9,198

Winchester, MA Homes

Section Image
    • 97 Cambridge St, Winchester, MA 01890
      97 Cambridge St, Winchester, MA 01890
      97 Cambridge St, Winchester, MA 01890
      /35

      Est $1,441,151

      Not Listed For Sale

      97 Cambridge St, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 2,430 Sq Ft
      • Built 1889
      97 Cambridge St, Winchester, MA 01890

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Ellen Koswick REMAX Executive Realty

  • 571 Washington St, Winchester, MA 01890
    571 Washington St, Winchester, MA 01890
    571 Washington St, Winchester, MA 01890
    /35

    $900,000

    Sold Jan 05, 2026

    571 Washington St, Winchester, MA 01890

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Below List Price
    • $632/SF
    • 89 Days On Market

    Current Estimated Value $1,002,192

    Last Listing Agent Ryan Wilson Keller Williams Realty

    571 Washington St, Winchester, MA 01890
    • 30 Glen Rd, Winchester, MA 01890
      30 Glen Rd, Winchester, MA 01890
      30 Glen Rd, Winchester, MA 01890
      /42

      Est $2,168,427

      Not Listed For Sale

      30 Glen Rd, Winchester, MA 01890

      • 6 Beds
      • 2.5 Baths
      • 3,892 Sq Ft
      • Built 1910
      30 Glen Rd, Winchester, MA 01890

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

  • 107 Cambridge St, Winchester, MA 01890
    107 Cambridge St, Winchester, MA 01890
    107 Cambridge St, Winchester, MA 01890
    /42

    $2,350,000

    Sold Aug 29, 2025

    107 Cambridge St, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 5,824 Sq Ft
    • Built 1911

    Last Sold Summary

    • 10% Below List Price
    • $404/SF
    • 60 Days On Market

    Current Estimated Value $2,377,316

    Last Listing Agent Stephen Stratford William Raveis R.E. & Home Services

    107 Cambridge St, Winchester, MA 01890
    • 3 Sheffield Rd, Winchester, MA 01890
      3 Sheffield Rd, Winchester, MA 01890
      3 Sheffield Rd, Winchester, MA 01890
      /42

      Est $2,582,283

      Not Listed For Sale

      3 Sheffield Rd, Winchester, MA 01890

      • 6 Beds
      • 3.5 Baths
      • 3,755 Sq Ft
      • Built 1907
      3 Sheffield Rd, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Nannette Shanahan Better Homes and Gardens Real Estate - The Shanahan Group

  • 209 Washington St, Winchester, MA 01890
    209 Washington St, Winchester, MA 01890
    209 Washington St, Winchester, MA 01890
    /35

    $1,499,000

    Sold Dec 24, 2025

    209 Washington St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,141 Sq Ft
    • Built 1885

    Last Sold Summary

    • $477/SF
    • 18 Days On Market

    Current Estimated Value $1,524,888

    Last Listing Agent Kim Covino Compass

    209 Washington St, Winchester, MA 01890
    • 21 Sheffield W, Winchester, MA 01890
      21 Sheffield W, Winchester, MA 01890
      21 Sheffield W, Winchester, MA 01890
      /40

      Est $3,159,098

      Not Listed For Sale

      21 Sheffield W, Winchester, MA 01890

      • 6 Beds
      • 5 Baths
      • 5,198 Sq Ft
      • Built 1910
      21 Sheffield W, Winchester, MA 01890

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Kim Covino Compass

  • 22 Grove Place Unit 4, Winchester, MA 01890
    22 Grove Place Unit 4, Winchester, MA 01890
    22 Grove Place Unit 4, Winchester, MA 01890
    /37

    $770,000

    Sold Aug 11, 2025

    22 Grove Place Unit 4, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,123 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $686/SF
    • 44 Days On Market

    Current Estimated Value $797,539

    Last Listing Agent Kim Covino Compass

    22 Grove Place Unit 4, Winchester, MA 01890
    • 19 Everett Ave, Winchester, MA 01890
      19 Everett Ave, Winchester, MA 01890
      19 Everett Ave, Winchester, MA 01890
      /40

      Est $2,529,444

      Not Listed For Sale

      19 Everett Ave, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 3,938 Sq Ft
      • Built 2024
      19 Everett Ave, Winchester, MA 01890

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 6 Samoset Rd, Winchester, MA 01890
    6 Samoset Rd, Winchester, MA 01890
    6 Samoset Rd, Winchester, MA 01890
    /42

