1,778

West Side Homes

Section Image
    • 25 Berkshire Dr, Winchester, MA 01890
      25 Berkshire Dr, Winchester, MA 01890
      25 Berkshire Dr, Winchester, MA 01890
      /14

      Est $1,456,370 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,443 Sq Ft

      25 Berkshire Dr, Winchester, MA 01890

      25 Berkshire Dr, Winchester, MA 01890
    • 116 Johnson Rd, Winchester, MA 01890
      116 Johnson Rd, Winchester, MA 01890
      116 Johnson Rd, Winchester, MA 01890
      /30

      Est $1,627,414 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,194 Sq Ft

      116 Johnson Rd, Winchester, MA 01890

      116 Johnson Rd, Winchester, MA 01890
    • 100 Johnson Rd, Winchester, MA 01890
      100 Johnson Rd, Winchester, MA 01890
      100 Johnson Rd, Winchester, MA 01890
      /30

      Est $1,515,524 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,725 Sq Ft

      100 Johnson Rd, Winchester, MA 01890

      100 Johnson Rd, Winchester, MA 01890
    • 164 Ridge St, Winchester, MA 01890
      164 Ridge St, Winchester, MA 01890
      164 Ridge St, Winchester, MA 01890
      /20

      Est $1,260,256 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,246 Sq Ft

      164 Ridge St, Winchester, MA 01890

      164 Ridge St, Winchester, MA 01890
    • 69 Thornberry Rd, Winchester, MA 01890
      69 Thornberry Rd, Winchester, MA 01890
      69 Thornberry Rd, Winchester, MA 01890
      /18

      Est $1,769,172 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,208 Sq Ft

      69 Thornberry Rd, Winchester, MA 01890

      69 Thornberry Rd, Winchester, MA 01890
    • 71 Thornberry Rd, Winchester, MA 01890
      71 Thornberry Rd, Winchester, MA 01890
      71 Thornberry Rd, Winchester, MA 01890
      /29

      Est $1,911,162 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,502 Sq Ft

      71 Thornberry Rd, Winchester, MA 01890

      71 Thornberry Rd, Winchester, MA 01890
    • 74 Thornberry Rd, Winchester, MA 01890
      74 Thornberry Rd, Winchester, MA 01890
      74 Thornberry Rd, Winchester, MA 01890
      /6

      Est $2,310,245 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,056 Sq Ft

      74 Thornberry Rd, Winchester, MA 01890

      74 Thornberry Rd, Winchester, MA 01890
    • 14 Berkshire Dr, Winchester, MA 01890
      14 Berkshire Dr, Winchester, MA 01890
      14 Berkshire Dr, Winchester, MA 01890
      /22

      Est $1,886,060 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,119 Sq Ft

      14 Berkshire Dr, Winchester, MA 01890

      14 Berkshire Dr, Winchester, MA 01890
    • 1 Partridge Ln, Winchester, MA 01890
      1 Partridge Ln, Winchester, MA 01890
      1 Partridge Ln, Winchester, MA 01890
      /30

      Est $2,351,386 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,066 Sq Ft

      1 Partridge Ln, Winchester, MA 01890

      1 Partridge Ln, Winchester, MA 01890
    • 7 Berkshire Dr, Winchester, MA 01890
      7 Berkshire Dr, Winchester, MA 01890
      7 Berkshire Dr, Winchester, MA 01890
      /27

      Est $2,019,244 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,995 Sq Ft

      7 Berkshire Dr, Winchester, MA 01890

      7 Berkshire Dr, Winchester, MA 01890
    • 84 Thornberry Rd, Winchester, MA 01890
      84 Thornberry Rd, Winchester, MA 01890
      84 Thornberry Rd, Winchester, MA 01890
      /13

