9,208

Winchester, MA Homes

Section Image
    • 9 Bacon St, Winchester, MA 01890
      9 Bacon St, Winchester, MA 01890
      9 Bacon St, Winchester, MA 01890
      /35

      Est $1,216,270 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 2,332 Sq Ft

      9 Bacon St, Winchester, MA 01890

      9 Bacon St, Winchester, MA 01890
  • 40 Sargent Rd, Winchester, MA 01890
    40 Sargent Rd, Winchester, MA 01890
    40 Sargent Rd, Winchester, MA 01890
    /37

    $1,290,000 Sold Dec 05, 2025

    40 Sargent Rd, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,492 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Below List Price
    • $865/SF
    • 21 Days On Market

    Last Listing Agent Philip Vita Compass

    40 Sargent Rd, Winchester, MA 01890
    • 30 Symmes Rd, Winchester, MA 01890
      30 Symmes Rd, Winchester, MA 01890
      30 Symmes Rd, Winchester, MA 01890
      /42

      Est $1,285,454 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,341 Sq Ft

      30 Symmes Rd, Winchester, MA 01890

      30 Symmes Rd, Winchester, MA 01890
  • 62 Vine St Unit 62, Winchester, MA 01890
    62 Vine St Unit 62, Winchester, MA 01890
    62 Vine St Unit 62, Winchester, MA 01890
    /39

    $800,000 Sold Oct 24, 2025

    62 Vine St Unit 62, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft
    • Built 1982

    Last Sold Summary

    • $518/SF
    • 5 Days On Market

    Current Estimated Value $819,128

    Last Listing Agent David Shorey Real Broker MA, LLC

    62 Vine St Unit 62, Winchester, MA 01890
    • 89 Mystic Valley Pkwy, Winchester, MA 01890
      89 Mystic Valley Pkwy, Winchester, MA 01890
      89 Mystic Valley Pkwy, Winchester, MA 01890
      /32

      Est $1,144,925 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,220 Sq Ft

      89 Mystic Valley Pkwy, Winchester, MA 01890

      89 Mystic Valley Pkwy, Winchester, MA 01890
  • 112 Church St, Winchester, MA 01890
    112 Church St, Winchester, MA 01890
    112 Church St, Winchester, MA 01890
    /40

    $1,600,000 Sold Nov 07, 2025

    112 Church St, Winchester, MA 01890

    • 8 Beds
    • 2.5 Baths
    • 3,591 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $446/SF
    • 8 Days On Market

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

    112 Church St, Winchester, MA 01890
    • 48 Lloyd St, Winchester, MA 01890
      48 Lloyd St, Winchester, MA 01890
      48 Lloyd St, Winchester, MA 01890
      /29

      Est $1,673,411 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,747 Sq Ft

      48 Lloyd St, Winchester, MA 01890

      48 Lloyd St, Winchester, MA 01890
  • 20 Seneca Rd, Winchester, MA 01890
    20 Seneca Rd, Winchester, MA 01890
    20 Seneca Rd, Winchester, MA 01890
    /40

    $1,877,000 Sold Jun 30, 2025

    20 Seneca Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,813 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $667/SF
    • 26 Days On Market

    Current Estimated Value $1,861,180

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

    20 Seneca Rd, Winchester, MA 01890
    • 20 Winslow Rd, Winchester, MA 01890
      20 Winslow Rd, Winchester, MA 01890
      20 Winslow Rd, Winchester, MA 01890
      /37

      Est $2,056,623 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,522 Sq Ft

      20 Winslow Rd, Winchester, MA 01890

      20 Winslow Rd, Winchester, MA 01890
    • 10 Briarwood Ln, Winchester, MA 01890
      10 Briarwood Ln, Winchester, MA 01890
      10 Briarwood Ln, Winchester, MA 01890
      /41

      Est $2,887,868 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,171 Sq Ft

      10 Briarwood Ln, Winchester, MA 01890

      10 Briarwood Ln, Winchester, MA 01890
    • 31 Brooks St, Winchester, MA 01890
      31 Brooks St, Winchester, MA 01890
      31 Brooks St, Winchester, MA 01890
      /40

      Est $2,815,237 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,822 Sq Ft

      31 Brooks St, Winchester, MA 01890

      31 Brooks St, Winchester, MA 01890
    • 27 Brooks St, Winchester, MA 01890
      27 Brooks St, Winchester, MA 01890
      27 Brooks St, Winchester, MA 01890
      /42

      Est $2,660,650 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,650 Sq Ft

      27 Brooks St, Winchester, MA 01890

      27 Brooks St, Winchester, MA 01890
    • 9 Brooks St, Winchester, MA 01890
      9 Brooks St, Winchester, MA 01890
      9 Brooks St, Winchester, MA 01890
      /42

