314

Recently Sold Winchester, MA Homes

Section Image
  • /10

    $425,000

    Sold Mar 18, 2026

    13 Nelson St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,783 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 66 Days On Market

    Current Estimated Value $473,463

    Last Listing Agent Karen Morand MCO Realty Service, LLC

    13 Nelson St, Winchester, MA 01890
  • /41

    $1,810,000

    Sold May 18, 2026

    12 Wincrest Dr, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 3,833 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Above List Price
    • $472/SF
    • 5 Days On Market

    Current Estimated Value $1,801,279

    Last Listing Agent Kim Covino Compass

    12 Wincrest Dr, Winchester, MA 01890
  • /39

    $960,000

    Sold Apr 06, 2026

    8 Russell Rd Unit 10, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1922

    Last Sold Summary

    • 4% Below List Price
    • $533/SF
    • 17 Days On Market

    Current Estimated Value $992,220

    Last Listing Agent Rajive Dogra Coldwell Banker Realty - Lexington

    8 Russell Rd Unit 10, Winchester, MA 01890
  • /39

    $2,255,000

    Sold Jul 30, 2026

    2 York Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,494 Sq Ft
    • Built 1950

    Last Sold Summary

    • 16% Above List Price
    • $645/SF
    • 6 Days On Market

    Current Estimated Value $1,912,876

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

    2 York Rd, Winchester, MA 01890
  • /2

    $2,793,000

    Sold Jul 21, 2026

    74 Wedgemere Ave, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,581 Sq Ft
    • Built 1938

    Last Sold Summary

    • 15% Below List Price
    • $610/SF
    • 57 Days On Market

    Current Estimated Value $2,875,732

    Last Listing Agent Kim Covino Compass

    74 Wedgemere Ave, Winchester, MA 01890
  • /28

    $1,713,000

    Sold Sep 26, 2025

    44 Amberwood Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 3,002 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $571/SF
    • 53 Days On Market

    Current Estimated Value $1,824,555

    Last Listing Agent Hudson Santana Keller Williams Realty Boston Northwest

    44 Amberwood Dr, Winchester, MA 01890
  • /37

    $1,610,000

    Sold Nov 10, 2025

    166 Forest St, Winchester, MA 01890

    • 5 Beds
    • 5 Baths
    • 3,508 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $459/SF
    • 11 Days On Market

    Current Estimated Value $1,730,394

    Last Listing Agent Ning Sun United Real Estate, LLC

    166 Forest St, Winchester, MA 01890
  • /42

    $1,700,000

    Sold Jul 31, 2026

    41 Sunset Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 3,090 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Above List Price
    • $550/SF
    • 8 Days On Market

    Current Estimated Value $1,663,172

    Last Listing Agent Kim Covino Compass

    41 Sunset Rd, Winchester, MA 01890
  • /42

    $3,450,000

    Sold Jun 26, 2026

    40 Foxcroft Rd, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 6,460 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $534/SF
    • 67 Days On Market

    Current Estimated Value $3,296,042

    Last Listing Agent The Boston ONE Team Serhant

    40 Foxcroft Rd, Winchester, MA 01890
  • /36

    $2,750,000

    Sold Oct 29, 2025

    11 Taft Dr, Winchester, MA 01890

    • 5 Beds
    • 5.5 Baths
    • 4,627 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $594/SF
    • 30 Days On Market

    Current Estimated Value $2,493,188

    Last Listing Agent Rose Hall Blue Ocean Realty, LLC

    11 Taft Dr, Winchester, MA 01890
  • /24

    $1,165,000

    Sold Oct 14, 2025

    59 Johnson Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,458 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $474/SF
    • 43 Days On Market

    Current Estimated Value $1,248,283

    Last Listing Agent Angela Zhang Greatland Real Estate LLC

    59 Johnson Rd, Winchester, MA 01890
  • /40

    $2,030,000

    Sold Dec 01, 2025

    58 Bacon St, Winchester, MA 01890

    • 6 Beds
    • 5.5 Baths
    • 5,791 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $351/SF
    • 8 Days On Market

    Current Estimated Value $2,188,459

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

    58 Bacon St, Winchester, MA 01890
  • /41

    $2,150,000

    Sold Nov 05, 2025

    7 Wainwright Rd Unit 72, Winchester, MA 01890

    • 4 Beds
    • 4.5 Baths
    • 3,512 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Above List Price
    • $612/SF
    • 7 Days On Market

