 Day On Market

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

  • /33

    $1,650,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,086 Sq Ft

    29 Cottage St, Wellesley, MA 02482

    Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring

    Paula Carens Paula Carens

    29 Cottage St, Wellesley, MA 02482
  • /39

    $3,000,000

    Sold Apr 21, 2026

    19 Northgate Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 5.5 Baths
    • 4,886 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $614/SF
    • 161 Days On Market

    Current Estimated Value $2,961,779

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    19 Northgate Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,767,367

      Not Listed For Sale

      20 Bryn Mawr Rd, Wellesley, MA 02482

      • 3 Beds
      • 3.5 Baths
      • 2,568 Sq Ft
      • Built 2007
      20 Bryn Mawr Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  • /35

    $1,149,998

    Open Fri 4:30PM - 6:30PM
    • 3 Beds
    • 1.5 Baths
    • 1,813 Sq Ft

    296 Linden St, Wellesley Hills, MA 02481

    Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large, updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally,

    Mariam Priestley Berkshire Hathaway HomeServices Town and Country Real Estate

    296 Linden St, Wellesley Hills, MA 02481
  • /19

    $835,000

    Sold Jul 16, 2026

    11 Oak St Unit 45, Wellesley, MA 02482

    • 2 Beds
    • 1.5 Baths
    • 1,171 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $713/SF
    • 23 Days On Market

    Current Estimated Value $826,810

    Last Listing Agent Elke Cardella Compass

    11 Oak St Unit 45, Wellesley, MA 02482
    • /22

      Est $1,313,639

      Not Listed For Sale

      11 Bryn Mawr Rd, Wellesley, MA 02482

      • 3 Beds
      • 1.5 Baths
      • 1,108 Sq Ft
      • Built 1930
      11 Bryn Mawr Rd, Wellesley, MA 02482

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Debi Benoit William Raveis R.E. & Home Services

  • /42

    $4,995,000

    $1M PRICE DROP
    • 6 Beds
    • 6 Baths
    • 7,738 Sq Ft

    43 Monadnock Rd, Wellesley Hills, MA 02481

    One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/

    Melissa Dailey Coldwell Banker Realty - Wellesley

    43 Monadnock Rd, Wellesley Hills, MA 02481
  • /37

    $1,902,500

    Sold Apr 30, 2026

    90 Elmwood Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 3,428 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Above List Price
    • $555/SF
    • 5 Days On Market

    Current Estimated Value $1,935,155

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

    90 Elmwood Rd, Wellesley Hills, MA 02481
    • /32

      Est $2,545,492

      Not Listed For Sale

      20 Manor Ave, Wellesley, MA 02482

      • 4 Beds
      • 5 Baths
      • 4,743 Sq Ft
      • Built 2015
      20 Manor Ave, Wellesley, MA 02482

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Luisa Cestari Coldwell Banker Realty - Wellesley

  • /37

    $2,250,000

    Pending
    • 8 Beds
    • 6 Baths
    • 5,559 Sq Ft

    9 Hampden St, Wellesley, MA 02482

    Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

    Jill Boudreau eXp Realty LLC - Corporate Office

    9 Hampden St, Wellesley, MA 02482
  • /25

    $2,950,000

    Sold Sep 25, 2026

    580 Washington St Unit 104, Wellesley, MA 02482

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $1,639/SF
    • 17 Days On Market

    Last Listing Agent Jane Collinson Gibson Sotheby's International Realty

    580 Washington St Unit 104, Wellesley, MA 02482
    • /4

      Est $956,716

      Not Listed For Sale

      22 Stonecleve Rd, Wellesley, MA 02482

      • 3 Beds
      • 1 Bath
      • 1,367 Sq Ft
      • Built 1930
      22 Stonecleve Rd, Wellesley, MA 02482

      Last Sold Summary

      • 180 Days On Market

      Last Listing Agent Donna Scott Group Coldwell Banker Realty - Wellesley

  • /39

    $1,795,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    126 Walnut St Unit 126, Wellesley Hills, MA 02481

    Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while

    Debi Benoit William Raveis R.E. & Home Services

    126 Walnut St Unit 126, Wellesley Hills, MA 02481
  • /21

    $1,690,762

    Sold Oct 23, 2025

    17 Longfellow Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1889

    Last Sold Summary

    • 2% Above List Price
    • $556/SF
    • 4 Days On Market

    Current Estimated Value $1,845,283

    Last Listing Agent Deena Powell Gibson Sotheby's International Realty

    17 Longfellow Rd, Wellesley Hills, MA 02481
    • /30

      Est $1,025,206

      Not Listed For Sale

      75 Russell Rd, Wellesley, MA 02482

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1990
      75 Russell Rd, Wellesley, MA 02482

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Jodie Zinna Coldwell Banker Realty - Wellesley

  • /42

    $10,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    45 White Oak Rd, Wellesley Hills, MA 02481

    Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    45 White Oak Rd, Wellesley Hills, MA 02481
  • /35

    $1,430,000

    Sold Feb 27, 2026

    33 Avon Rd, Wellesley, MA 02482

    • 3 Beds
    • 1.5 Baths
    • 1,694 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $844/SF
    • 26 Days On Market

    Current Estimated Value $1,477,536

    Last Listing Agent Keystone Homes Group Keller Williams Realty Boston Northwest

    33 Avon Rd, Wellesley, MA 02482
    • /16

      Est $528,232

      Not Listed For Sale

      12 Russell Rd Unit 304, Wellesley, MA 02482

      • 1 Bed
      • 1 Bath
      • 821 Sq Ft
      • Built 2007
      12 Russell Rd Unit 304, Wellesley, MA 02482

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent David Gordon Coldwell Banker Realty - Newton

  • /17

    $675,000

    Open Sun 2PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    12 Russell Rd Unit 103, Wellesley, MA 02482

    Wellesley Hollow is a professionally managed 55+ condominium community offering comfortable, low-maintenance living in an exceptional commuter location. This beautifully maintained first-floor, 2-bedroom, 2-bath residence, which was gut renovated 2 years ago, features an open-concept floor plan designed for both everyday living and entertaining. The well-appointed kitchen offers granite

    David Gordon Coldwell Banker Realty - Newton

    12 Russell Rd Unit 103, Wellesley, MA 02482

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home