9,219

Winchester, MA Homes

Section Image
  • 23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    /41

    $1,500,000 Sold Jun 30, 2025

    23 Elmwood Ave Unit C, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,189 Sq Ft
    • Built 2017

    Last Sold Summary

    • $685/SF
    • 1 Day On Market

    Current Estimated Value $1,492,812

    Last Listing Agent Kim Covino Compass

    23 Elmwood Ave Unit C, Winchester, MA 01890
    • 78 Middlesex St, Winchester, MA 01890
      78 Middlesex St, Winchester, MA 01890
      78 Middlesex St, Winchester, MA 01890
      /34

      Est $1,549,537 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      78 Middlesex St, Winchester, MA 01890

      78 Middlesex St, Winchester, MA 01890
  • 415-417 Washington St, Winchester, MA 01890
    415-417 Washington St, Winchester, MA 01890
    415-417 Washington St, Winchester, MA 01890
    /41

    $1,200,000 Sold Nov 21, 2025

    415-417 Washington St, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 2,610 Sq Ft
    • Built 1907

    Last Sold Summary

    • 4% Above List Price
    • $460/SF
    • 10 Days On Market

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

    415-417 Washington St, Winchester, MA 01890
    • 44 Middlesex St Unit 46, Winchester, MA 01890
      44 Middlesex St Unit 46, Winchester, MA 01890
      44 Middlesex St Unit 46, Winchester, MA 01890
      /18

      Est $1,174,551 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,392 Sq Ft

      44 Middlesex St Unit 46, Winchester, MA 01890

      44 Middlesex St Unit 46, Winchester, MA 01890
  • 34 Coolidge Rd, Winchester, MA 01890
    34 Coolidge Rd, Winchester, MA 01890
    34 Coolidge Rd, Winchester, MA 01890
    /33

    $1,650,000 Sold Jun 06, 2025

    34 Coolidge Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,338 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $494/SF
    • 7 Days On Market

    Current Estimated Value $1,678,989

    Last Listing Agent Pauline Marino Coldwell Banker Realty - Lexington

    34 Coolidge Rd, Winchester, MA 01890
    • 61 Lake St, Winchester, MA 01890
      61 Lake St, Winchester, MA 01890
      61 Lake St, Winchester, MA 01890
      /41

      Est $1,174,653 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,985 Sq Ft

      61 Lake St, Winchester, MA 01890

      61 Lake St, Winchester, MA 01890
  • 200 Swanton St Unit T11, Winchester, MA 01890
    200 Swanton St Unit T11, Winchester, MA 01890
    200 Swanton St Unit T11, Winchester, MA 01890
    /42

    $397,000 Sold Nov 14, 2025

    200 Swanton St Unit T11, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Below List Price
    • $626/SF
    • 31 Days On Market

    Last Listing Agent Shannon Jenkins RE/MAX Realty Experts

    200 Swanton St Unit T11, Winchester, MA 01890
    • 400 Cross St Unit 401, Winchester, MA 01890
      400 Cross St Unit 401, Winchester, MA 01890
      400 Cross St Unit 401, Winchester, MA 01890
      /31

      Est $762,654 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,523 Sq Ft

      400 Cross St Unit 401, Winchester, MA 01890

      400 Cross St Unit 401, Winchester, MA 01890
  • 9 Thornberry Rd, Winchester, MA 01890
    9 Thornberry Rd, Winchester, MA 01890
    9 Thornberry Rd, Winchester, MA 01890
    /39

    $1,425,000 Sold Jun 25, 2025

    9 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 1957

    Last Sold Summary

    • 8% Above List Price
    • $571/SF
    • 6 Days On Market

    Current Estimated Value $1,394,413

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

    9 Thornberry Rd, Winchester, MA 01890
    • 400 Cross St Unit 304, Winchester, MA 01890
      400 Cross St Unit 304, Winchester, MA 01890
      400 Cross St Unit 304, Winchester, MA 01890
      /39

      Est $769,661 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,366 Sq Ft

      400 Cross St Unit 304, Winchester, MA 01890

      400 Cross St Unit 304, Winchester, MA 01890
  • 7 Indian Hill Rd, Winchester, MA 01890
    7 Indian Hill Rd, Winchester, MA 01890
    7 Indian Hill Rd, Winchester, MA 01890
    /26

