9,716

Wellesley, MA Homes

Section Image
  • /29

    $1,320,000

    Sold Jul 18, 2025

    21 Wellesley Ave, Wellesley, MA 02482

    • 4 Beds
    • 3 Baths
    • 2,430 Sq Ft
    • Built 1922

    Last Sold Summary

    • 10% Above List Price
    • $543/SF
    • 4 Days On Market

    Current Estimated Value $1,451,375

    Last Listing Agent Patricia Bradley Rutledge Properties

    21 Wellesley Ave, Wellesley, MA 02482
    • /29

      Est $3,291,555

      Not Listed For Sale

      27 College Rd, Wellesley, MA 02482

      • 6 Beds
      • 5 Baths
      • 3,940 Sq Ft
      • Built 1997
      27 College Rd, Wellesley, MA 02482

      Last Sold Summary

      • 28 Days On Market

  • /19

    $1,498,000

    Open Sat 12PM - 1PM $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    16 Stearns Rd Unit 203, Wellesley, MA 02482

    Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2.5-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

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 203, Wellesley, MA 02482
  • /33

    $1,350,000

    Sold May 28, 2026

    11 Springdale Ave, Wellesley Hills, MA 02481

    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Above List Price
    • $649/SF
    • 5 Days On Market

    Current Estimated Value $1,284,292

    Last Listing Agent The Wilson Group Compass

    11 Springdale Ave, Wellesley Hills, MA 02481
    • /17

      Est $921,966

      Not Listed For Sale

      1 Dale St, Wellesley, MA 02482

      • 3 Beds
      • 2 Baths
      • 1,218 Sq Ft
      • Built 1940
      1 Dale St, Wellesley, MA 02482

      Last Sold Summary

      • 310 Days On Market

  • /36

    $2,380,000

    $115K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 4,512 Sq Ft

    279 Oakland St, Wellesley Hills, MA 02481

    Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family

    Christine Norcross William Raveis R.E. & Home Services

    279 Oakland St, Wellesley Hills, MA 02481
  • /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 $2,622,635

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

    46 Lincoln Rd, Wellesley Hills, MA 02481
    • /38

      Est $3,283,116

      Not Listed For Sale

      68 Parker Rd, Wellesley, MA 02482

      • 5 Beds
      • 6 Baths
      • 4,857 Sq Ft
      • Built 2024
      68 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 0 Days On Market

  • /37

    $3,285,000

    $195K PRICE DROP Pending
    • 5 Beds
    • 6 Baths
    • 5,073 Sq Ft

    8 Oakdale Ave, Wellesley, MA 02482

    Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

    Donahue Maley & Burns Team Compass

    8 Oakdale Ave, Wellesley, MA 02482
  • /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 $1,950,574

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

    25 Shaw Rd, Wellesley Hills, MA 02481
    • /42

      Est $2,444,658

      Not Listed For Sale

      19 Bryn Mawr Rd, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,400 Sq Ft
      • Built 2012
      19 Bryn Mawr Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

  • /42

    $3,995,000

    Open Sun 11:30AM - 1PM $955K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovations in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library,

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /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 $1,429,328

    Last Listing Agent Allison David Poirier Coldwell Banker Realty - Wellesley

    1 Roberts Rd, Wellesley, MA 02481
    • /27

      Est $1,841,041

      Not Listed For Sale

      25 Thomas Rd, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 2,470 Sq Ft
      • Built 1928
      25 Thomas Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

  • /21

    $1,348,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,384 Sq Ft

    41 Hunnewell St, Wellesley Hills, MA 02481

    Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous

    Christine Norcross William Raveis R.E. & Home Services

    41 Hunnewell St, Wellesley Hills, MA 02481
  • /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 $3,062,816

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    19 Northgate Rd, Wellesley Hills, MA 02481
    • /28

      Est $1,547,029

      Not Listed For Sale

      35 Garrison Rd, Wellesley, MA 02482

      • 3 Beds
      • 2 Baths
      • 2,191 Sq Ft
      • Built 1937
      35 Garrison Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

  • /42

    $2,325,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    11 Sterling Rd, Wellesley, MA 02482

    Set in Wellesley’s sought after Dana Hall neighborhood, 11 Sterling Road blends timeless charm with modern living on .57 acres of private, beautifully landscaped grounds. This 5-bedroom home offers 3 full baths and 1 half bath, with an open floor plan tailored for today’s lifestyle. Sun-filled interiors feature a fireplace living room, formal dining room with large picture windows, and a

