311

Recently Sold Winchester, MA Homes

Section Image
  • /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 $1,000,759

    Last Listing Agent Ryan Wilson Keller Williams Realty

    571 Washington 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 $2,376,430

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

    107 Cambridge 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 $1,520,141

    Last Listing Agent Kim Covino Compass

    209 Washington St, 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 $803,430

    Last Listing Agent Kim Covino Compass

    22 Grove Place Unit 4, 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 $2,123,706

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    6 Samoset 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 $1,906,170

    Last Listing Agent Andrew Martini Compass

    109 Thornberry Rd, 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
  • /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 $770,563

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

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

    $904,000

    Sold Jun 23, 2025

    703 Washington St, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,528 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $592/SF
    • 5 Days On Market

    Current Estimated Value $940,414

    Last Listing Agent Michael Barrett Barrett, Chris. J., REALTORS®

    703 Washington St, Winchester, MA 01890
  • /40

    $1,551,000

    Sold Jul 15, 2025

    7 Wainwright Rd Unit 13, Winchester, MA 01890

    • 3 Beds
    • 4.5 Baths
    • 3,186 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $487/SF
    • 5 Days On Market

    Current Estimated Value $1,872,868

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    7 Wainwright Rd Unit 13, 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 $2,055,690

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    4 Leslie Rd, Winchester, MA 01890
  • /40

    $1,635,000

    Sold Jul 11, 2025

    35 Rumford St Unit 35, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Above List Price
    • $662/SF
    • 6 Days On Market

    Last Listing Agent Elena Langlois Compass

    35 Rumford St Unit 35, 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 $2,293,946

    Last Listing Agent Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, 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 $1,350,034

    Last Listing Agent Steve McKenna Gibson Sotheby's International Realty

    112 Wendell St, 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
  • /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 $2,256,116

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    12 Yale St, Winchester, MA 01890
  • /42

    $2,350,000

    Sold Jun 16, 2025

    19 Yale St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,212 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $558/SF
    • 15 Days On Market

    Current Estimated Value $2,496,901

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    19 Yale St, 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 $265,293

    Last Listing Agent Devin Caglayan All County Select Property Management

    200 Swanton St Unit 234, 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 $1,474,038

    Last Listing Agent Laurie Cappuccio Classified Realty Group

    259 Washington St, 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 $1,085,045

    Last Listing Agent Kim Covino Compass

    8 Garfield Ave, Winchester, MA 01890
  • /29

    $1,150,000

    Sold Dec 12, 2025

    50 Lincoln St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,004 Sq Ft
    • Built 1919

    Last Sold Summary

    • 8% Below List Price
    • $574/SF
    • 20 Days On Market

    Current Estimated Value $1,190,038

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

    50 Lincoln St, Winchester, MA 01890
  • /37

    $1,427,000

    Sold Feb 26, 2026

    7 Wainwright Rd Unit 15, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,996 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $476/SF
    • 2 Days On Market

    Current Estimated Value $1,460,676

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Wainwright Rd Unit 15, Winchester, MA 01890
  • /37

    $1,200,000

    Sold Sep 25, 2025

    147 Highland Ave, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft
    • Built 1919

    Last Sold Summary

    • 14% Below List Price
    • $637/SF
    • 103 Days On Market

    Current Estimated Value $1,249,315

    Last Listing Agent Kim Covino Compass

    147 Highland Ave, Winchester, MA 01890
  • /42

    $1,678,500

    Sold Sep 25, 2025

    10 Blossom Hill Rd, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 3,838 Sq Ft
    • Built 1951

    Last Sold Summary

    • 1% Below List Price
    • $437/SF
    • 10 Days On Market

    Current Estimated Value $1,727,946

    Last Listing Agent Stephen DeConto Cameron Real Estate Group

    10 Blossom Hill Rd, Winchester, MA 01890
  • /33

    $1,325,000

    Sold Dec 22, 2025

    12 Canterbury Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft
    • Built 1942

    Last Sold Summary

    • 10% Above List Price
    • $682/SF
    • 9 Days On Market

    Current Estimated Value $1,359,925

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

    12 Canterbury Rd, Winchester, MA 01890
  • /42

    $1,725,000

    Sold Sep 19, 2025

    9 Pilgrim Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft
    • Built 1960

    Last Sold Summary

    • 8% Above List Price
    • $679/SF
    • 6 Days On Market

    Current Estimated Value $1,745,598

    Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    9 Pilgrim Dr, Winchester, MA 01890
  • /32