    Current Estimated Value $2,121,373

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

    7 Wainwright Rd Unit 72, Winchester, MA 01890
  • /32

    $505,000

    Sold Sep 15, 2025

    200 Swanton St Unit 239, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $614/SF
    • 18 Days On Market

    Current Estimated Value $518,058

    Last Listing Agent Joan Powell REMAX Andrew Realty Services

    200 Swanton St Unit 239, Winchester, MA 01890
  • /34

    $635,000

    Sold Sep 09, 2025

    115 Washington St Unit 2A, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1988

    Last Sold Summary

    • $648/SF
    • 4 Days On Market

    Current Estimated Value $708,797

    Last Listing Agent Kim Covino Compass

    115 Washington St Unit 2A, Winchester, MA 01890
  • /42

    $2,090,000

    Sold Jan 06, 2026

    5 Bacon St, Winchester, MA 01890

    • 6 Beds
    • 4 Baths
    • 4,385 Sq Ft
    • Built 1910

    Last Sold Summary

    • 9% Below List Price
    • $477/SF
    • 72 Days On Market

    Current Estimated Value $2,141,775

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    5 Bacon St, Winchester, MA 01890
  • /42

    $2,900,000

    Sold Dec 01, 2025

    26 Swan Rd, Winchester, MA 01890

    • 6 Beds
    • 6.5 Baths
    • 8,463 Sq Ft
    • Built 2006

    Last Sold Summary

    • 19% Below List Price
    • $343/SF
    • 83 Days On Market

    Current Estimated Value $3,291,640

    Last Listing Agent Kim Covino Compass

    26 Swan Rd, Winchester, MA 01890
  • /33

    $1,502,500

    Sold Jan 10, 2026

    7 Wainwright Rd Unit 118, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 3,807 Sq Ft
    • Built 1995

    Last Sold Summary

    • $395/SF
    • 5 Days On Market

    Current Estimated Value $1,565,871

    Last Listing Agent Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Wainwright Rd Unit 118, Winchester, MA 01890
  • /42

    $1,825,000

    Sold Dec 08, 2025

    19 Glengarry Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 3,521 Sq Ft
    • Built 1897

    Last Sold Summary

    • 13% Below List Price
    • $518/SF
    • 86 Days On Market

    Current Estimated Value $1,899,030

    Last Listing Agent Kim Covino Compass

    19 Glengarry Rd, Winchester, MA 01890
  • /35

    $1,310,000

    Sold Dec 24, 2025

    7 Thornberry Rd, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 3,033 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Below List Price
    • $432/SF
    • 73 Days On Market

    Current Estimated Value $1,350,775

    Last Listing Agent Kim Covino Compass

    7 Thornberry Rd, Winchester, MA 01890
  • /31

    $1,465,000

    Sold Sep 18, 2025

    6 Highland Ave, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $585/SF
    • 5 Days On Market

    Current Estimated Value $1,541,374

    Last Listing Agent Peter Rooney Compass

    6 Highland Ave, Winchester, MA 01890
  • /42

    $3,500,000

    Sold Jun 26, 2026

    50 Oxford St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 5,128 Sq Ft
    • Built 1917

    Last Sold Summary

    • 1% Above List Price
    • $683/SF
    • 1 Day On Market

    Current Estimated Value $3,399,726

    Last Listing Agent Kim Covino Compass

    50 Oxford St, Winchester, MA 01890
  • /39

    $1,330,000

    Sold May 28, 2026

    1 Orient St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 2,222 Sq Ft
    • Built 1932

    Last Sold Summary

    • 2% Above List Price
    • $599/SF
    • 7 Days On Market

    Current Estimated Value $1,325,889

    Last Listing Agent Julie Gibson Gibson Sotheby's International Realty

    1 Orient St, Winchester, MA 01890
  • /38

    $1,651,000

    Sold Oct 17, 2025

    4 Oakland Cir, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Above List Price
    • $697/SF
    • 4 Days On Market

    Current Estimated Value $1,666,112

    Last Listing Agent Surabhi Rathi Redfin Corp.

    4 Oakland Cir, Winchester, MA 01890
  • /40

    $3,070,000

    Sold Jul 07, 2026

    4 Lawrence St, Winchester, MA 01890

    • 6 Beds
    • 8 Baths
    • 7,168 Sq Ft
    • Built 1903

    Last Sold Summary

    • 1% Below List Price
    • $428/SF
    • 8 Days On Market

    Current Estimated Value $3,080,312

    Last Listing Agent Burbs To Boston Compass

    4 Lawrence St, Winchester, MA 01890
  • /40

    $1,515,000

    Sold May 22, 2026

    7 Wainwright Rd Unit 107, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 1995

    Last Sold Summary

    • 12% Above List Price
    • $521/SF
    • 8 Days On Market

    Current Estimated Value $1,437,863

    Last Listing Agent Kim Covino Compass

    7 Wainwright Rd Unit 107, Winchester, MA 01890
  • /36

    $1,627,000

    Sold Dec 01, 2025

    73 Grove St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,279 Sq Ft
    • Built 1942

    Last Sold Summary

    • 2% Above List Price
    • $496/SF
    • 4 Days On Market

    Current Estimated Value $1,688,199

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    73 Grove St, Winchester, MA 01890
  • /28

