1,775

West Side Homes

Section Image
    • 30 Lockeland Rd, Winchester, MA 01890
      30 Lockeland Rd, Winchester, MA 01890
      30 Lockeland Rd, Winchester, MA 01890
      /13

      Est $1,437,599 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,646 Sq Ft

      30 Lockeland Rd, Winchester, MA 01890

      30 Lockeland Rd, Winchester, MA 01890
    • 32 Lockeland Rd, Winchester, MA 01890
      32 Lockeland Rd, Winchester, MA 01890
      32 Lockeland Rd, Winchester, MA 01890
      /26

      Est $2,378,403 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,200 Sq Ft

      32 Lockeland Rd, Winchester, MA 01890

      32 Lockeland Rd, Winchester, MA 01890
    • 21 Plymouth Rd, Winchester, MA 01890
      21 Plymouth Rd, Winchester, MA 01890
      21 Plymouth Rd, Winchester, MA 01890
      /23

      Est $2,006,307 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,674 Sq Ft

      21 Plymouth Rd, Winchester, MA 01890

      21 Plymouth Rd, Winchester, MA 01890
    • 17 Plymouth Rd, Winchester, MA 01890
      17 Plymouth Rd, Winchester, MA 01890
      17 Plymouth Rd, Winchester, MA 01890
      /8

      Est $1,643,641 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,478 Sq Ft

      17 Plymouth Rd, Winchester, MA 01890

      17 Plymouth Rd, Winchester, MA 01890
    • 15 Plymouth Rd, Winchester, MA 01890
      15 Plymouth Rd, Winchester, MA 01890
      15 Plymouth Rd, Winchester, MA 01890
      /29

      Est $1,919,542 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,123 Sq Ft

      15 Plymouth Rd, Winchester, MA 01890

      15 Plymouth Rd, Winchester, MA 01890
    • 12 Plymouth Rd, Winchester, MA 01890
      12 Plymouth Rd, Winchester, MA 01890
      12 Plymouth Rd, Winchester, MA 01890
      /8

      Est $2,186,955 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,067 Sq Ft

      12 Plymouth Rd, Winchester, MA 01890

      12 Plymouth Rd, Winchester, MA 01890
    • 42 Mayflower Rd, Winchester, MA 01890
      42 Mayflower Rd, Winchester, MA 01890
      42 Mayflower Rd, Winchester, MA 01890
      /42

      Est $2,216,622 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,614 Sq Ft

      42 Mayflower Rd, Winchester, MA 01890

      42 Mayflower Rd, Winchester, MA 01890
    • 8 Hutchinson Rd, Winchester, MA 01890
      8 Hutchinson Rd, Winchester, MA 01890
      8 Hutchinson Rd, Winchester, MA 01890
      /30

      Est $1,868,109 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,205 Sq Ft

      8 Hutchinson Rd, Winchester, MA 01890

      8 Hutchinson Rd, Winchester, MA 01890
    • 16 Hutchinson Rd, Winchester, MA 01890
      16 Hutchinson Rd, Winchester, MA 01890
      16 Hutchinson Rd, Winchester, MA 01890
      /30

      Est $1,780,994 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,608 Sq Ft

      16 Hutchinson Rd, Winchester, MA 01890

      16 Hutchinson Rd, Winchester, MA 01890
    • 2 Fox Hunt Ln, Winchester, MA 01890
      2 Fox Hunt Ln, Winchester, MA 01890
      2 Fox Hunt Ln, Winchester, MA 01890
      /30

      Est $2,015,542 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,549 Sq Ft

      2 Fox Hunt Ln, Winchester, MA 01890

      2 Fox Hunt Ln, Winchester, MA 01890
    • 15 Trinity Rd, Winchester, MA 01890
      15 Trinity Rd, Winchester, MA 01890
      15 Trinity Rd, Winchester, MA 01890
      /28

      Est $1,886,914 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,587 Sq Ft

      15 Trinity Rd, Winchester, MA 01890

      15 Trinity Rd, Winchester, MA 01890
    • 5 Trinity Rd, Winchester, MA 01890
      5 Trinity Rd, Winchester, MA 01890
      5 Trinity Rd, Winchester, MA 01890
      /22

      Est $1,989,552 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,003 Sq Ft

      5 Trinity Rd, Winchester, MA 01890

      5 Trinity Rd, Winchester, MA 01890
    • 41 Hutchinson Rd, Winchester, MA 01890
      41 Hutchinson Rd, Winchester, MA 01890
      41 Hutchinson Rd, Winchester, MA 01890
      /24

      Est $1,573,809 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,907 Sq Ft

      41 Hutchinson Rd, Winchester, MA 01890

      41 Hutchinson Rd, Winchester, MA 01890
    • 11 Hutchinson Rd, Winchester, MA 01890
      11 Hutchinson Rd, Winchester, MA 01890
      11 Hutchinson Rd, Winchester, MA 01890
      /30