      Est $2,570,465 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,278 Sq Ft

      9 Brooks St, Winchester, MA 01890

      9 Brooks St, Winchester, MA 01890
    • 22 Grove Place Unit 30, Winchester, MA 01890
      22 Grove Place Unit 30, Winchester, MA 01890
      22 Grove Place Unit 30, Winchester, MA 01890
      /36

      Est $1,077,699 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,045 Sq Ft

      22 Grove Place Unit 30, Winchester, MA 01890

      22 Grove Place Unit 30, Winchester, MA 01890
    • 22 Grove Place Unit 29, Winchester, MA 01890
      22 Grove Place Unit 29, Winchester, MA 01890
      22 Grove Place Unit 29, Winchester, MA 01890
      /14

      Est $775,363 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,530 Sq Ft

      22 Grove Place Unit 29, Winchester, MA 01890

      22 Grove Place Unit 29, Winchester, MA 01890
    • 22 Grove Place Unit 26, Winchester, MA 01890
      22 Grove Place Unit 26, Winchester, MA 01890
      22 Grove Place Unit 26, Winchester, MA 01890
      /39

      Est $1,131,627 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,045 Sq Ft

      22 Grove Place Unit 26, Winchester, MA 01890

      22 Grove Place Unit 26, Winchester, MA 01890
    • 11 Brooks St, Winchester, MA 01890
      11 Brooks St, Winchester, MA 01890
      11 Brooks St, Winchester, MA 01890
      /42

      Est $2,899,075 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,208 Sq Ft

      11 Brooks St, Winchester, MA 01890

      11 Brooks St, Winchester, MA 01890
    • 37 Canterbury Rd, Winchester, MA 01890
      37 Canterbury Rd, Winchester, MA 01890
      37 Canterbury Rd, Winchester, MA 01890
      /35

      Est $1,738,493 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,527 Sq Ft

      37 Canterbury Rd, Winchester, MA 01890

      37 Canterbury Rd, Winchester, MA 01890
    • 47 Grove St, Winchester, MA 01890
      47 Grove St, Winchester, MA 01890
      47 Grove St, Winchester, MA 01890
      /42

      Est $2,574,485 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,635 Sq Ft

      47 Grove St, Winchester, MA 01890

      47 Grove St, Winchester, MA 01890
    • 74 Grove St, Winchester, MA 01890
      74 Grove St, Winchester, MA 01890
      74 Grove St, Winchester, MA 01890
      /37

      Est $1,495,642 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,946 Sq Ft

      74 Grove St, Winchester, MA 01890

      74 Grove St, Winchester, MA 01890
    • 11 Wickham Rd, Winchester, MA 01890
      11 Wickham Rd, Winchester, MA 01890
      11 Wickham Rd, Winchester, MA 01890
      /30

      Est $2,892,481 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,750 Sq Ft

      11 Wickham Rd, Winchester, MA 01890

      11 Wickham Rd, Winchester, MA 01890
    • 6 Wickham Rd, Winchester, MA 01890
      6 Wickham Rd, Winchester, MA 01890
      6 Wickham Rd, Winchester, MA 01890
      /37

      Est $2,127,509 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,248 Sq Ft

      6 Wickham Rd, Winchester, MA 01890

      6 Wickham Rd, Winchester, MA 01890
    • 19 W Chardon Rd, Winchester, MA 01890
      19 W Chardon Rd, Winchester, MA 01890
      19 W Chardon Rd, Winchester, MA 01890
      /40

      Est $1,476,348 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,922 Sq Ft

      19 W Chardon Rd, Winchester, MA 01890

      19 W Chardon Rd, Winchester, MA 01890
    • 15 W Chardon Rd, Winchester, MA 01890
      15 W Chardon Rd, Winchester, MA 01890
      15 W Chardon Rd, Winchester, MA 01890
      /42

      Est $2,727,238 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,896 Sq Ft

      15 W Chardon Rd, Winchester, MA 01890

      15 W Chardon Rd, Winchester, MA 01890
    • 6 Fenwick Rd, Winchester, MA 01890
      6 Fenwick Rd, Winchester, MA 01890
      6 Fenwick Rd, Winchester, MA 01890
      /40

      Est $2,029,366 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,809 Sq Ft

      6 Fenwick Rd, Winchester, MA 01890

      6 Fenwick Rd, Winchester, MA 01890
    • 22 Grove St, Winchester, MA 01890
      22 Grove St, Winchester, MA 01890
      22 Grove St, Winchester, MA 01890
      /40

