1,483

Winchester Highlands Homes

Section Image
    • 33 Englewood Rd, Winchester, MA 01890
      33 Englewood Rd, Winchester, MA 01890
      33 Englewood Rd, Winchester, MA 01890
      /29

      Est $1,430,679 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft

      33 Englewood Rd, Winchester, MA 01890

      33 Englewood Rd, Winchester, MA 01890
    • 37 Englewood Rd, Winchester, MA 01890
      37 Englewood Rd, Winchester, MA 01890
      37 Englewood Rd, Winchester, MA 01890
      /30

      Est $1,547,199 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,275 Sq Ft

      37 Englewood Rd, Winchester, MA 01890

      37 Englewood Rd, Winchester, MA 01890
    • 32 Lebanon St, Winchester, MA 01890
      32 Lebanon St, Winchester, MA 01890
      32 Lebanon St, Winchester, MA 01890
      /27

      Est $1,496,775 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,127 Sq Ft

      32 Lebanon St, Winchester, MA 01890

      32 Lebanon St, Winchester, MA 01890
    • 17 Lebanon St, Winchester, MA 01890
      17 Lebanon St, Winchester, MA 01890
      17 Lebanon St, Winchester, MA 01890
      /4

      Est $1,411,491 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,496 Sq Ft

      17 Lebanon St, Winchester, MA 01890

      17 Lebanon St, Winchester, MA 01890
    • 29 Lebanon St, Winchester, MA 01890
      29 Lebanon St, Winchester, MA 01890
      29 Lebanon St, Winchester, MA 01890
      /20

      Est $1,212,769 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,554 Sq Ft

      29 Lebanon St, Winchester, MA 01890

      29 Lebanon St, Winchester, MA 01890
    • 111 Highland Ave, Winchester, MA 01890
      111 Highland Ave, Winchester, MA 01890
      111 Highland Ave, Winchester, MA 01890
      /27

      Est $1,615,206 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,258 Sq Ft

      111 Highland Ave, Winchester, MA 01890

      111 Highland Ave, Winchester, MA 01890
    • 117 Highland Ave, Winchester, MA 01890
      117 Highland Ave, Winchester, MA 01890
      117 Highland Ave, Winchester, MA 01890
      /30

      Est $1,781,457 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,330 Sq Ft

      117 Highland Ave, Winchester, MA 01890

      117 Highland Ave, Winchester, MA 01890
    • 22 Stone Ave, Winchester, MA 01890
      22 Stone Ave, Winchester, MA 01890
      22 Stone Ave, Winchester, MA 01890
      /30

      Est $1,725,248 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,829 Sq Ft

      22 Stone Ave, Winchester, MA 01890

      22 Stone Ave, Winchester, MA 01890
    • 389 Washington St, Winchester, MA 01890
      389 Washington St, Winchester, MA 01890
      389 Washington St, Winchester, MA 01890
      /14

      Est $1,821,467 Not Listed For Sale

      • 7 Beds
      • 3 Baths
      • 3,419 Sq Ft

      389 Washington St, Winchester, MA 01890

      389 Washington St, Winchester, MA 01890
    • 9 Stone Ave, Winchester, MA 01890
      9 Stone Ave, Winchester, MA 01890
      9 Stone Ave, Winchester, MA 01890
      /26

      Est $1,369,494 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,832 Sq Ft

      9 Stone Ave, Winchester, MA 01890

      9 Stone Ave, Winchester, MA 01890
    • 11 Stone Ave, Winchester, MA 01890
      11 Stone Ave, Winchester, MA 01890
      11 Stone Ave, Winchester, MA 01890
      /21

      Est $1,365,786 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft

      11 Stone Ave, Winchester, MA 01890

      11 Stone Ave, Winchester, MA 01890
    • 13 Stone Ave, Winchester, MA 01890
      13 Stone Ave, Winchester, MA 01890
      13 Stone Ave, Winchester, MA 01890
      /30

      Est $1,708,947 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,143 Sq Ft

      13 Stone Ave, Winchester, MA 01890

      13 Stone Ave, Winchester, MA 01890
    • 28 Prince Ave, Winchester, MA 01890
      28 Prince Ave, Winchester, MA 01890
      28 Prince Ave, Winchester, MA 01890
      /16

      Est $1,405,758 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,174 Sq Ft

      28 Prince Ave, Winchester, MA 01890

      28 Prince Ave, Winchester, MA 01890
    • 8 Prince Ave, Winchester, MA 01890
      8 Prince Ave, Winchester, MA 01890
      8 Prince Ave, Winchester, MA 01890
      /24