    $1,987,000

    Sold Nov 18, 2025

    6 Samoset Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,731 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $420/SF
    • 16 Days On Market

    Current Estimated Value $2,147,644

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    6 Samoset Rd, Winchester, MA 01890
    • 23 Everett Ave, Winchester, MA 01890
      23 Everett Ave, Winchester, MA 01890
      23 Everett Ave, Winchester, MA 01890
      /42

      Est $3,110,530

      Not Listed For Sale

      23 Everett Ave, Winchester, MA 01890

      • 6 Beds
      • 6 Baths
      • 4,714 Sq Ft
      • Built 1909
      23 Everett Ave, Winchester, MA 01890

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 109 Thornberry Rd, Winchester, MA 01890
    109 Thornberry Rd, Winchester, MA 01890
    109 Thornberry Rd, Winchester, MA 01890
    /19

    $1,820,000

    Sold Aug 19, 2025

    109 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Above List Price
    • $481/SF
    • 5 Days On Market

    Current Estimated Value $1,924,682

    Last Listing Agent Andrew Martini Compass

    109 Thornberry Rd, Winchester, MA 01890
    • 39 Everett Ave, Winchester, MA 01890
      39 Everett Ave, Winchester, MA 01890
      39 Everett Ave, Winchester, MA 01890
      /34

      Est $2,998,437

      Not Listed For Sale

      39 Everett Ave, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,860 Sq Ft
      • Built 2024
      39 Everett Ave, Winchester, MA 01890

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • 26 North Gateway, Winchester, MA 01890
    26 North Gateway, Winchester, MA 01890
    /2

    $1,070,000

    Sold Dec 22, 2025

    26 North Gateway, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,666 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Above List Price
    • $642/SF
    • 21 Days On Market

    Last Listing Agent Robert Dell Homes Unlimited

    26 North Gateway, Winchester, MA 01890
    • 6 Lakeview Rd, Winchester, MA 01890
      6 Lakeview Rd, Winchester, MA 01890
      6 Lakeview Rd, Winchester, MA 01890
      /42

      Est $3,323,013

      Not Listed For Sale

      6 Lakeview Rd, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 5,768 Sq Ft
      • Built 1895
      6 Lakeview Rd, Winchester, MA 01890

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Kim Covino Compass

  • 171 Swanton St Unit 39, Winchester, MA 01890
    171 Swanton St Unit 39, Winchester, MA 01890
    171 Swanton St Unit 39, Winchester, MA 01890
    /37

    $805,000

    Sold May 27, 2026

    171 Swanton St Unit 39, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Above List Price
    • $503/SF
    • 6 Days On Market

    Current Estimated Value $798,739

    Last Listing Agent Carolyn Walsh Better Homes and Gardens Real Estate - The Shanahan Group

    171 Swanton St Unit 39, Winchester, MA 01890
    • 10 Wyman Ct, Winchester, MA 01890
      10 Wyman Ct, Winchester, MA 01890
      10 Wyman Ct, Winchester, MA 01890
      /24

      Est $766,926

      Not Listed For Sale

      10 Wyman Ct, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft
      • Built 1929
      10 Wyman Ct, Winchester, MA 01890

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Naomi Delairre Barrett Sotheby's International Realty

  • 21 Willowdale Rd, Winchester, MA 01890
    21 Willowdale Rd, Winchester, MA 01890
    21 Willowdale Rd, Winchester, MA 01890
    /42

    $2,170,000

    Sold Jul 31, 2026

    21 Willowdale Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,591 Sq Ft
    • Built 2019

    Last Sold Summary

    • 10% Below List Price
    • $473/SF
    • 21 Days On Market

    Current Estimated Value $2,314,611

    Last Listing Agent Kim Covino Compass

    21 Willowdale Rd, Winchester, MA 01890
    • 63 Church St, Winchester, MA 01890
      63 Church St, Winchester, MA 01890
      63 Church St, Winchester, MA 01890
      /35

      Est $1,237,556

      Not Listed For Sale

      63 Church St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,157 Sq Ft
      • Built 1866
      63 Church St, Winchester, MA 01890

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Nancy McLaughlin Redfin Corp.

