9,715

Wellesley, MA Homes

Section Image
    • /39

      Est $1,563,017

      Not Listed For Sale

      92 Parker Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,812 Sq Ft
      • Built 1940
      92 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Krongel & Paul Hammond Residential Real Estate

  • /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
  • /34

    $4,558,000

    Sold Oct 14, 2025

    26 White Oak Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 6 Baths
    • 6,160 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $740/SF
    • 4 Days On Market

    Current Estimated Value $4,626,713

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    26 White Oak Rd, Wellesley Hills, MA 02481
    • /19

      Est $1,641,890

      Not Listed For Sale

      77 Parker Rd, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,390 Sq Ft
      • Built 1938
      77 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Susan Lyman Douglas Elliman Real Estate - Wellesley

  • /42

    $3,695,000

    $1M 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. Renovated 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, dining

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /41

    $785,000

    Sold Jun 12, 2026

    21 Westerly St Unit 3, Wellesley, MA 02482

    • 2 Beds
    • 3 Baths
    • 1,843 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Above List Price
    • $426/SF
    • 8 Days On Market

    Current Estimated Value $776,974

    Last Listing Agent Angie Sciarappa North Star RE Agents, LLC

    21 Westerly St Unit 3, Wellesley, MA 02482
    • /33

      Est $1,961,981

      Not Listed For Sale

      11 Brookmere Ave, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,592 Sq Ft
      • Built 1978
      11 Brookmere Ave, Wellesley, MA 02482

      Last Sold Summary

      • 4 Days On Market

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

  • /41

    $2,895,000

    • 6 Beds
    • 4.5 Baths
    • 3,900 Sq Ft

    21 Wellesley Ave, Wellesley, MA 02482

    Welcome to a picture-perfect Dutch Colonial in Wellesley's coveted Dana Hall neighborhood! Walk to everything - Wellesley Square restaurants and shops, the commuter rail, the newly constructed and top rated Hunnewell Elementary School, Library, Whole Foods, and the Brook Path. Fully renovated in 2026 - This charming home filled with natural light lives like new construction with elevated finishes

    Endri Angjeli Arrive Real Estate

    21 Wellesley Ave, Wellesley, MA 02482
  • /22

    $1,320,000

    Sold Nov 21, 2025

    115 Parker Rd, Wellesley, MA 02482

    • 4 Beds
    • 1.5 Baths
    • 1,694 Sq Ft
    • Built 1953

    Last Sold Summary

    • 9% Below List Price
    • $779/SF
    • 18 Days On Market

    Current Estimated Value $1,364,448

    Last Listing Agent Susan Lyman Douglas Elliman Real Estate - Wellesley

    115 Parker Rd, Wellesley, MA 02482
    • /39

      Est $1,866,375

      Not Listed For Sale

      4 Stevens Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 2,521 Sq Ft
      • Built 1966
      4 Stevens Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

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

  • /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
  • /34

    $2,250,000

    Sold Jun 05, 2026

    12 Leighton Rd, Wellesley, MA 02482

    • 8 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1913

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 34 Days On Market

    Current Estimated Value $2,268,969

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

    12 Leighton Rd, Wellesley, MA 02482
    • /25

      Est $1,677,267

      Not Listed For Sale

      82 Beechwood Rd, Wellesley, MA 02482

      • 4 Beds
      • 3 Baths
      • 2,836 Sq Ft
      • Built 1940
      82 Beechwood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1 Day On Market

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

  • /39

    $4,395,000

    Pending
    • 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
  • /28

    $1,635,650

    Sold Apr 16, 2026

    15 Clifton Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1928

    Last Sold Summary

    • 9% Above List Price
    • $774/SF
    • 5 Days On Market

    Current Estimated Value $1,602,605

    Last Listing Agent Jane Neilson Douglas Elliman Real Estate - Wellesley

    15 Clifton Rd, Wellesley Hills, MA 02481
    • /37

      Est $1,928,223

      Not Listed For Sale

      45 Upson Rd, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 2,500 Sq Ft
      • Built 1995
      45 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  • /35

    $2,270,000

    Pending
    • 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
  • /27

    $1,065,800

    Sold Dec 02, 2025

    26 Kimlo Rd, Wellesley Hills, MA 02481

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • Built 1947

    Last Sold Summary

    • $708/SF
    • 5 Days On Market

    Current Estimated Value $1,101,795

    Last Listing Agent Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    26 Kimlo Rd, Wellesley Hills, MA 02481
    • /16

      Est $1,242,924

      Not Listed For Sale

      46 Upson Rd, Wellesley, MA 02482

      • 2 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1948
      46 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Christine Lawrence Rutledge Properties

  • /6

    $1,695,000

    • Land
    • 22,215 Sq Ft
    • $3,323,529 per Acre

    33 Boulder Rd, Wellesley, MA 02481

    OPEN BUILDING LOT in exclusive Wellesley Farms! Bring your dreams and ideas and get started on designing and building your custom home in one of the finest neighborhoods in Wellesley. Conforming, flat and fenced 22,388 sq ft lot with no existing structure. Town water, sewer, electricity and gas at street. 20,000 SF zoning, 170' of frontage. Geotechinical Data Report completed. SHOVEL READY!

