9,206

Winchester, MA Homes

Section Image
  • 4 Oakland Cir, Winchester, MA 01890
    4 Oakland Cir, Winchester, MA 01890
    4 Oakland Cir, 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
    • 10 Chesterford Rd E, Winchester, MA 01890
      10 Chesterford Rd E, Winchester, MA 01890
      10 Chesterford Rd E, Winchester, MA 01890
      /39

      Est $1,232,020

      Not Listed For Sale

      10 Chesterford Rd E, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,664 Sq Ft
      • Built 1927
      10 Chesterford Rd E, Winchester, MA 01890

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kim Covino Compass

  • 4 Lawrence St, Winchester, MA 01890
    4 Lawrence St, Winchester, MA 01890
    4 Lawrence St, 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
    • 16 Ardley Place, Winchester, MA 01890
      16 Ardley Place, Winchester, MA 01890
      16 Ardley Place, Winchester, MA 01890
      /42

      Est $2,462,141

      Not Listed For Sale

      16 Ardley Place, Winchester, MA 01890

      • 5 Beds
      • 6 Baths
      • 4,324 Sq Ft
      • Built 1938
      16 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Ann Norberg Coldwell Banker Realty - Lexington

  • 7 Wainwright Rd Unit 107, Winchester, MA 01890
    7 Wainwright Rd Unit 107, Winchester, MA 01890
    7 Wainwright Rd Unit 107, 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
    • 12 Ardley Place, Winchester, MA 01890
      12 Ardley Place, Winchester, MA 01890
      12 Ardley Place, Winchester, MA 01890
      /35

      Est $1,869,486

      Not Listed For Sale

      12 Ardley Place, Winchester, MA 01890

      • 3 Beds
      • 4 Baths
      • 2,846 Sq Ft
      • Built 1940
      12 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Kim Covino Compass

  • 73 Grove St, Winchester, MA 01890
    73 Grove St, Winchester, MA 01890
    73 Grove St, 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
    • 6 Ardley Place, Winchester, MA 01890
      6 Ardley Place, Winchester, MA 01890
      6 Ardley Place, Winchester, MA 01890
      /42

      Est $2,154,974

      Not Listed For Sale

      6 Ardley Place, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 3,676 Sq Ft
      • Built 1940
      6 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

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

  • 77 Washington St, Winchester, MA 01890
    77 Washington St, Winchester, MA 01890
    77 Washington St, 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
    • 7 Ardley Rd, Winchester, MA 01890
      7 Ardley Rd, Winchester, MA 01890
      7 Ardley Rd, Winchester, MA 01890
      /26

      Est $1,843,033

      Not Listed For Sale

      7 Ardley Rd, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,143 Sq Ft
      • Built 1939
      7 Ardley Rd, Winchester, MA 01890

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Vantage Point Team William Raveis R.E. & Home Services

  • 666 Main St Unit 312, Winchester, MA 01890
    666 Main St Unit 312, 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
    • 71 Woodside Rd, Winchester, MA 01890
      71 Woodside Rd, Winchester, MA 01890
      71 Woodside Rd, Winchester, MA 01890
      /40

      Est $1,194,803

      Not Listed For Sale

      71 Woodside Rd, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 2,202 Sq Ft
      • Built 1927
      71 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Kim Covino Compass

  • 211 Forest St, Winchester, MA 01890
    211 Forest St, Winchester, MA 01890
    211 Forest St, 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
    • 70 Woodside Rd, Winchester, MA 01890
      70 Woodside Rd, Winchester, MA 01890
      70 Woodside Rd, Winchester, MA 01890
      /40

      Est $1,295,153

      Not Listed For Sale

      70 Woodside Rd, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,566 Sq Ft
      • Built 1930
      70 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

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

  • 61 Westland Ave, Winchester, MA 01890
    61 Westland Ave, Winchester, MA 01890
    61 Westland Ave, 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
    • 10 Norfolk Rd, Winchester, MA 01890
      10 Norfolk Rd, Winchester, MA 01890
      10 Norfolk Rd, Winchester, MA 01890
      /42

