1,778

West Side Homes

Section Image
    • 119 Arlington St, Winchester, MA 01890
      119 Arlington St, Winchester, MA 01890
      119 Arlington St, Winchester, MA 01890
      /29

      Est $3,065,776 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,756 Sq Ft

      119 Arlington St, Winchester, MA 01890

      119 Arlington St, Winchester, MA 01890
    • 97 Arlington St, Winchester, MA 01890
      97 Arlington St, Winchester, MA 01890
      97 Arlington St, Winchester, MA 01890
      /13

      Est $1,363,014 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,691 Sq Ft

      97 Arlington St, Winchester, MA 01890

      97 Arlington St, Winchester, MA 01890
    • 118 Arlington St, Winchester, MA 01890
      118 Arlington St, Winchester, MA 01890
      118 Arlington St, Winchester, MA 01890
      /12

      Est $1,714,107 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,505 Sq Ft

      118 Arlington St, Winchester, MA 01890

      118 Arlington St, Winchester, MA 01890
    • 124 Arlington St, Winchester, MA 01890
      124 Arlington St, Winchester, MA 01890
      124 Arlington St, Winchester, MA 01890
      /22

      Est $2,846,936 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,221 Sq Ft

      124 Arlington St, Winchester, MA 01890

      124 Arlington St, Winchester, MA 01890
    • 23 Emerson Rd, Winchester, MA 01890
      23 Emerson Rd, Winchester, MA 01890
      23 Emerson Rd, Winchester, MA 01890
      /14

      Est $1,296,369 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,759 Sq Ft

      23 Emerson Rd, Winchester, MA 01890

      23 Emerson Rd, Winchester, MA 01890
    • 47 Samoset Rd, Winchester, MA 01890
      47 Samoset Rd, Winchester, MA 01890
      47 Samoset Rd, Winchester, MA 01890
      /27

      Est $1,762,818 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,943 Sq Ft

      47 Samoset Rd, Winchester, MA 01890

      47 Samoset Rd, Winchester, MA 01890
    • 3 Emerson Rd, Winchester, MA 01890
      3 Emerson Rd, Winchester, MA 01890
      3 Emerson Rd, Winchester, MA 01890
      /11

      Est $2,348,184 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,000 Sq Ft

      3 Emerson Rd, Winchester, MA 01890

      3 Emerson Rd, Winchester, MA 01890
    • 17 Indian Hill Rd, Winchester, MA 01890
      17 Indian Hill Rd, Winchester, MA 01890
      17 Indian Hill Rd, Winchester, MA 01890
      /23

      Est $2,075,981 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,430 Sq Ft

      17 Indian Hill Rd, Winchester, MA 01890

      17 Indian Hill Rd, Winchester, MA 01890
    • 25 Indian Hill Rd, Winchester, MA 01890
      25 Indian Hill Rd, Winchester, MA 01890
      25 Indian Hill Rd, Winchester, MA 01890
      /30

      Est $1,744,425 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,633 Sq Ft

      25 Indian Hill Rd, Winchester, MA 01890

      25 Indian Hill Rd, Winchester, MA 01890
    • 45 High St, Winchester, MA 01890
      45 High St, Winchester, MA 01890
      45 High St, Winchester, MA 01890
      /30

      Est $1,724,310 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,115 Sq Ft

      45 High St, Winchester, MA 01890

      45 High St, Winchester, MA 01890
    • 34 Oneida Rd, Winchester, MA 01890
      34 Oneida Rd, Winchester, MA 01890
      34 Oneida Rd, Winchester, MA 01890
      /27

      Est $1,605,932 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,688 Sq Ft

      34 Oneida Rd, Winchester, MA 01890

      34 Oneida Rd, Winchester, MA 01890
    • 26 Oneida Rd, Winchester, MA 01890
      26 Oneida Rd, Winchester, MA 01890
      26 Oneida Rd, Winchester, MA 01890
      /21

      Est $1,438,987 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,089 Sq Ft

      26 Oneida Rd, Winchester, MA 01890

      26 Oneida Rd, Winchester, MA 01890
    • 50 Edward Dr Unit 34B, Winchester, MA 01890
      50 Edward Dr Unit 34B, Winchester, MA 01890
      50 Edward Dr Unit 34B, Winchester, MA 01890
      /25

      Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,236 Sq Ft

      50 Edward Dr Unit 34B, Winchester, MA 01890

      50 Edward Dr Unit 34B, Winchester, MA 01890
    • 44 Mayflower Rd, Winchester, MA 01890
      44 Mayflower Rd, Winchester, MA 01890
      44 Mayflower Rd, Winchester, MA 01890
      /23