      Est $1,920,191 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,105 Sq Ft

      84 Thornberry Rd, Winchester, MA 01890

      84 Thornberry Rd, Winchester, MA 01890
    • 83 Thornberry Rd, Winchester, MA 01890
      83 Thornberry Rd, Winchester, MA 01890
      83 Thornberry Rd, Winchester, MA 01890
      /30

      Est $1,383,231 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,001 Sq Ft

      83 Thornberry Rd, Winchester, MA 01890

      83 Thornberry Rd, Winchester, MA 01890
    • 1 Berkshire Dr, Winchester, MA 01890
      1 Berkshire Dr, Winchester, MA 01890
      1 Berkshire Dr, Winchester, MA 01890
      /30

      Est $1,653,741 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,575 Sq Ft

      1 Berkshire Dr, Winchester, MA 01890

      1 Berkshire Dr, Winchester, MA 01890
    • 125 Johnson Rd, Winchester, MA 01890
      125 Johnson Rd, Winchester, MA 01890
      125 Johnson Rd, Winchester, MA 01890
      /18

      Est $1,436,261 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,499 Sq Ft

      125 Johnson Rd, Winchester, MA 01890

      125 Johnson Rd, Winchester, MA 01890
    • 15 Cox Rd, Winchester, MA 01890
      15 Cox Rd, Winchester, MA 01890
      15 Cox Rd, Winchester, MA 01890
      /27

      Est $2,383,677 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,533 Sq Ft

      15 Cox Rd, Winchester, MA 01890

      15 Cox Rd, Winchester, MA 01890
    • 9 Cox Rd, Winchester, MA 01890
      9 Cox Rd, Winchester, MA 01890
      9 Cox Rd, Winchester, MA 01890
      /30

      Est $1,803,300 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,701 Sq Ft

      9 Cox Rd, Winchester, MA 01890

      9 Cox Rd, Winchester, MA 01890
    • 231 High St, Winchester, MA 01890
      231 High St, Winchester, MA 01890
      231 High St, Winchester, MA 01890
      /30

      Est $1,847,217 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,420 Sq Ft

      231 High St, Winchester, MA 01890

      231 High St, Winchester, MA 01890
    • 154 Ridge St, Winchester, MA 01890
      154 Ridge St, Winchester, MA 01890
      154 Ridge St, Winchester, MA 01890
      /30

      Est $1,279,657 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,059 Sq Ft

      154 Ridge St, Winchester, MA 01890

      154 Ridge St, Winchester, MA 01890
    • 7 Wainwright Rd Unit 115, Winchester, MA 01890
      7 Wainwright Rd Unit 115, Winchester, MA 01890
      7 Wainwright Rd Unit 115, Winchester, MA 01890
      /24

      Est $1,436,612 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,536 Sq Ft

      7 Wainwright Rd Unit 115, Winchester, MA 01890

      7 Wainwright Rd Unit 115, Winchester, MA 01890
    • 7 Wainwright Rd Unit 114, Winchester, MA 01890
      7 Wainwright Rd Unit 114, Winchester, MA 01890
      7 Wainwright Rd Unit 114, Winchester, MA 01890
      /31

      Est $1,302,265 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,000 Sq Ft

      7 Wainwright Rd Unit 114, Winchester, MA 01890

      7 Wainwright Rd Unit 114, Winchester, MA 01890
    • 7 Wainwright Rd Unit 106, Winchester, MA 01890
      7 Wainwright Rd Unit 106, Winchester, MA 01890
      7 Wainwright Rd Unit 106, Winchester, MA 01890
      /29

      Est $1,518,837 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,216 Sq Ft

      7 Wainwright Rd Unit 106, Winchester, MA 01890

      7 Wainwright Rd Unit 106, Winchester, MA 01890
    • 7 Wainwright Rd Unit 104, Winchester, MA 01890
      7 Wainwright Rd Unit 104, Winchester, MA 01890
      7 Wainwright Rd Unit 104, Winchester, MA 01890
      /28