      Est $2,491,146

      Not Listed For Sale

      10 Norfolk Rd, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 4,659 Sq Ft
      • Built 2024
      10 Norfolk Rd, Winchester, MA 01890

      Last Sold Summary

      • 70 Days On Market

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

  • 303 Washington St, Winchester, MA 01890
    303 Washington St, Winchester, MA 01890
    303 Washington St, 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
    • 64 Woodside Rd, Winchester, MA 01890
      64 Woodside Rd, Winchester, MA 01890
      64 Woodside Rd, Winchester, MA 01890
      /42

      Est $1,657,939

      Not Listed For Sale

      64 Woodside Rd, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,887 Sq Ft
      • Built 1931
      64 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Covino Compass

  • 22 Arthur St, Winchester, MA 01890
    22 Arthur St, Winchester, MA 01890
    22 Arthur St, Winchester, MA 01890
    /13

    $414,500

    Sold Aug 27, 2026

    22 Arthur St, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,121 Sq Ft
    • Built 1897

    Last Sold Summary

    • $370/SF
    • 40 Days On Market

    Current Estimated Value $454,555

    Last Listing Agent Karen Morand MCO Realty Service, LLC

    22 Arthur St, Winchester, MA 01890
    • 67 Wildwood St, Winchester, MA 01890
      67 Wildwood St, Winchester, MA 01890
      67 Wildwood St, Winchester, MA 01890
      /41

      Est $1,925,909

      Not Listed For Sale

      67 Wildwood St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 3,011 Sq Ft
      • Built 1950
      67 Wildwood St, Winchester, MA 01890

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Dorothea Feffer Churchill Properties

  • 36 Middlesex St Unit 38, Winchester, MA 01890
    36 Middlesex St Unit 38, Winchester, MA 01890
    36 Middlesex St Unit 38, 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
    • 79 Yale St, Winchester, MA 01890
      79 Yale St, Winchester, MA 01890
      79 Yale St, Winchester, MA 01890
      /41

      Est $2,423,758

      Not Listed For Sale

      79 Yale St, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 3,676 Sq Ft
      • Built 1942
      79 Yale St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 15 Englewood Rd, Winchester, MA 01890
    15 Englewood Rd, Winchester, MA 01890
    15 Englewood Rd, 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
    • 76 Yale St, Winchester, MA 01890
      76 Yale St, Winchester, MA 01890
      76 Yale St, Winchester, MA 01890
      /42

      Est $2,397,464

      Not Listed For Sale

      76 Yale St, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 3,775 Sq Ft
      • Built 1939
      76 Yale St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 89 Wildwood St, Winchester, MA 01890
    89 Wildwood St, Winchester, MA 01890
    89 Wildwood St, 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
    • 114 Pond St, Winchester, MA 01890
      114 Pond St, Winchester, MA 01890
      114 Pond St, Winchester, MA 01890
      /32

      Est $1,279,896

      Not Listed For Sale

      114 Pond St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,894 Sq Ft
      • Built 1880
      114 Pond St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

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

  • 15 Gershon Way Unit 15, Winchester, MA 01890
    15 Gershon Way Unit 15, Winchester, MA 01890
    15 Gershon Way Unit 15, 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 $2,266,443

    Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

    15 Gershon Way Unit 15, Winchester, MA 01890
    • 56 Salisbury St, Winchester, MA 01890
      56 Salisbury St, Winchester, MA 01890
      56 Salisbury St, Winchester, MA 01890
      /37

      Est $2,672,043

      Not Listed For Sale

      56 Salisbury St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 4,212 Sq Ft
      • Built 1935
      56 Salisbury St, Winchester, MA 01890

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent The McLaren D'Agostino Team Compass

  • 9 Norfolk Rd, Winchester, MA 01890
    9 Norfolk Rd, Winchester, MA 01890
    9 Norfolk Rd, 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 Realty

    9 Norfolk Rd, Winchester, MA 01890
    • 48 Wedgemere Ave, Winchester, MA 01890
      48 Wedgemere Ave, Winchester, MA 01890
      48 Wedgemere Ave, Winchester, MA 01890
      /42

