Winchester, MA Homes & Real Estate for Sale

Page 4 of 8
153 listings
20 Elm Street, Winchester, MA 01890
Pending

$1,950,000

  • 6 bed |
  • 4 bath |
  • 3,901 sqft |
  • 0.28 acre lot
20 Elm Street Winchester, MA 01890

#73376080 - Compass

19 Sussex Rd, Winchester, MA 01890
Pending

$2,249,900

  • 4 bed |
  • 4 bath |
  • 4,023 sqft |
  • 0.35 acre lot
19 Sussex Rd Winchester, MA 01890

#73374158 - Coldwell Banker Realty - Lexington

18 Englewood Road, Winchester, MA 01890
Pending

$1,650,000

  • 5 bed |
  • 3 bath |
  • 2,597 sqft |
  • 5,227 sqft lot
18 Englewood Road Winchester, MA 01890

#73374060 - Berkshire Hathaway HomeServices Commonwealth Real Estate

18 Hemingway St.,, Winchester, MA 01890
Pending

$1,300,000

  • 5 bed |
  • 4 bath |
  • 2,137 sqft |
  • 2,614 sqft lot
18 Hemingway St., Winchester, MA 01890

#73374220 - Keller Williams Realty-Merrimack

703 Washington St, Winchester, MA 01890
Pending

$849,900

  • 2 bed |
  • 1 bath |
  • 1,528 sqft |
  • 0.36 acre lot
703 Washington St Winchester, MA 01890

#73375144 - Barrett, Chris. J., REALTORS

9 Thornberry Road, Winchester, MA 01890
Pending

$1,325,000

  • 4 bed |
  • 3 bath |
  • 2,496 sqft |
  • 0.38 acre lot
9 Thornberry Road Winchester, MA 01890

#73375278 - Better Homes and Gardens Real Estate - The Shanahan Group

17 Mason St, Winchester, MA 01890
Pending

$1,300,000

  • 3 bed |
  • 2 bath |
  • 1,629 sqft |
  • 10,019 sqft lot
17 Mason St Winchester, MA 01890

#73374660 - Better Homes and Gardens Real Estate - The Shanahan Group

571 Washington St, Winchester, MA 01890
Single-Family Home For Sale

$959,000

  • 3 bed |
  • 1 bath |
  • 1,425 sqft |
  • 7,405 sqft lot
571 Washington St Winchester, MA 01890

#73373872 - Keller Williams Realty

17 Irving Street 3, Winchester, MA 01890
Rental Available

$3,000 /mo

  • 3 bed |
  • 2 bath |
  • 1,300 sqft
17 Irving Street 3 Winchester, MA 01890

#73373950 - J. Mulkerin Realty

50 Johnson Road, Winchester, MA 01890
Pending

$1,699,000

  • 3 bed |
  • 4 bath |
  • 2,646 sqft |
  • 0.39 acre lot
50 Johnson Road Winchester, MA 01890

#73373998 - Better Homes and Gardens Real Estate - The Shanahan Group

27 Elm St, Winchester, MA 01890
Pending

$499,000

  • 2 bed |
  • 2 bath |
  • 1,007 sqft |
  • 1,742 sqft lot
27 Elm St Winchester, MA 01890

#73373673 - RE/MAX Executive Realty

40 Foxcroft Rd, Winchester, MA 01890
Single-Family Home For Sale

$3,999,000

  • 6 bed |
  • 5 bath |
  • 6,367 sqft |
  • 0.33 acre lot
40 Foxcroft Rd Winchester, MA 01890

#73373468 - Coldwell Banker Realty - Lexington

1 Saint Augustine Ct, Winchester, MA 01890
Pending

$1,999,000

  • 4 bed |
  • 4 bath |
  • 3,818 sqft |
  • 0.46 acre lot
1 Saint Augustine Ct Winchester, MA 01890

#73373421 - Advisors Living - Winchester

2 Stratton Drive 106, Woburn, MA 01801
Rental Available

$3,650 /mo

  • 2 bed |
  • 2 bath |
  • 1,444 sqft |
  • 10,019 sqft lot
2 Stratton Drive 106 Woburn, MA 01801

#73373351 - Compass

72 Holland 72, Winchester, MA 01890
Rental Available

$7,000 /mo

  • 4 bed |
  • 3 bath |
  • 2,800 sqft
72 Holland 72 Winchester, MA 01890

#73372800 - Phoenix Real Estate Partners, LLC

80 Arlington Street, Winchester, MA 01890
Single-Family Home For Sale

$3,475,000

  • 5 bed |
  • 4 bath |
  • 5,632 sqft |
  • 0.67 acre lot
80 Arlington Street Winchester, MA 01890

#73372872 - Better Homes and Gardens Real Estate - The Shanahan Group

72 Swanton Street Bays Rear, Winchester, MA 01890
Commercial Property

$1,750

  • 1 bath |
  • 0.41 acre lot
72 Swanton Street Bays Rear Winchester, MA 01890

#73372584 - RE/MAX Renaissance Inc.

54 Wedgemere Avenue, Winchester, MA 01890
Single-Family Home For Sale

$3,175,000

  • 6 bed |
  • 4 bath |
  • 5,238 sqft |
  • 0.39 acre lot
54 Wedgemere Avenue Winchester, MA 01890

#73371602 - Compass

63 Church Street 63, Winchester, MA 01890
Pending

$1,249,900

  • 4 bed |
  • 3 bath |
  • 3,157 sqft
63 Church Street 63 Winchester, MA 01890

#73371836 - Redfin Corp.

25 Wedgemere Ave, Winchester, MA 01890
Single-Family Home For Sale

$3,895,000

  • 7 bed |
  • 8 bath |
  • 7,587 sqft |
  • 0.34 acre lot
25 Wedgemere Ave Winchester, MA 01890

#73371665 - Prestige Homes Real Estate, LLC

Presented by James Burton - Marathon Real Estate LLC

Veterans United Homefront
IDX Disclaimer: The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. We may make use of information provided by users of this website - see our Terms of Use for more details on our privacy policy. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 Marathon Real Estate LLC and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.