  • 15 Yale St, Winchester, MA 01890
    15 Yale St, Winchester, MA 01890
    /2

    $2,700,000

    Sold Jul 10, 2026

    15 Yale St, Winchester, MA 01890

    • 7 Beds
    • 3.5 Baths
    • 3,676 Sq Ft
    • Built 1906

    Last Sold Summary

    • 2% Below List Price
    • $734/SF
    • 6 Days On Market

    Current Estimated Value $2,706,032

    Last Listing Agent Kim Covino Compass

    15 Yale St, Winchester, MA 01890
    • 83 Church St Unit 6, Winchester, MA 01890
      83 Church St Unit 6, Winchester, MA 01890
      83 Church St Unit 6, Winchester, MA 01890
      /32

      Est $1,005,321

      Not Listed For Sale

      83 Church St Unit 6, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,493 Sq Ft
      • Built 1983
      83 Church St Unit 6, Winchester, MA 01890

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

  • 4 Leslie Rd, Winchester, MA 01890
    4 Leslie Rd, Winchester, MA 01890
    4 Leslie Rd, Winchester, MA 01890
    /42

    $2,120,000

    Sold Apr 28, 2026

    4 Leslie Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,860 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Above List Price
    • $741/SF
    • 6 Days On Market

    Current Estimated Value $2,077,222

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    4 Leslie Rd, Winchester, MA 01890
    • 5 Pine St, Winchester, MA 01890
      5 Pine St, Winchester, MA 01890
      5 Pine St, Winchester, MA 01890
      /41

      Est $2,323,170

      Not Listed For Sale

      5 Pine St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 4,273 Sq Ft
      • Built 1910
      5 Pine St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

  • 17 Wagon Wheel Rd, Winchester, MA 01890
    17 Wagon Wheel Rd, Winchester, MA 01890
    17 Wagon Wheel Rd, Winchester, MA 01890
    /42

    $2,218,500

    Sold Aug 29, 2025

    17 Wagon Wheel Rd, Winchester, MA 01890

    • 5 Beds
    • 5 Baths
    • 3,940 Sq Ft
    • Built 1983

    Last Sold Summary

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

    Current Estimated Value $2,294,406

    Last Listing Agent Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, Winchester, MA 01890
    • 17 Dix St, Winchester, MA 01890
      17 Dix St, Winchester, MA 01890
      17 Dix St, Winchester, MA 01890
      /42

      Est $2,184,495

      Not Listed For Sale

      17 Dix St, Winchester, MA 01890

      • 5 Beds
      • 2 Baths
      • 3,059 Sq Ft
      • Built 1940
      17 Dix St, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kim Covino Compass

  • 10 Bonad Rd, Winchester, MA 01890
    10 Bonad Rd, Winchester, MA 01890
    10 Bonad Rd, Winchester, MA 01890
    /39

    $1,620,000

    Sold Jul 06, 2026

    10 Bonad Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,233 Sq Ft
    • Built 1930

    Last Sold Summary

    • 8% Above List Price
    • $725/SF
    • 5 Days On Market

    Current Estimated Value $1,457,594

    Last Listing Agent Kim Covino Compass

    10 Bonad Rd, Winchester, MA 01890
    • 7 Rangeley Rd, Winchester, MA 01890
      7 Rangeley Rd, Winchester, MA 01890
      7 Rangeley Rd, Winchester, MA 01890
      /42

      Est $2,381,450

      Not Listed For Sale

      7 Rangeley Rd, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 3,851 Sq Ft
      • Built 1936
      7 Rangeley Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Covino Compass

  • 112 Wendell St, Winchester, MA 01890
    112 Wendell St, Winchester, MA 01890
    112 Wendell St, Winchester, MA 01890
    /41

    $1,335,000

    Sold Feb 04, 2026

    112 Wendell St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,854 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $468/SF
    • 9 Days On Market

    Current Estimated Value $1,367,799

    Last Listing Agent Steve McKenna Gibson Sotheby's International Realty

    112 Wendell St, Winchester, MA 01890
    • 3 Ravine Rd, Winchester, MA 01890
      3 Ravine Rd, Winchester, MA 01890
      3 Ravine Rd, Winchester, MA 01890
      /42

      Est $3,744,228

      Not Listed For Sale

      3 Ravine Rd, Winchester, MA 01890

      • 6 Beds
      • 6.5 Baths
      • 8,178 Sq Ft
      • Built 2014
      3 Ravine Rd, Winchester, MA 01890

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Kim Covino Compass

  • 382 S Border Rd, Winchester, MA 01890
    382 S Border Rd, Winchester, MA 01890
    382 S Border Rd, Winchester, MA 01890
    /42

    $2,450,000

    Sold Nov 17, 2025

    382 S Border Rd, Winchester, MA 01890

    • 6 Beds
    • 5.5 Baths
    • 4,563 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $537/SF
    • 8 Days On Market