      Est $1,295,338 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,770 Sq Ft

      8 Prince Ave, Winchester, MA 01890

      8 Prince Ave, Winchester, MA 01890
    • 339 Washington St Unit 341, Winchester, MA 01890
      339 Washington St Unit 341, Winchester, MA 01890
      339 Washington St Unit 341, Winchester, MA 01890
      /10

      Est $1,120,960 Not Listed For Sale

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

      339 Washington St Unit 341, Winchester, MA 01890

      339 Washington St Unit 341, Winchester, MA 01890
    • 359 Washington St Unit 361, Winchester, MA 01890
      359 Washington St Unit 361, Winchester, MA 01890
      359 Washington St Unit 361, Winchester, MA 01890
      /20

      Est $1,112,804 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,136 Sq Ft

      359 Washington St Unit 361, Winchester, MA 01890

      359 Washington St Unit 361, Winchester, MA 01890
    • 7 Prince Ave, Winchester, MA 01890
      7 Prince Ave, Winchester, MA 01890
      7 Prince Ave, Winchester, MA 01890
      /14

      Est $1,421,973 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,374 Sq Ft

      7 Prince Ave, Winchester, MA 01890

      7 Prince Ave, Winchester, MA 01890
    • 17 Prince Ave, Winchester, MA 01890
      17 Prince Ave, Winchester, MA 01890
      17 Prince Ave, Winchester, MA 01890
      /29

      Est $1,436,018 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,175 Sq Ft

      17 Prince Ave, Winchester, MA 01890

      17 Prince Ave, Winchester, MA 01890
    • 31 Prince Ave, Winchester, MA 01890
      31 Prince Ave, Winchester, MA 01890
      31 Prince Ave, Winchester, MA 01890
      /18

      Est $2,312,325 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,658 Sq Ft

      31 Prince Ave, Winchester, MA 01890

      31 Prince Ave, Winchester, MA 01890
    • 35 Prince Ave, Winchester, MA 01890
      35 Prince Ave, Winchester, MA 01890
      35 Prince Ave, Winchester, MA 01890
      /30

      Est $1,506,096 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,501 Sq Ft

      35 Prince Ave, Winchester, MA 01890

      35 Prince Ave, Winchester, MA 01890
    • 137 Highland Ave, Winchester, MA 01890
      137 Highland Ave, Winchester, MA 01890
      137 Highland Ave, Winchester, MA 01890
      /30

      Est $1,644,408 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,605 Sq Ft

      137 Highland Ave, Winchester, MA 01890

      137 Highland Ave, Winchester, MA 01890
    • 42 Lincoln St, Winchester, MA 01890
      42 Lincoln St, Winchester, MA 01890
      42 Lincoln St, Winchester, MA 01890
      /24

      Est $1,747,631 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,577 Sq Ft

      42 Lincoln St, Winchester, MA 01890

      42 Lincoln St, Winchester, MA 01890
    • 14 Lincoln St, Winchester, MA 01890
      14 Lincoln St, Winchester, MA 01890
      14 Lincoln St, Winchester, MA 01890
      /28

      Est $1,649,962 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,500 Sq Ft

      14 Lincoln St, Winchester, MA 01890

      14 Lincoln St, Winchester, MA 01890
    • 10 Lincoln St, Winchester, MA 01890
      10 Lincoln St, Winchester, MA 01890
      10 Lincoln St, Winchester, MA 01890
      /30

      Est $1,648,056 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,036 Sq Ft

      10 Lincoln St, Winchester, MA 01890

      10 Lincoln St, Winchester, MA 01890
    • 333 Washington St, Winchester, MA 01890
      333 Washington St, Winchester, MA 01890
      333 Washington St, Winchester, MA 01890
      /18

      Est $1,282,605 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,200 Sq Ft

      333 Washington St, Winchester, MA 01890

      333 Washington St, Winchester, MA 01890
    • 31 Lincoln St, Winchester, MA 01890
      31 Lincoln St, Winchester, MA 01890
      31 Lincoln St, Winchester, MA 01890
      /24

      Est $1,729,738 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,730 Sq Ft

      31 Lincoln St, Winchester, MA 01890

      31 Lincoln St, Winchester, MA 01890
    • 41 Lincoln St, Winchester, MA 01890
      41 Lincoln St, Winchester, MA 01890
      41 Lincoln St, Winchester, MA 01890
      /23

      Est $1,569,411 Not Listed For Sale

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

      41 Lincoln St, Winchester, MA 01890

      41 Lincoln St, Winchester, MA 01890
    • 161 Highland Ave, Winchester, MA 01890
      161 Highland Ave, Winchester, MA 01890
      161 Highland Ave, Winchester, MA 01890
      /25