      Est $3,183,951 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 5,939 Sq Ft

      11 Hutchinson Rd, Winchester, MA 01890

      11 Hutchinson Rd, Winchester, MA 01890
    • 11 Ridge St, Winchester, MA 01890
      11 Ridge St, Winchester, MA 01890
      11 Ridge St, Winchester, MA 01890
      /28

      Est $1,317,013 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,888 Sq Ft

      11 Ridge St, Winchester, MA 01890

      11 Ridge St, Winchester, MA 01890
    • 2 Samoset Rd, Winchester, MA 01890
      2 Samoset Rd, Winchester, MA 01890
      2 Samoset Rd, Winchester, MA 01890
      /26

      Est $2,677,800 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,881 Sq Ft

      2 Samoset Rd, Winchester, MA 01890

      2 Samoset Rd, Winchester, MA 01890
    • 4 Stonefield Cir, Winchester, MA 01890
      4 Stonefield Cir, Winchester, MA 01890
      4 Stonefield Cir, Winchester, MA 01890
      /24

      Est $2,936,294 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,634 Sq Ft

      4 Stonefield Cir, Winchester, MA 01890

      4 Stonefield Cir, Winchester, MA 01890
    • 15 Tanglewood Ln, Winchester, MA 01890
      15 Tanglewood Ln, Winchester, MA 01890
      15 Tanglewood Ln, Winchester, MA 01890
      /28

      Est $2,315,166 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,880 Sq Ft

      15 Tanglewood Ln, Winchester, MA 01890

      15 Tanglewood Ln, Winchester, MA 01890
    • 14 Tanglewood Ln, Winchester, MA 01890
      14 Tanglewood Ln, Winchester, MA 01890
      14 Tanglewood Ln, Winchester, MA 01890
      /30

      Est $2,461,857 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,900 Sq Ft

      14 Tanglewood Ln, Winchester, MA 01890

      14 Tanglewood Ln, Winchester, MA 01890
    • 15 Bigelow Ave, Winchester, MA 01890
      15 Bigelow Ave, Winchester, MA 01890
      15 Bigelow Ave, Winchester, MA 01890
      /19

      Est $2,152,996 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,268 Sq Ft

      15 Bigelow Ave, Winchester, MA 01890

      15 Bigelow Ave, Winchester, MA 01890
    • 39 Pilgrim Dr, Winchester, MA 01890
      39 Pilgrim Dr, Winchester, MA 01890
      39 Pilgrim Dr, Winchester, MA 01890
      /23

      Est $1,735,311 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,522 Sq Ft

      39 Pilgrim Dr, Winchester, MA 01890

      39 Pilgrim Dr, Winchester, MA 01890
    • 5 Westgate Rd, Winchester, MA 01890
      5 Westgate Rd, Winchester, MA 01890
      5 Westgate Rd, Winchester, MA 01890
      /30

      Est $2,287,073 Not Listed For Sale

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

      5 Westgate Rd, Winchester, MA 01890

      5 Westgate Rd, Winchester, MA 01890
    • 32 Pilgrim Dr, Winchester, MA 01890
      32 Pilgrim Dr, Winchester, MA 01890
      32 Pilgrim Dr, Winchester, MA 01890
      /27

      Est $1,603,907 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,634 Sq Ft

      32 Pilgrim Dr, Winchester, MA 01890

      32 Pilgrim Dr, Winchester, MA 01890
    • 38 Pilgrim Dr, Winchester, MA 01890
      38 Pilgrim Dr, Winchester, MA 01890
      38 Pilgrim Dr, Winchester, MA 01890
      /9

      Est $1,747,353 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,259 Sq Ft

      38 Pilgrim Dr, Winchester, MA 01890

      38 Pilgrim Dr, Winchester, MA 01890
    • 46 Emerson Rd, Winchester, MA 01890
      46 Emerson Rd, Winchester, MA 01890
      46 Emerson Rd, Winchester, MA 01890
      /20

      Est $1,927,862 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,938 Sq Ft

      46 Emerson Rd, Winchester, MA 01890

      46 Emerson Rd, Winchester, MA 01890
    • 54 Emerson Rd, Winchester, MA 01890
      54 Emerson Rd, Winchester, MA 01890
      54 Emerson Rd, Winchester, MA 01890
      /29

      Est $2,063,905 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,300 Sq Ft

      54 Emerson Rd, Winchester, MA 01890

      54 Emerson Rd, Winchester, MA 01890
    • 62 Emerson Rd, Winchester, MA 01890
      62 Emerson Rd, Winchester, MA 01890
      62 Emerson Rd, Winchester, MA 01890
      /29