      Est $1,646,977 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,088 Sq Ft

      7 Wainwright Rd Unit 104, Winchester, MA 01890

      7 Wainwright Rd Unit 104, Winchester, MA 01890
    • 7 Wainwright Rd Unit 95, Winchester, MA 01890
      7 Wainwright Rd Unit 95, Winchester, MA 01890
      7 Wainwright Rd Unit 95, Winchester, MA 01890
      /34

      Est $1,507,806 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 4,069 Sq Ft

      7 Wainwright Rd Unit 95, Winchester, MA 01890

      7 Wainwright Rd Unit 95, Winchester, MA 01890
    • 7 Wainwright Rd Unit 91, Winchester, MA 01890
      7 Wainwright Rd Unit 91, Winchester, MA 01890
      7 Wainwright Rd Unit 91, Winchester, MA 01890
      /17

      Est $1,637,451 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,180 Sq Ft

      7 Wainwright Rd Unit 91, Winchester, MA 01890

      7 Wainwright Rd Unit 91, Winchester, MA 01890
    • 7 Wainwright Rd Unit 80, Winchester, MA 01890
      7 Wainwright Rd Unit 80, Winchester, MA 01890
      7 Wainwright Rd Unit 80, Winchester, MA 01890
      /25

      Est $1,492,295 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,856 Sq Ft

      7 Wainwright Rd Unit 80, Winchester, MA 01890

      7 Wainwright Rd Unit 80, Winchester, MA 01890
    • 7 Wainwright Rd Unit 74, Winchester, MA 01890
      7 Wainwright Rd Unit 74, Winchester, MA 01890
      7 Wainwright Rd Unit 74, Winchester, MA 01890
      /27

      Est $1,335,095 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,965 Sq Ft

      7 Wainwright Rd Unit 74, Winchester, MA 01890

      7 Wainwright Rd Unit 74, Winchester, MA 01890
    • 7 Wainwright Rd Unit 73, Winchester, MA 01890
      7 Wainwright Rd Unit 73, Winchester, MA 01890
      7 Wainwright Rd Unit 73, Winchester, MA 01890
      /31

      Est $1,552,709 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,297 Sq Ft

      7 Wainwright Rd Unit 73, Winchester, MA 01890

      7 Wainwright Rd Unit 73, Winchester, MA 01890
    • 7 Wainwright Rd Unit 71, Winchester, MA 01890
      7 Wainwright Rd Unit 71, Winchester, MA 01890
      7 Wainwright Rd Unit 71, Winchester, MA 01890
      /35

      Est $1,307,036 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,613 Sq Ft

      7 Wainwright Rd Unit 71, Winchester, MA 01890

      7 Wainwright Rd Unit 71, Winchester, MA 01890
    • 7 Wainwright Rd Unit 70, Winchester, MA 01890
      7 Wainwright Rd Unit 70, Winchester, MA 01890
      7 Wainwright Rd Unit 70, Winchester, MA 01890
      /28

      Est $1,227,997 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,926 Sq Ft

      7 Wainwright Rd Unit 70, Winchester, MA 01890

      7 Wainwright Rd Unit 70, Winchester, MA 01890
    • 7 Wainwright Rd Unit 77, Winchester, MA 01890
      7 Wainwright Rd Unit 77, Winchester, MA 01890
      7 Wainwright Rd Unit 77, Winchester, MA 01890
      /20

      Est $1,278,980 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,037 Sq Ft

      7 Wainwright Rd Unit 77, Winchester, MA 01890

      7 Wainwright Rd Unit 77, Winchester, MA 01890
    • 7 Wainwright Rd Unit 24, Winchester, MA 01890
      7 Wainwright Rd Unit 24, Winchester, MA 01890
      7 Wainwright Rd Unit 24, Winchester, MA 01890
      /23