      Est $1,747,888 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,082 Sq Ft

      161 Highland Ave, Winchester, MA 01890

      161 Highland Ave, Winchester, MA 01890
    • 15 Lincoln St Unit 17, Winchester, MA 01890
      15 Lincoln St Unit 17, Winchester, MA 01890
      15 Lincoln St Unit 17, Winchester, MA 01890
      /30

      Est $2,225,386 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 5,168 Sq Ft

      15 Lincoln St Unit 17, Winchester, MA 01890

      15 Lincoln St Unit 17, Winchester, MA 01890
    • 315 Washington St, Winchester, MA 01890
      315 Washington St, Winchester, MA 01890
      315 Washington St, Winchester, MA 01890
      /30

      Est $1,501,166 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,368 Sq Ft

      315 Washington St, Winchester, MA 01890

      315 Washington St, Winchester, MA 01890
    • 15 Governors Ave, Winchester, MA 01890
      15 Governors Ave, Winchester, MA 01890
      15 Governors Ave, Winchester, MA 01890
      /20

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,300 Sq Ft

      15 Governors Ave, Winchester, MA 01890

      15 Governors Ave, Winchester, MA 01890
    • 38 Park Ave, Winchester, MA 01890
      38 Park Ave, Winchester, MA 01890
      38 Park Ave, Winchester, MA 01890
      /30

      Est $1,735,487 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 3,168 Sq Ft

      38 Park Ave, Winchester, MA 01890

      38 Park Ave, Winchester, MA 01890
    • 12 Alben St, Winchester, MA 01890
      12 Alben St, Winchester, MA 01890
      12 Alben St, Winchester, MA 01890
      /25

      Est $2,053,718 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,232 Sq Ft

      12 Alben St, Winchester, MA 01890

      12 Alben St, Winchester, MA 01890
    • 2 Alben St, Winchester, MA 01890
      2 Alben St, Winchester, MA 01890
      2 Alben St, Winchester, MA 01890
      /33

      Est $1,850,695 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,497 Sq Ft

      2 Alben St, Winchester, MA 01890

      2 Alben St, Winchester, MA 01890
    • 64 Highland Ave Unit 17, Winchester, MA 01890
      64 Highland Ave Unit 17, Winchester, MA 01890
      64 Highland Ave Unit 17, Winchester, MA 01890
      /13

      Est $659,083 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,036 Sq Ft

      64 Highland Ave Unit 17, Winchester, MA 01890

      64 Highland Ave Unit 17, Winchester, MA 01890
    • 64 Highland Ave Unit 16, Winchester, MA 01890
      64 Highland Ave Unit 16, Winchester, MA 01890
      64 Highland Ave Unit 16, Winchester, MA 01890
      /20

      Est $479,290 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 758 Sq Ft

      64 Highland Ave Unit 16, Winchester, MA 01890

      64 Highland Ave Unit 16, Winchester, MA 01890
    • 64 Highland Ave Unit 13, Winchester, MA 01890
      64 Highland Ave Unit 13, Winchester, MA 01890
      64 Highland Ave Unit 13, Winchester, MA 01890
      /29

      Est $899,514 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,332 Sq Ft

      64 Highland Ave Unit 13, Winchester, MA 01890

      64 Highland Ave Unit 13, Winchester, MA 01890
    • 64 Highland Ave Unit 10, Winchester, MA 01890
      64 Highland Ave Unit 10, Winchester, MA 01890
      64 Highland Ave Unit 10, Winchester, MA 01890
      /17

      Est $700,431 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,381 Sq Ft

      64 Highland Ave Unit 10, Winchester, MA 01890

      64 Highland Ave Unit 10, Winchester, MA 01890
    • 64 Highland Ave Unit 9, Winchester, MA 01890
      64 Highland Ave Unit 9, Winchester, MA 01890
      64 Highland Ave Unit 9, Winchester, MA 01890
      /27

      Est $711,727 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,286 Sq Ft

      64 Highland Ave Unit 9, Winchester, MA 01890

      64 Highland Ave Unit 9, Winchester, MA 01890
    • 64 Highland Ave Unit 7, Winchester, MA 01890
      64 Highland Ave Unit 7, Winchester, MA 01890
      64 Highland Ave Unit 7, Winchester, MA 01890
      /23

      Est $676,858 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,305 Sq Ft

      64 Highland Ave Unit 7, Winchester, MA 01890

      64 Highland Ave Unit 7, Winchester, MA 01890

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