      Est $2,418,669

      Not Listed For Sale

      48 Wedgemere Ave, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,173 Sq Ft
      • Built 1914
      48 Wedgemere Ave, Winchester, MA 01890

      Last Sold Summary

      • 8 Days On Market

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

  • 149 Horn Pond Brook Rd, Winchester, MA 01890
    149 Horn Pond Brook Rd, Winchester, MA 01890
    149 Horn Pond Brook 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
    • 51 Wedgemere Ave, Winchester, MA 01890
      51 Wedgemere Ave, Winchester, MA 01890
      51 Wedgemere Ave, Winchester, MA 01890
      /42

      Est $2,768,746

      Not Listed For Sale

      51 Wedgemere Ave, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 4,279 Sq Ft
      • Built 1914
      51 Wedgemere Ave, Winchester, MA 01890

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Kim Covino Compass

  • 4 Wyman Ct Unit 4, Winchester, MA 01890
    4 Wyman Ct Unit 4, Winchester, MA 01890
    4 Wyman Ct Unit 4, 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
    • 3 Foxcroft Rd, Winchester, MA 01890
      3 Foxcroft Rd, Winchester, MA 01890
      3 Foxcroft Rd, Winchester, MA 01890
      /22

      Est $3,565,720

      Not Listed For Sale

      3 Foxcroft Rd, Winchester, MA 01890

      • 6 Beds
      • 5.5 Baths
      • 5,208 Sq Ft
      • Built 2025
      3 Foxcroft Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Covino Compass

  • 136 Sylvester Ave, Winchester, MA 01890
    136 Sylvester Ave, Winchester, MA 01890
    136 Sylvester Ave, Winchester, MA 01890
    /36

    $1,156,000

    Sold Feb 25, 2026

    136 Sylvester Ave, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,608 Sq Ft
    • Built 1925

    Last Sold Summary

    • 16% Above List Price
    • $719/SF
    • 6 Days On Market

    Current Estimated Value $1,145,396

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    136 Sylvester Ave, Winchester, MA 01890
    • 64 Wildwood St, Winchester, MA 01890
      64 Wildwood St, Winchester, MA 01890
      64 Wildwood St, Winchester, MA 01890
      /42

      Est $2,794,891

      Not Listed For Sale

      64 Wildwood St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,400 Sq Ft
      • Built 1917
      64 Wildwood St, Winchester, MA 01890

      Last Sold Summary

      • 67 Days On Market

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

  • 7 Cliff St, Winchester, MA 01890
    7 Cliff St, Winchester, MA 01890
    7 Cliff St, Winchester, MA 01890
    /3

    $2,800,000

    Sold Jul 07, 2026

    7 Cliff St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,573 Sq Ft
    • Built 1890

    Last Sold Summary

    • 12% Above List Price
    • $612/SF
    • 6 Days On Market

    Current Estimated Value $2,523,397

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Cliff St, Winchester, MA 01890
    • 49 Oxford St, Winchester, MA 01890
      49 Oxford St, Winchester, MA 01890
      49 Oxford St, Winchester, MA 01890
      /42

      Est $2,668,398

      Not Listed For Sale

      49 Oxford St, Winchester, MA 01890

      • 7 Beds
      • 3.5 Baths
      • 5,616 Sq Ft
      • Built 1910
      49 Oxford St, Winchester, MA 01890

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Kim Covino Compass

  • 17 Dennett Rd, Winchester, MA 01890
    17 Dennett Rd, Winchester, MA 01890
    17 Dennett Rd, Winchester, MA 01890
    /41

    $1,500,000

    Sold Oct 09, 2025

    17 Dennett Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $657/SF
    • 30 Days On Market

    Current Estimated Value $1,551,507

    Last Listing Agent Kim Covino Compass

    17 Dennett Rd, Winchester, MA 01890
    • 19 Warren St, Winchester, MA 01890
      19 Warren St, Winchester, MA 01890
      19 Warren St, Winchester, MA 01890
      /42

      Est $1,828,571

      Not Listed For Sale

      19 Warren St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,886 Sq Ft
      • Built 1911
      19 Warren St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

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

Showing Results 321 - 360, Page 9 of 18

Massachusetts Middlesex County

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