    Last Listing Agent Lucille Murray Gibson Sotheby's International Realty

    382 S Border Rd, Winchester, MA 01890
    • 19 Rangeley Rd, Winchester, MA 01890
      19 Rangeley Rd, Winchester, MA 01890
      19 Rangeley Rd, Winchester, MA 01890
      /39

      Est $4,374,766

      Not Listed For Sale

      19 Rangeley Rd, Winchester, MA 01890

      • 5 Beds
      • 7 Baths
      • 7,779 Sq Ft
      • Built 1915
      19 Rangeley Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 12 Yale St, Winchester, MA 01890
    12 Yale St, Winchester, MA 01890
    12 Yale St, Winchester, MA 01890
    /34

    $2,300,000

    Sold May 15, 2026

    12 Yale St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,283 Sq Ft
    • Built 1936

    Last Sold Summary

    • $701/SF
    • 8 Days On Market

    Current Estimated Value $2,260,489

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    12 Yale St, Winchester, MA 01890
    • 82 Church St Unit 84, Winchester, MA 01890
      82 Church St Unit 84, Winchester, MA 01890
      82 Church St Unit 84, Winchester, MA 01890
      /38

      Not Listed For Sale

      82 Church St Unit 84, Winchester, MA 01890

      • 4 Beds
      • 4.5 Baths
      • 2,465 Sq Ft
      • Built 2023
      82 Church St Unit 84, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Lorrie Gibris - Parajeckas Compass

  • 2 Eaton Ct, Winchester, MA 01890
    2 Eaton Ct, Winchester, MA 01890
    2 Eaton Ct, Winchester, MA 01890
    /36

    $1,280,000

    Sold Jul 16, 2026

    2 Eaton Ct, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,192 Sq Ft
    • Built 1917

    Last Sold Summary

    • 2% Above List Price
    • $584/SF
    • 5 Days On Market

    Current Estimated Value $1,256,216

    Last Listing Agent Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

    2 Eaton Ct, Winchester, MA 01890
    • 3 Lagrange St, Winchester, MA 01890
      3 Lagrange St, Winchester, MA 01890
      3 Lagrange St, Winchester, MA 01890
      /38

      Est $2,296,429

      Not Listed For Sale

      3 Lagrange St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 4,060 Sq Ft
      • Built 1912
      3 Lagrange St, Winchester, MA 01890

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • 200 Swanton St Unit 234, Winchester, MA 01890
    200 Swanton St Unit 234, Winchester, MA 01890
    200 Swanton St Unit 234, Winchester, MA 01890
    /17

    $258,000

    Sold Feb 13, 2026

    200 Swanton St Unit 234, Winchester, MA 01890

    • 1 Bath
    • 388 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $665/SF
    • 43 Days On Market

    Current Estimated Value $264,398

    Last Listing Agent Devin Caglayan All County Select Property Management

    200 Swanton St Unit 234, Winchester, MA 01890
    • 73 Bacon St, Winchester, MA 01890
      73 Bacon St, Winchester, MA 01890
      73 Bacon St, Winchester, MA 01890
      /35

      Est $2,447,831

      Not Listed For Sale

      73 Bacon St, Winchester, MA 01890

      • 6 Beds
      • 3.5 Baths
      • 4,453 Sq Ft
      • Built 1912
      73 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

  • 259 Washington St, Winchester, MA 01890
    259 Washington St, Winchester, MA 01890
    259 Washington St, Winchester, MA 01890
    /42

    $1,530,000

    Sold Apr 02, 2026

    259 Washington St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,590 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Above List Price
    • $591/SF
    • 5 Days On Market

    Current Estimated Value $1,484,885

    Last Listing Agent Laurie Cappuccio Classified Realty Group

    259 Washington St, Winchester, MA 01890
    • 59 Bacon St, Winchester, MA 01890
      59 Bacon St, Winchester, MA 01890
      59 Bacon St, Winchester, MA 01890
      /35

      Est $3,073,727

      Not Listed For Sale

      59 Bacon St, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 5,981 Sq Ft
      • Built 2023
      59 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 8 Garfield Ave, Winchester, MA 01890
    8 Garfield Ave, Winchester, MA 01890
    8 Garfield Ave, Winchester, MA 01890
    /38

    $1,062,350

    Sold Aug 22, 2025

    8 Garfield Ave, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1940

    Last Sold Summary

    • 11% Below List Price
    • $692/SF
    • 42 Days On Market

    Current Estimated Value $1,084,748

    Last Listing Agent Kim Covino Compass

    8 Garfield Ave, Winchester, MA 01890

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