      Est $1,611,094 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 4,228 Sq Ft

      7 Wainwright Rd Unit 24, Winchester, MA 01890

      7 Wainwright Rd Unit 24, Winchester, MA 01890
    • 7 Wainwright Rd Unit 22, Winchester, MA 01890
      7 Wainwright Rd Unit 22, Winchester, MA 01890
      7 Wainwright Rd Unit 22, Winchester, MA 01890
      /16

      Est $1,239,777 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,723 Sq Ft

      7 Wainwright Rd Unit 22, Winchester, MA 01890

      7 Wainwright Rd Unit 22, Winchester, MA 01890
    • 7 Wainwright Rd Unit 20, Winchester, MA 01890
      7 Wainwright Rd Unit 20, Winchester, MA 01890
      7 Wainwright Rd Unit 20, Winchester, MA 01890
      /21

      Est $1,541,541 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,021 Sq Ft

      7 Wainwright Rd Unit 20, Winchester, MA 01890

      7 Wainwright Rd Unit 20, Winchester, MA 01890
    • 7 Wainwright Rd Unit 38, Winchester, MA 01890
      7 Wainwright Rd Unit 38, Winchester, MA 01890
      7 Wainwright Rd Unit 38, Winchester, MA 01890
      /30

      Est $1,300,078 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,145 Sq Ft

      7 Wainwright Rd Unit 38, Winchester, MA 01890

      7 Wainwright Rd Unit 38, Winchester, MA 01890
    • 7 Wainwright Rd Unit 17, Winchester, MA 01890
      7 Wainwright Rd Unit 17, Winchester, MA 01890
      7 Wainwright Rd Unit 17, Winchester, MA 01890
      /22

      Est $1,542,885 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,145 Sq Ft

      7 Wainwright Rd Unit 17, Winchester, MA 01890

      7 Wainwright Rd Unit 17, Winchester, MA 01890
    • 7 Wainwright Rd Unit 14, Winchester, MA 01890
      7 Wainwright Rd Unit 14, Winchester, MA 01890
      7 Wainwright Rd Unit 14, Winchester, MA 01890
      /29

      Est $1,635,461 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,317 Sq Ft

      7 Wainwright Rd Unit 14, Winchester, MA 01890

      7 Wainwright Rd Unit 14, Winchester, MA 01890
    • 7 Wainwright Rd Unit 11, Winchester, MA 01890
      7 Wainwright Rd Unit 11, Winchester, MA 01890
      7 Wainwright Rd Unit 11, Winchester, MA 01890
      /26

      Est $1,301,457 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,479 Sq Ft

      7 Wainwright Rd Unit 11, Winchester, MA 01890

      7 Wainwright Rd Unit 11, Winchester, MA 01890
    • 7 Wainwright Rd Unit 10, Winchester, MA 01890
      7 Wainwright Rd Unit 10, Winchester, MA 01890
      7 Wainwright Rd Unit 10, Winchester, MA 01890
      /30

      Est $1,471,081 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,412 Sq Ft

      7 Wainwright Rd Unit 10, Winchester, MA 01890

      7 Wainwright Rd Unit 10, Winchester, MA 01890
    • 7 Wainwright Rd Unit 4, Winchester, MA 01890
      7 Wainwright Rd Unit 4, Winchester, MA 01890
      7 Wainwright Rd Unit 4, Winchester, MA 01890
      /27

      Est $1,530,001 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,511 Sq Ft

      7 Wainwright Rd Unit 4, Winchester, MA 01890

      7 Wainwright Rd Unit 4, Winchester, MA 01890
    • 7 Wainwright Rd Unit 3, Winchester, MA 01890
      7 Wainwright Rd Unit 3, Winchester, MA 01890
      7 Wainwright Rd Unit 3, Winchester, MA 01890
      /30

      Est $1,551,678 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 3,342 Sq Ft

      7 Wainwright Rd Unit 3, Winchester, MA 01890

      7 Wainwright Rd Unit 3, Winchester, MA 01890

Showing Results 361 - 400, Page 10 of 18

Massachusetts Winchester West Side

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group