    $1,140,000 Sold Jun 03, 2025

    7 Indian Hill Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $693/SF
    • 8 Days On Market

    Current Estimated Value $1,160,799

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

    7 Indian Hill Rd, Winchester, MA 01890
    • 400 Cross St Unit 201, Winchester, MA 01890
      400 Cross St Unit 201, Winchester, MA 01890
      400 Cross St Unit 201, Winchester, MA 01890
      /31

      Est $742,971 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,346 Sq Ft

      400 Cross St Unit 201, Winchester, MA 01890

      400 Cross St Unit 201, Winchester, MA 01890
  • 8 Ware Rd, Winchester, MA 01890
    8 Ware Rd, Winchester, MA 01890
    8 Ware Rd, Winchester, MA 01890
    /25

    $1,226,000 Sold Jul 15, 2025

    8 Ware Rd, Winchester, MA 01890

    • 3 Beds
    • 3 Baths
    • 2,534 Sq Ft
    • Built 1980

    Last Sold Summary

    • 17% Above List Price
    • $484/SF
    • 6 Days On Market

    Current Estimated Value $1,216,148

    Last Listing Agent Alex Navarro Coldwell Banker Realty - Beverly

    8 Ware Rd, Winchester, MA 01890
    • 22 Water St, Winchester, MA 01890
      22 Water St, Winchester, MA 01890
      22 Water St, Winchester, MA 01890
      /41

      Est $935,577 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,932 Sq Ft

      22 Water St, Winchester, MA 01890

      22 Water St, Winchester, MA 01890
  • 36 Elmwood Ave Unit 4, Winchester, MA 01890
    36 Elmwood Ave Unit 4, Winchester, MA 01890
    36 Elmwood Ave Unit 4, Winchester, MA 01890
    /31

    $1,050,000 Sold Oct 22, 2025

    36 Elmwood Ave Unit 4, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 2021

    Last Sold Summary

    • $810/SF
    • 9 Days On Market

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

    36 Elmwood Ave Unit 4, Winchester, MA 01890
    • 253 Pond St, Winchester, MA 01890
      253 Pond St, Winchester, MA 01890
      253 Pond St, Winchester, MA 01890
      /24

      Est $1,109,076 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,788 Sq Ft

      253 Pond St, Winchester, MA 01890

      253 Pond St, Winchester, MA 01890
  • 10 Sheffield Rd, Winchester, MA 01890
    10 Sheffield Rd, Winchester, MA 01890
    10 Sheffield Rd, Winchester, MA 01890
    /41

    $2,630,000 Sold Dec 08, 2025

    10 Sheffield Rd, Winchester, MA 01890

    • 7 Beds
    • 5.5 Baths
    • 5,864 Sq Ft
    • Built 1916

    Last Sold Summary

    • 9% Below List Price
    • $448/SF
    • 141 Days On Market

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Sheffield Rd, Winchester, MA 01890
    • 102 Sylvester Ave, Winchester, MA 01890
      102 Sylvester Ave, Winchester, MA 01890
      102 Sylvester Ave, Winchester, MA 01890
      /31

      Est $1,153,440 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,968 Sq Ft

      102 Sylvester Ave, Winchester, MA 01890

      102 Sylvester Ave, Winchester, MA 01890
  • 410 Main St, Winchester, MA 01890
    410 Main St, Winchester, MA 01890
    410 Main St, Winchester, MA 01890
    /42

    $1,600,000 Sold Mar 03, 2025

    410 Main St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,075 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Above List Price
    • $771/SF
    • 6 Days On Market

    Current Estimated Value $1,562,902

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    410 Main St, Winchester, MA 01890
    • 107 Sylvester Ave, Winchester, MA 01890
      107 Sylvester Ave, Winchester, MA 01890
      107 Sylvester Ave, Winchester, MA 01890
      /39

      Est $1,124,485 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,979 Sq Ft

      107 Sylvester Ave, Winchester, MA 01890

      107 Sylvester Ave, Winchester, MA 01890
  • 189 Mystic Valley Pkwy, Winchester, MA 01890
    189 Mystic Valley Pkwy, Winchester, MA 01890
    /2