    Christine Lawrence Rutledge Properties

    33 Boulder Rd, Wellesley, MA 02481
  • /23

    $1,880,000

    Sold Jun 05, 2026

    23 Thackeray Rd, Wellesley Hills, MA 02481

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft
    • Built 1937

    Last Sold Summary

    • 5% Above List Price
    • $806/SF
    • 3 Days On Market

    Current Estimated Value $1,876,935

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

    23 Thackeray Rd, Wellesley Hills, MA 02481
    • /25

      Est $1,571,319

      Not Listed For Sale

      40 Upson Rd, Wellesley, MA 02482

      • 3 Beds
      • 2 Baths
      • 1,849 Sq Ft
      • Built 1937
      40 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Susan Gear Coldwell Banker Realty - Wellesley

  • /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
  • /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
    • /4

      Est $2,703,096

      Not Listed For Sale

      14 Princeton Rd, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 4,950 Sq Ft
      • Built 2025
      14 Princeton Rd, Wellesley, MA 02482

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Joseph Fleming JT Fleming & Company

  • /18

    $839,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,171 Sq Ft

    11 Oak St Unit 33, Wellesley, MA 02482

    Completely renovated in 2015, this quiet, move-in ready unit in desirable Linden Square Townhomes offers quality craftsmanship, private outdoor space, and a convenient in-town Wellesley location. Hardwood floors, crown molding, updated lighting, and a fireplaced living room with a custom mantel create a warm, inviting space. French doors open to a newly renovated private paver patio, while the

    Team Coyle Compass

    11 Oak St Unit 33, 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
    • /35

      Est $2,473,360

      Not Listed For Sale

      7 Pinevale Ave, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,368 Sq Ft
      • Built 2015
      7 Pinevale Ave, Wellesley, MA 02482

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Donahue Maley & Burns Team Compass

  • /21

    $3,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,712 Sq Ft

    25 Hundreds Cir, Wellesley Hills, MA 02481

    Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid

    Greer Swiston Coldwell Banker Realty - Newton

    25 Hundreds Cir, Wellesley Hills, MA 02481
  • /17

    $2,600,000

    Sold Aug 21, 2025

    194 Grove St, Wellesley, MA 02482

    • 4 Beds
    • 2.5 Baths
    • 3,620 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $718/SF
    • 57 Days On Market

    Current Estimated Value $2,717,866

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

    194 Grove St, Wellesley, MA 02482
    • /42

      Est $2,378,907

      Not Listed For Sale

      6 Marigold Ave, Wellesley, MA 02482

      • 4 Beds
      • 4.5 Baths
      • 4,100 Sq Ft
      • Built 2017
      6 Marigold Ave, Wellesley, MA 02482

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Christine Rich Citylight Homes LLC

  • /42

    $5,350,000

    Pending Pre-Foreclosure
    • 5 Beds
    • 7 Baths
    • 5,230 Sq Ft

    14 Bristol Rd, Wellesley Hills, MA 02481

    Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    14 Bristol Rd, Wellesley Hills, MA 02481
  • /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 $1,342,477

    Last Listing Agent The Wilson Group Compass

    11 Springdale Ave, Wellesley Hills, MA 02481
    • /32

      Est $1,948,410

      Not Listed For Sale

      25 Upson Rd, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 2,956 Sq Ft
      • Built 1994
      25 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Michelle Pasqual Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /26

    $3,800,000

    $195K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 6,511 Sq Ft

    11 Skyline Dr, Wellesley, MA 02482

    Stunning new construction offering exceptional design and modern living. Entertaining is elevated with this open-concept layout featuring a chef’s kitchen, living room, dining area, and fireplaced family room—seamlessly leading to a private deck with a built-in stone gas grill. No detail is overlooked; the walls boast custom woodwork and high-end finishes throughout. This thoughtfully crafted

    Christine Norcross William Raveis R.E. & Home Services

    11 Skyline Dr, 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
    • /37

      Est $1,556,906

      Not Listed For Sale

      7 Bacon St, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 1,914 Sq Ft
      • Built 1961
      7 Bacon St, Wellesley, MA 02482

      Last Sold Summary

      • 25 Days On Market

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

  • /24

    $1,625,000

    $170K PRICE DROP Pending
    • 3 Beds
    • 3.5 Baths
    • 2,377 Sq Ft

    63 Oak St Unit A, Wellesley, MA 02482

    Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower

    Melissa Dailey Coldwell Banker Realty - Wellesley

    63 Oak St Unit A, 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 $2,022,723

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

    25 Shaw Rd, Wellesley Hills, MA 02481
    • /29

      Est $3,179,876

      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

      Last Listing Agent Julie LaValle Realty Associates

Showing Results 121 - 160, Page 4 of 18

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