      Est $1,481,727 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 2,366 Sq Ft

      44 Mayflower Rd, Winchester, MA 01890

      44 Mayflower Rd, Winchester, MA 01890
    • 65 High St Unit 65, Winchester, MA 01890
      65 High St Unit 65, Winchester, MA 01890
      /2

      Est $1,599,602 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 2,843 Sq Ft

      65 High St Unit 65, Winchester, MA 01890

      65 High St Unit 65, Winchester, MA 01890
    • 6 Aquinas Path, Winchester, MA 01890
      6 Aquinas Path, Winchester, MA 01890
      6 Aquinas Path, Winchester, MA 01890
      /30

      Est $4,018,995 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,500 Sq Ft

      6 Aquinas Path, Winchester, MA 01890

      6 Aquinas Path, Winchester, MA 01890
    • 10 Plymouth Rd Unit SF, Winchester, MA 01890
      10 Plymouth Rd Unit SF, Winchester, MA 01890
      /2

      Est $1,546,649 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,968 Sq Ft

      10 Plymouth Rd Unit SF, Winchester, MA 01890

      10 Plymouth Rd Unit SF, Winchester, MA 01890
    • 1 Wright St Unit 2, Winchester, MA 01890
      1 Wright St Unit 2, Winchester, MA 01890
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath

      1 Wright St Unit 2, Winchester, MA 01890

      1 Wright St Unit 2, Winchester, MA 01890
    • 56 Edward Dr Unit 56, Winchester, MA 01890
      56 Edward Dr Unit 56, Winchester, MA 01890
      56 Edward Dr Unit 56, Winchester, MA 01890
      /30

      Est $1,107,592 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,939 Sq Ft

      56 Edward Dr Unit 56, Winchester, MA 01890

      56 Edward Dr Unit 56, Winchester, MA 01890
    • 22 Saint Thomasmore Dr, Winchester, MA 01890
      22 Saint Thomasmore Dr, Winchester, MA 01890
      22 Saint Thomasmore Dr, Winchester, MA 01890
      /30

      Est $3,798,851 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,179 Sq Ft

      22 Saint Thomasmore Dr, Winchester, MA 01890

      22 Saint Thomasmore Dr, Winchester, MA 01890
    • 22 Amberwood Dr Unit 1, Winchester, MA 01890
      22 Amberwood Dr Unit 1, Winchester, MA 01890
      /2

      Est $2,472,678 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,530 Sq Ft

      22 Amberwood Dr Unit 1, Winchester, MA 01890

      22 Amberwood Dr Unit 1, Winchester, MA 01890
    • 5 Aquinas Path, Winchester, MA 01890
      5 Aquinas Path, Winchester, MA 01890
      5 Aquinas Path, Winchester, MA 01890
      /30

      Est $3,666,854 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,800 Sq Ft

      5 Aquinas Path, Winchester, MA 01890

      5 Aquinas Path, Winchester, MA 01890
    • 7 Aquinas Path, Winchester, MA 01890
      7 Aquinas Path, Winchester, MA 01890
      7 Aquinas Path, Winchester, MA 01890
      /30

      Est $4,048,431 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 7,400 Sq Ft

      7 Aquinas Path, Winchester, MA 01890

      7 Aquinas Path, Winchester, MA 01890
    • 3 Aquinas Path, Winchester, MA 01890
      3 Aquinas Path, Winchester, MA 01890
      3 Aquinas Path, Winchester, MA 01890
      /30

      Est $4,288,219 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 8,000 Sq Ft

      3 Aquinas Path, Winchester, MA 01890

      3 Aquinas Path, Winchester, MA 01890
    • 4 Aquinas Path, Winchester, MA 01890
      4 Aquinas Path, Winchester, MA 01890
      4 Aquinas Path, Winchester, MA 01890
      /30

      Est $4,110,284 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 7,989 Sq Ft

      4 Aquinas Path, Winchester, MA 01890

      4 Aquinas Path, Winchester, MA 01890
    • 3-5 Ridge St, Winchester, MA 01890
      3-5 Ridge St, Winchester, MA 01890
      /2

      Est $761,539 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,534 Sq Ft

      3-5 Ridge St, Winchester, MA 01890

      3-5 Ridge St, Winchester, MA 01890
    • 15 Edward Dr Unit 15, Winchester, MA 01890
      15 Edward Dr Unit 15, Winchester, MA 01890
      15 Edward Dr Unit 15, Winchester, MA 01890
      /28

      Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,916 Sq Ft

      15 Edward Dr Unit 15, Winchester, MA 01890

      15 Edward Dr Unit 15, Winchester, MA 01890
    • 32 Edward Dr Unit 32, Winchester, MA 01890
      32 Edward Dr Unit 32, Winchester, MA 01890
      32 Edward Dr Unit 32, Winchester, MA 01890
      /21

      Est $1,095,215 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,859 Sq Ft

      32 Edward Dr Unit 32, Winchester, MA 01890

      32 Edward Dr Unit 32, Winchester, MA 01890
    • 4 Plymouth Rd Unit 4, Winchester, MA 01890
      4 Plymouth Rd Unit 4, Winchester, MA 01890
      /2

      Est $1,561,681 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,444 Sq Ft

      4 Plymouth Rd Unit 4, Winchester, MA 01890

      4 Plymouth Rd Unit 4, Winchester, MA 01890
    • 1 Fieldstone Dr Unit 1, Winchester, MA 01890
      1 Fieldstone Dr Unit 1, Winchester, MA 01890
      /2

      Est $1,981,885 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 5,084 Sq Ft

      1 Fieldstone Dr Unit 1, Winchester, MA 01890

      1 Fieldstone Dr Unit 1, Winchester, MA 01890
    • 1 Wright St Unit 1, Winchester, MA 01890
      1 Wright St Unit 1, Winchester, MA 01890
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,400 Sq Ft

      1 Wright St Unit 1, Winchester, MA 01890

      1 Wright St Unit 1, Winchester, MA 01890
    • 336 Cambridge St Unit 336, Winchester, MA 01890
      336 Cambridge St Unit 336, Winchester, MA 01890
      /2

      Est $1,279,124 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,265 Sq Ft

      336 Cambridge St Unit 336, Winchester, MA 01890

      336 Cambridge St Unit 336, Winchester, MA 01890
    • 7 Ridge St Unit 1, Winchester, MA 01890
      7 Ridge St Unit 1, Winchester, MA 01890
      /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      7 Ridge St Unit 1, Winchester, MA 01890

      7 Ridge St Unit 1, Winchester, MA 01890
    • 144 Arlington St, Winchester, MA 01890
      144 Arlington St, Winchester, MA 01890
      /2

      Est $1,267,880 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,713 Sq Ft

      144 Arlington St, Winchester, MA 01890

      144 Arlington St, Winchester, MA 01890
    • 280 High St Unit 280, Winchester, MA 01890
      280 High St Unit 280, Winchester, MA 01890
      /2

      Est $2,180,321 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 4,930 Sq Ft

      280 High St Unit 280, Winchester, MA 01890

      280 High St Unit 280, Winchester, MA 01890
    • 3 Azalea Rd Unit 3, Winchester, MA 01890
      3 Azalea Rd Unit 3, Winchester, MA 01890
      /2

      Est $2,519,050 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,660 Sq Ft

      3 Azalea Rd Unit 3, Winchester, MA 01890

      3 Azalea Rd Unit 3, Winchester, MA 01890
    • 37 Lockeland Rd Unit 1, Winchester, MA 01890
      37 Lockeland Rd Unit 1, Winchester, MA 01890
      /2

      Est $1,361,480 Not Listed For Sale

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

      37 Lockeland Rd Unit 1, Winchester, MA 01890

      37 Lockeland Rd Unit 1, Winchester, MA 01890
    • 7 Ridge St, Winchester, MA 01890
      7 Ridge St, Winchester, MA 01890
      /2

      Est $1,438,072 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      7 Ridge St, Winchester, MA 01890

      7 Ridge St, Winchester, MA 01890
    • 50 Henry St Unit 1, Winchester, MA 01890
      50 Henry St Unit 1, Winchester, MA 01890
      /2

      Est $1,107,994 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,840 Sq Ft

      50 Henry St Unit 1, Winchester, MA 01890

      50 Henry St Unit 1, Winchester, MA 01890
    • 7 Berkshire Dr Unit 7, Winchester, MA 01890
      7 Berkshire Dr Unit 7, Winchester, MA 01890
      /2

      Est $2,019,244 Not Listed For Sale

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

      7 Berkshire Dr Unit 7, Winchester, MA 01890

      7 Berkshire Dr Unit 7, Winchester, MA 01890

Showing Results 641 - 680, Page 17 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