    $1,430,000 Sold Jul 10, 2025

    189 Mystic Valley Pkwy, Winchester, MA 01890

    • 6 Beds
    • 2.5 Baths
    • 3,543 Sq Ft
    • Built 1850

    Last Sold Summary

    • 25% Below List Price
    • $404/SF
    • 106 Days On Market

    Current Estimated Value $1,575,945

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    189 Mystic Valley Pkwy, Winchester, MA 01890
    • 9 Upland Rd, Winchester, MA 01890
      9 Upland Rd, Winchester, MA 01890
      9 Upland Rd, Winchester, MA 01890
      /42

      Est $992,476 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,468 Sq Ft

      9 Upland Rd, Winchester, MA 01890

      9 Upland Rd, Winchester, MA 01890
  • 200 Swanton St Unit 722, Winchester, MA 01890
    200 Swanton St Unit 722, Winchester, MA 01890
    200 Swanton St Unit 722, Winchester, MA 01890
    /31

    $380,000 Sold May 23, 2025

    200 Swanton St Unit 722, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $620/SF
    • 15 Days On Market

    Current Estimated Value $377,044

    Last Listing Agent Yang Liu Weston Realty LLC

    200 Swanton St Unit 722, Winchester, MA 01890
    • 7 Upland Rd, Winchester, MA 01890
      7 Upland Rd, Winchester, MA 01890
      7 Upland Rd, Winchester, MA 01890
      /41

      Est $1,013,001 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft

      7 Upland Rd, Winchester, MA 01890

      7 Upland Rd, Winchester, MA 01890
  • 171 Swanton St Unit 64, Winchester, MA 01890
    171 Swanton St Unit 64, Winchester, MA 01890
    171 Swanton St Unit 64, Winchester, MA 01890
    /16

    $825,000 Sold Aug 29, 2025

    171 Swanton St Unit 64, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,825 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $452/SF
    • 5 Days On Market

    Current Estimated Value $830,496

    Last Listing Agent Xiaoli Xie JKS Boston Realty LLC

    171 Swanton St Unit 64, Winchester, MA 01890
    • 5 Sylvester Ct, Winchester, MA 01890
      5 Sylvester Ct, Winchester, MA 01890
      5 Sylvester Ct, Winchester, MA 01890
      /37

      Est $1,343,004 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,280 Sq Ft

      5 Sylvester Ct, Winchester, MA 01890

      5 Sylvester Ct, Winchester, MA 01890
  • 29 Allen Rd, Winchester, MA 01890
    29 Allen Rd, Winchester, MA 01890
    29 Allen Rd, Winchester, MA 01890
    /42

    $1,815,000 Sold Apr 15, 2025

    29 Allen Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,810 Sq Ft
    • Built 1935

    Last Sold Summary

    • 14% Above List Price
    • $646/SF
    • 8 Days On Market

    Current Estimated Value $1,772,939

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

    29 Allen Rd, Winchester, MA 01890
    • 17 Russell Rd, Winchester, MA 01890
      17 Russell Rd, Winchester, MA 01890
      17 Russell Rd, Winchester, MA 01890
      /35

      Est $1,073,815 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,657 Sq Ft

      17 Russell Rd, Winchester, MA 01890

      17 Russell Rd, Winchester, MA 01890
  • 3 Lagrange St, Winchester, MA 01890
    3 Lagrange St, Winchester, MA 01890
    3 Lagrange St, Winchester, MA 01890
    /38

    $2,600,000 Sold May 19, 2025

    3 Lagrange St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,060 Sq Ft
    • Built 1912

    Last Sold Summary

    • 5% Below List Price
    • $640/SF
    • 88 Days On Market

    Current Estimated Value $2,410,660

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    3 Lagrange St, Winchester, MA 01890
    • 70 Canal St, Winchester, MA 01890
      70 Canal St, Winchester, MA 01890
      70 Canal St, Winchester, MA 01890
      /38

      Est $947,599 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,765 Sq Ft

      70 Canal St, Winchester, MA 01890

      70 Canal St, Winchester, MA 01890
  • 19 Pilgrim Dr, Winchester, MA 01890
    19 Pilgrim Dr, Winchester, MA 01890
    19 Pilgrim Dr, Winchester, MA 01890
    /42