      Est $2,015,076 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,324 Sq Ft

      22 Grove St, Winchester, MA 01890

      22 Grove St, Winchester, MA 01890
    • 18 Town Way, Winchester, MA 01890
      18 Town Way, Winchester, MA 01890
      18 Town Way, Winchester, MA 01890
      /42

      Est $2,313,294 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,026 Sq Ft

      18 Town Way, Winchester, MA 01890

      18 Town Way, Winchester, MA 01890
    • 350 S Border Rd, Winchester, MA 01890
      350 S Border Rd, Winchester, MA 01890
      350 S Border Rd, Winchester, MA 01890
      /30

      Est $1,261,923 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      350 S Border Rd, Winchester, MA 01890

      350 S Border Rd, Winchester, MA 01890
    • 155 Main St, Winchester, MA 01890
      155 Main St, Winchester, MA 01890
      155 Main St, Winchester, MA 01890
      /35

      Est $1,332,310 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,441 Sq Ft

      155 Main St, Winchester, MA 01890

      155 Main St, Winchester, MA 01890
    • 17 Stowell Rd, Winchester, MA 01890
      17 Stowell Rd, Winchester, MA 01890
      17 Stowell Rd, Winchester, MA 01890
      /39

      Est $1,704,933 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,705 Sq Ft

      17 Stowell Rd, Winchester, MA 01890

      17 Stowell Rd, Winchester, MA 01890
    • 9 Everell Rd, Winchester, MA 01890
      9 Everell Rd, Winchester, MA 01890
      9 Everell Rd, Winchester, MA 01890
      /34

      Est $1,550,316 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,251 Sq Ft

      9 Everell Rd, Winchester, MA 01890

      9 Everell Rd, Winchester, MA 01890
    • 20 Stowell Rd, Winchester, MA 01890
      20 Stowell Rd, Winchester, MA 01890
      20 Stowell Rd, Winchester, MA 01890
      /34

      Est $1,514,703 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,314 Sq Ft

      20 Stowell Rd, Winchester, MA 01890

      20 Stowell Rd, Winchester, MA 01890
    • 26 Stowell Rd, Winchester, MA 01890
      26 Stowell Rd, Winchester, MA 01890
      26 Stowell Rd, Winchester, MA 01890
      /42

      Est $1,921,539 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,816 Sq Ft

      26 Stowell Rd, Winchester, MA 01890

      26 Stowell Rd, Winchester, MA 01890
    • 445 Highland Ave, Winchester, MA 01890
      445 Highland Ave, Winchester, MA 01890
      445 Highland Ave, Winchester, MA 01890
      /39

      Est $2,171,780 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,588 Sq Ft

      445 Highland Ave, Winchester, MA 01890

      445 Highland Ave, Winchester, MA 01890
    • 437 Highland Ave, Winchester, MA 01890
      437 Highland Ave, Winchester, MA 01890
      437 Highland Ave, Winchester, MA 01890
      /40

      Est $1,076,985 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,589 Sq Ft

      437 Highland Ave, Winchester, MA 01890

      437 Highland Ave, Winchester, MA 01890
    • 12 Everell Rd, Winchester, MA 01890
      12 Everell Rd, Winchester, MA 01890
      12 Everell Rd, Winchester, MA 01890
      /3

      Est $1,623,881 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft

      12 Everell Rd, Winchester, MA 01890

      12 Everell Rd, Winchester, MA 01890
    • 1 Marshall Rd, Winchester, MA 01890
      1 Marshall Rd, Winchester, MA 01890
      1 Marshall Rd, Winchester, MA 01890
      /31

      Est $2,112,306 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,380 Sq Ft

      1 Marshall Rd, Winchester, MA 01890

      1 Marshall Rd, Winchester, MA 01890
    • 16 Marshall Rd, Winchester, MA 01890
      16 Marshall Rd, Winchester, MA 01890
      16 Marshall Rd, Winchester, MA 01890
      /42

      Est $1,838,375 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,866 Sq Ft

      16 Marshall Rd, Winchester, MA 01890

      16 Marshall Rd, Winchester, MA 01890
    • 10 Marshall Rd, Winchester, MA 01890
      10 Marshall Rd, Winchester, MA 01890
      10 Marshall Rd, Winchester, MA 01890
      /36

      Est $1,951,866 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,376 Sq Ft

      10 Marshall Rd, Winchester, MA 01890

      10 Marshall Rd, Winchester, MA 01890
    • 428 Highland Ave, Winchester, MA 01890
      428 Highland Ave, Winchester, MA 01890
      428 Highland Ave, Winchester, MA 01890
      /38

      Est $1,230,450 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,072 Sq Ft

      428 Highland Ave, Winchester, MA 01890

      428 Highland Ave, Winchester, MA 01890

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Massachusetts Middlesex County Winchester

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