    Debi Benoit William Raveis R.E. & Home Services

    11 Sterling Rd, Wellesley, MA 02482
  • /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 $1,945,601

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

    90 Elmwood Rd, Wellesley Hills, MA 02481
    • /28

      Est $2,904,268

      Not Listed For Sale

      34 Garrison Rd, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 4,985 Sq Ft
      • Built 2024
      34 Garrison Rd, Wellesley, MA 02482

      Last Sold Summary

      • 68 Days On Market

  • /38

    $5,995,000

    $500K PRICE DROP Pending
    • 5 Beds
    • 6 Baths
    • 6,203 Sq Ft

    64 Albion Rd, Wellesley Hills, MA 02481

    Nestled in the heart of the highly coveted Cliff Estates, this much-admired residence presents a rare opportunity to own a completely renovated home on over an acre of land—an exceptional offering in one of the area’s most desirable neighborhoods. Thoughtfully redesigned with today’s lifestyle in mind, the home features 5 generously sized bedrooms and 4 beautifully appointed bathrooms, blending

    Donahue Maley & Burns Team Compass

    64 Albion Rd, 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 $1,831,728

    Last Listing Agent Deena Powell Gibson Sotheby's International Realty

    17 Longfellow Rd, Wellesley Hills, MA 02481
    • /32

      Est $1,982,363

      Not Listed For Sale

      24 Garrison Rd, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,790 Sq Ft
      • Built 1938
      24 Garrison Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

  • /40

    $4,950,000

    Open Sun 11:30AM - 1PM $445K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 8,840 Sq Ft

    65 Woodcliff Rd, Wellesley Hills, MA 02481

    Spectacular Cliff Estates Colonial set on a majestic, private 3⁄4 acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a

    Beyond Boston Properties Group Compass

    65 Woodcliff 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 $1,503,889

    Last Listing Agent Keystone Homes Group Keller Williams Realty Boston Northwest

    33 Avon Rd, Wellesley, MA 02482
    • /33

      Est $2,404,238

      Not Listed For Sale

      61 Beechwood Rd, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 3,286 Sq Ft
      • Built 2024
      61 Beechwood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 5 Days On Market

  • /39

    $4,395,000

    Open Sun 11:30AM - 1PM
    • 6 Beds
    • 6.5 Baths
    • 6,975 Sq Ft

    8 Valley Rd, Wellesley Hills, MA 02481

    Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom

    Dean Poritzky Engel & Völkers Wellesley

    8 Valley Rd, Wellesley Hills, MA 02481
  • /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 $4,266,586

    Last Listing Agent Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
    • /19

      Est $1,217,218

      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

  • /35

    $2,270,000

    • 5 Beds
    • 5 Baths
    • 4,507 Sq Ft

    319 Oakland St, Wellesley Hills, MA 02481

    They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels

    Kathleen Hughto Rutledge Properties

    319 Oakland St, Wellesley Hills, MA 02481
  • /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 $1,971,305

    Last Listing Agent Lindsey Fay Kisielius Coldwell Banker Realty - Wellesley

    53 Mayo Rd, Wellesley, MA 02482
    • /34

      Est $1,390,261

      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

  • /23

    $999,000

    $100K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft

    32 Linden St Unit 5, Wellesley, MA 02482

    Beautifully maintained 3-bedroom townhouse in Wellesley’s sought-after College Heights neighborhood, close to town, train, shops, restaurants, and trails. The first floor features a bright open living/dining area with hardwood floors and crown molding, a stylish chef’s kitchen with granite countertops, center island, stainless steel appliances, floating shelves, and direct access to a private

    Elke Cardella Compass

    32 Linden St Unit 5, 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 $2,302,086

    Last Listing Agent The Shulkin Wilk Group Compass

    50 Upson Rd, Wellesley, MA 02482
    • /42

      Est $2,488,641

      Not Listed For Sale

      19 Brookdale Ave, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 4,184 Sq Ft
      • Built 2000
      19 Brookdale Ave, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

  • /10

    $2,200,000

    • 3 Beds
    • 1.5 Baths
    • 1,595 Sq Ft

    53 Elmwood Rd, Wellesley Hills, MA 02481

    Fabulous opportunity to build your dream home or renovate the existing home in the coveted Bates neighborhood. This expansive 40,000 square foot lot is steps to the elementary school, Boulder Brook conservation land, hiking trails & tennis courts. Buyer & buyers agent to do their own due diligence.

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    53 Elmwood 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 $2,230,541

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

    13 Cavanaugh Rd, Wellesley Hills, MA 02481
    • /41

      Est $3,023,599

      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

  • /41

    $5,100,000

    $495K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff 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 $1,189,165

    Last Listing Agent Molly Palmer Gibson Sotheby's International Realty

    339 Weston Rd, Wellesley, MA 02482

Showing Results 161 - 200, Page 5 of 18

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