    $1,775,000 Sold Aug 15, 2025

    19 Pilgrim Dr, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,150 Sq Ft
    • Built 1961

    Last Sold Summary

    • $563/SF
    • 6 Days On Market

    Current Estimated Value $1,787,427

    Last Listing Agent Gorfinkle Group eXp Realty

    19 Pilgrim Dr, Winchester, MA 01890
    • 7 Conant Rd Unit 27, Winchester, MA 01890
      7 Conant Rd Unit 27, Winchester, MA 01890
      7 Conant Rd Unit 27, Winchester, MA 01890
      /28

      Est $711,323 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft

      7 Conant Rd Unit 27, Winchester, MA 01890

      7 Conant Rd Unit 27, Winchester, MA 01890
  • 60 Edward Dr Unit 60, Winchester, MA 01890
    60 Edward Dr Unit 60, Winchester, MA 01890
    60 Edward Dr Unit 60, Winchester, MA 01890
    /31

    $940,000 Sold Mar 14, 2025

    60 Edward Dr Unit 60, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 2,418 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $389/SF
    • 8 Days On Market

    Current Estimated Value $929,723

    Last Listing Agent Kim Covino Compass

    60 Edward Dr Unit 60, Winchester, MA 01890
    • 7 Conant Rd Unit 45, Winchester, MA 01890
      7 Conant Rd Unit 45, Winchester, MA 01890
      7 Conant Rd Unit 45, Winchester, MA 01890
      /41

      Est $749,244 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,510 Sq Ft

      7 Conant Rd Unit 45, Winchester, MA 01890

      7 Conant Rd Unit 45, Winchester, MA 01890
  • 2 Chestnut St, Winchester, MA 01890
    2 Chestnut St, Winchester, MA 01890
    2 Chestnut St, Winchester, MA 01890
    /19

    $3,450,000 Sold Jun 26, 2025

    2 Chestnut St, Winchester, MA 01890

    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $627/SF
    • 54 Days On Market

    Current Estimated Value $2,937,918

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    2 Chestnut St, Winchester, MA 01890
    • 7 Conant Rd Unit 41, Winchester, MA 01890
      7 Conant Rd Unit 41, Winchester, MA 01890
      7 Conant Rd Unit 41, Winchester, MA 01890
      /19

      Est $750,835 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,421 Sq Ft

      7 Conant Rd Unit 41, Winchester, MA 01890

      7 Conant Rd Unit 41, Winchester, MA 01890
  • 25 Canterbury Rd, Winchester, MA 01890
    25 Canterbury Rd, Winchester, MA 01890
    25 Canterbury Rd, Winchester, MA 01890
    /32

    $1,280,000 Sold Jul 15, 2025

    25 Canterbury Rd, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,349 Sq Ft
    • Built 1948

    Last Sold Summary

    • 20% Above List Price
    • $545/SF
    • 6 Days On Market

    Current Estimated Value $1,287,681

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

    25 Canterbury Rd, Winchester, MA 01890
    • 7 Conant Rd Unit 69, Winchester, MA 01890
      7 Conant Rd Unit 69, Winchester, MA 01890
      7 Conant Rd Unit 69, Winchester, MA 01890
      /30

      Est $786,992 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,539 Sq Ft

      7 Conant Rd Unit 69, Winchester, MA 01890

      7 Conant Rd Unit 69, Winchester, MA 01890
  • 15 Kendall St, Winchester, MA 01890
    15 Kendall St, Winchester, MA 01890
    15 Kendall St, Winchester, MA 01890
    /42

    $1,890,000 Sold Jun 23, 2025

    15 Kendall St, Winchester, MA 01890

    • 4 Beds
    • 5 Baths
    • 3,148 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Above List Price
    • $600/SF
    • 5 Days On Market

    Current Estimated Value $1,857,148

    Last Listing Agent Kim Covino Compass

    15 Kendall St, Winchester, MA 01890
    • 7 Conant Rd Unit 66, Winchester, MA 01890
      7 Conant Rd Unit 66, Winchester, MA 01890
      7 Conant Rd Unit 66, Winchester, MA 01890
      /15

      Est $805,790 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,605 Sq Ft

      7 Conant Rd Unit 66, Winchester, MA 01890

      7 Conant Rd Unit 66, Winchester, MA 01890

Showing Results 401 - 440, Page 11 of 18

Massachusetts Middlesex County Winchester

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