      Est $1,975,914 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,436 Sq Ft

      62 Emerson Rd, Winchester, MA 01890

      62 Emerson Rd, Winchester, MA 01890
    • 7 Worthen Rd, Winchester, MA 01890
      7 Worthen Rd, Winchester, MA 01890
      7 Worthen Rd, Winchester, MA 01890
      /30

      Est $3,126,470 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,042 Sq Ft

      7 Worthen Rd, Winchester, MA 01890

      7 Worthen Rd, Winchester, MA 01890
    • 74 Westland Ave, Winchester, MA 01890
      74 Westland Ave, Winchester, MA 01890
      74 Westland Ave, Winchester, MA 01890
      /15

      Est $1,815,491 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,796 Sq Ft

      74 Westland Ave, Winchester, MA 01890

      74 Westland Ave, Winchester, MA 01890
    • 78 Westland Ave, Winchester, MA 01890
      78 Westland Ave, Winchester, MA 01890
      78 Westland Ave, Winchester, MA 01890
      /17

      Est $1,615,362 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,092 Sq Ft

      78 Westland Ave, Winchester, MA 01890

      78 Westland Ave, Winchester, MA 01890
    • 126 Wildwood St, Winchester, MA 01890
      126 Wildwood St, Winchester, MA 01890
      126 Wildwood St, Winchester, MA 01890
      /30

      Est $1,917,587 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,860 Sq Ft

      126 Wildwood St, Winchester, MA 01890

      126 Wildwood St, Winchester, MA 01890
    • 65 Westland Ave, Winchester, MA 01890
      65 Westland Ave, Winchester, MA 01890
      65 Westland Ave, Winchester, MA 01890
      /18

      Est $1,419,562 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,965 Sq Ft

      65 Westland Ave, Winchester, MA 01890

      65 Westland Ave, Winchester, MA 01890
    • 42 Robinhood Rd, Winchester, MA 01890
      42 Robinhood Rd, Winchester, MA 01890
      42 Robinhood Rd, Winchester, MA 01890
      /29

      Est $1,502,868 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,174 Sq Ft

      42 Robinhood Rd, Winchester, MA 01890

      42 Robinhood Rd, Winchester, MA 01890
    • 44 Robinhood Rd, Winchester, MA 01890
      44 Robinhood Rd, Winchester, MA 01890
      44 Robinhood Rd, Winchester, MA 01890
      /11

      Est $1,734,300 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,540 Sq Ft

      44 Robinhood Rd, Winchester, MA 01890

      44 Robinhood Rd, Winchester, MA 01890
    • 50 Robinhood Rd, Winchester, MA 01890
      50 Robinhood Rd, Winchester, MA 01890
      50 Robinhood Rd, Winchester, MA 01890
      /24

      Est $1,877,149 Not Listed For Sale

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

      50 Robinhood Rd, Winchester, MA 01890

      50 Robinhood Rd, Winchester, MA 01890
    • 37 Robinhood Rd, Winchester, MA 01890
      37 Robinhood Rd, Winchester, MA 01890
      37 Robinhood Rd, Winchester, MA 01890
      /18

      Est $1,788,613 Not Listed For Sale

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

      37 Robinhood Rd, Winchester, MA 01890

      37 Robinhood Rd, Winchester, MA 01890
    • 8 Albamont Rd, Winchester, MA 01890
      8 Albamont Rd, Winchester, MA 01890
      /2

      Est $1,331,700 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,253 Sq Ft

      8 Albamont Rd, Winchester, MA 01890

      8 Albamont Rd, Winchester, MA 01890
    • 27 Albamont Rd, Winchester, MA 01890
      27 Albamont Rd, Winchester, MA 01890
      27 Albamont Rd, Winchester, MA 01890
      /23

      Est $1,784,261 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,128 Sq Ft

      27 Albamont Rd, Winchester, MA 01890

      27 Albamont Rd, Winchester, MA 01890
    • 5 Albamont Rd, Winchester, MA 01890
      5 Albamont Rd, Winchester, MA 01890
      5 Albamont Rd, Winchester, MA 01890
      /26

      Est $1,397,335 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,211 Sq Ft

      5 Albamont Rd, Winchester, MA 01890

      5 Albamont Rd, Winchester, MA 01890
    • 4 New Meadows Rd, Winchester, MA 01890
      4 New Meadows Rd, Winchester, MA 01890
      4 New Meadows Rd, Winchester, MA 01890
      /19

      Est $1,642,354 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,714 Sq Ft

      4 New Meadows Rd, Winchester, MA 01890

      4 New Meadows Rd, Winchester, MA 01890

Showing Results 561 - 600, Page 15 of 18

Massachusetts Middlesex County 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