    $785,500

    Sold Aug 20, 2025

    171 Swanton St Unit 12, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 1,435 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $547/SF
    • 8 Days On Market

    Current Estimated Value $797,572

    Last Listing Agent John and Maria Reilly JMR Real Estate Group LLC

    171 Swanton St Unit 12, Winchester, MA 01890
  • /31

    $1,700,000

    Sold Oct 16, 2025

    77 Washington St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,718 Sq Ft
    • Built 1910

    Last Sold Summary

    • 6% Above List Price
    • $625/SF
    • 6 Days On Market

    Current Estimated Value $1,739,866

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    77 Washington St, Winchester, MA 01890
  • /2

    $750,000

    Sold Feb 05, 2026

    666 Main St Unit 312, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $605/SF
    • 0 Days On Market

    Current Estimated Value $758,308

    Last Listing Agent Walace Nogueira

    666 Main St Unit 312, Winchester, MA 01890
  • /41

    $2,125,000

    Sold Aug 04, 2026

    211 Forest St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,474 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Below List Price
    • $612/SF
    • 12 Days On Market

    Current Estimated Value $2,153,472

    Last Listing Agent Michael Gilbert Stuart St James, Inc.

    211 Forest St, Winchester, MA 01890
  • /41

    $1,800,000

    Sold Feb 24, 2026

    61 Westland Ave, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,785 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $646/SF
    • 6 Days On Market

    Current Estimated Value $1,711,175

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

    61 Westland Ave, Winchester, MA 01890
  • /42

    $1,367,500

    Sold Jul 24, 2026

    303 Washington St, Winchester, MA 01890

    • 6 Beds
    • 2 Baths
    • 5,047 Sq Ft
    • Built 1916

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 15 Days On Market

    Current Estimated Value $1,361,949

    Last Listing Agent Kim Covino Compass

    303 Washington St, Winchester, MA 01890
  • /32

    $1,380,000

    Sold Feb 26, 2026

    36 Middlesex St Unit 38, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,259 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Above List Price
    • $611/SF
    • 6 Days On Market

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

    36 Middlesex St Unit 38, Winchester, MA 01890
  • /29

    $1,425,000

    Sold May 07, 2026

    15 Englewood Rd, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 1,903 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Above List Price
    • $749/SF
    • 4 Days On Market

    Current Estimated Value $1,414,288

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

    15 Englewood Rd, Winchester, MA 01890
  • /37

    $2,200,000

    Sold Apr 16, 2026

    89 Wildwood St, Winchester, MA 01890

    • 7 Beds
    • 5.5 Baths
    • 4,929 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $446/SF
    • 67 Days On Market

    Current Estimated Value $2,275,282

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

    89 Wildwood St, Winchester, MA 01890
  • /35

    $2,325,000

    Sold Jun 18, 2026

    15 Gershon Way Unit 15, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 4,087 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $569/SF
    • 13 Days On Market

    Current Estimated Value $2,171,477

    Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

    15 Gershon Way Unit 15, Winchester, MA 01890
  • /42

    $2,400,000

    Sold Dec 23, 2025

    9 Norfolk Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,320 Sq Ft
    • Built 1952

    Last Sold Summary

    • $556/SF
    • 6 Days On Market

    Current Estimated Value $2,370,787

    Last Listing Agent Jody Geany Citylight Homes LLC

    9 Norfolk Rd, Winchester, MA 01890
  • /22

    $1,641,000

    Sold Jan 30, 2026

    149 Horn Pond Brook Rd, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $704/SF
    • 0 Days On Market

    Current Estimated Value $1,134,921

    Last Listing Agent Nancy McLaughlin Redfin Corp.

    149 Horn Pond Brook Rd, Winchester, MA 01890
  • /27

    $1,399,000

    Sold Jan 05, 2026

    4 Wyman Ct Unit 4, Winchester, MA 01890

    • 4 Beds
    • 4.5 Baths
    • 2,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • $560/SF
    • 12 Days On Market

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    4 Wyman Ct Unit 4, Winchester, MA 01890

Showing Results 81 - 120, Page 3 of 8

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