    $1,115,000

    Sold Jul 15, 2025

    48 Winford Way, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 1951

    Last Sold Summary

    • 7% Below List Price
    • $564/SF
    • 9 Days On Market

    Current Estimated Value $1,163,384

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

    48 Winford Way, Winchester, MA 01890
  • /33

    $1,280,000

    Sold Oct 03, 2025

    162 Forest St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $674/SF
    • 9 Days On Market

    Current Estimated Value $1,319,371

    Last Listing Agent Paul Cirignano The Synergy Group

    162 Forest St, Winchester, MA 01890
  • /34

    $2,450,000

    Sold Jun 24, 2025

    31 Lawson Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 5,218 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $470/SF
    • 19 Days On Market

    Current Estimated Value $2,750,544

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    31 Lawson Rd, Winchester, MA 01890
  • /26

    $2,160,000

    Sold Jul 14, 2025

    19 Sussex Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,023 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $537/SF
    • 37 Days On Market

    Current Estimated Value $2,211,266

    Last Listing Agent Ida Bianco Coldwell Banker Realty - Lexington

    19 Sussex Rd, Winchester, MA 01890
  • /32

    $1,280,000

    Sold Jul 16, 2025

    18 Hemingway St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,137 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $599/SF
    • 21 Days On Market

    Current Estimated Value $1,346,012

    Last Listing Agent Julia Xie Keller Williams Realty-Merrimack

    18 Hemingway St, Winchester, MA 01890
  • /42

    $1,656,000

    Sold Oct 31, 2025

    4 Aricia Ln, Winchester, MA 01890

    • 4 Beds
    • 5 Baths
    • 5,361 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $309/SF
    • 88 Days On Market

    Current Estimated Value $1,828,455

    Last Listing Agent The McLaren D'Agostino Team Compass

    4 Aricia Ln, Winchester, MA 01890
  • /32

    $999,999

    Sold Nov 21, 2025

    16 Park Ave Unit 2, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 1915

    Last Sold Summary

    • 5% Above List Price
    • $569/SF
    • 9 Days On Market

    Current Estimated Value $1,014,212

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

    16 Park Ave Unit 2, Winchester, MA 01890
  • /41

    $1,150,000

    Sold Nov 14, 2025

    89 Main St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft
    • Built 1932

    Last Sold Summary

    • 2% Above List Price
    • $434/SF
    • 8 Days On Market

    Current Estimated Value $1,197,975

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    89 Main St, Winchester, MA 01890
  • /33

    $1,240,000

    Sold Aug 20, 2025

    3 Socrates Way, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,570 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $482/SF
    • 9 Days On Market

    Current Estimated Value $1,318,473

    Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

    3 Socrates Way, Winchester, MA 01890
  • /16

    $650,000

    Sold Jun 23, 2025

    27 Elm St, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,007 Sq Ft
    • Built 1900

    Last Sold Summary

    • 30% Above List Price
    • $645/SF
    • 7 Days On Market

    Current Estimated Value $738,857

    Last Listing Agent Paul Shao REMAX Executive Realty

    27 Elm St, Winchester, MA 01890
  • /42

    $1,330,000

    Sold Aug 21, 2025

    14 Hillside Ave, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,605 Sq Ft
    • Built 1870

    Last Sold Summary

    • 19% Below List Price
    • $511/SF
    • 73 Days On Market

    Current Estimated Value $1,465,910

    Last Listing Agent Seeme Moreira Coldwell Banker Realty - Lexington

    14 Hillside Ave, Winchester, MA 01890
  • /42

    $2,750,000

    Sold Apr 03, 2026

    19 Town Way, Winchester, MA 01890

    • 5 Beds
    • 5.5 Baths
    • 5,257 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $523/SF
    • 105 Days On Market

    Current Estimated Value $2,723,150

    Last Listing Agent Philip Vita Compass

    19 Town Way, Winchester, MA 01890
  • /42

    $1,100,000

    Sold May 28, 2026

    104 Wendell St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,675 Sq Ft
    • Built 1951

    Last Sold Summary

    • 12% Above List Price
    • $657/SF
    • 6 Days On Market

    Current Estimated Value $989,782

    Last Listing Agent Kim Covino Compass

    104 Wendell St, Winchester, MA 01890
  • /2

    $1,875,000

    Sold Mar 06, 2026

    5 Squire Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,696 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Below List Price
    • $399/SF
    • 13 Days On Market

    Current Estimated Value $1,901,699

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    5 Squire Rd, Winchester, MA 01890

Showing Results 121 - 160, Page 4 of 8

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