Winchester, MA Homes & Real Estate for Sale

Page 5 of 7
127 listings
666 Main St 206, Winchester, MA 01890
Pending

$709,999

  • 2 bed |
  • 2 bath |
  • 1,170 sqft
666 Main St 206 Winchester, MA 01890

#73380836 - Berkshire Hathaway HomeServices Warren Residential

37 Rumford St 37, Winchester, MA 01890
Pending

$6,800 /mo

  • 4 bed |
  • 4 bath |
  • 2,500 sqft |
  • 2.3 acre lot
37 Rumford St 37 Winchester, MA 01890

#73380452 - Coldwell Banker Realty - Lexington

17 Wagon Wheel Road, Winchester, MA 01890
Single-Family Home For Sale

$2,349,900

  • 5 bed |
  • 5 bath |
  • 3,940 sqft |
  • 0.59 acre lot
17 Wagon Wheel Road Winchester, MA 01890

#73380423 - Dreamega International Realty LLC

42 Spruce 42, Winchester, MA 01890
Pending

$5,200 /mo

  • 4 bed |
  • 3 bath |
  • 2,200 sqft |
  • 10,019 sqft lot
42 Spruce 42 Winchester, MA 01890

#73379954 - Archambault Real Estate

200 Swanton St 205, Winchester, MA 01890
Pending

$2,700 /mo

  • 2 bed |
  • 1 bath |
  • 822 sqft |
  • 10,019 sqft lot
200 Swanton St 205 Winchester, MA 01890

#73378103 - WW Real Estate LLC

12 Olde Lyme Rd, Winchester, MA 01890
Pending

$2,400,000

  • 5 bed |
  • 5 bath |
  • 4,215 sqft |
  • 0.42 acre lot
12 Olde Lyme Rd Winchester, MA 01890

#73377775 - Engel & Volkers, South Shore

20 Amberwood Dr 0, Winchester, MA 01890
Rental Available

$15,000 /mo

  • 6 bed |
  • 7 bath |
  • 8,866 sqft |
  • 0.53 acre lot
20 Amberwood Dr 0 Winchester, MA 01890

#73377472 - Keller Williams Realty

20 Amberwood Dr, Winchester, MA 01890
Rental Available

$15,000 /mo

  • 6 bed |
  • 7 bath |
  • 8,866 sqft |
  • 0.53 acre lot
20 Amberwood Dr Winchester, MA 01890

#73376883 - Keller Williams Realty

44 Cabot Street, Winchester, MA 01890
Single-Family Home For Sale

$3,249,000

  • 6 bed |
  • 7 bath |
  • 6,028 sqft |
  • 10,454 sqft lot
44 Cabot Street Winchester, MA 01890

#73376266 - Keller Williams Realty Boston Northwest

22 Grove Place 4, Winchester, MA 01890
Pending

$859,000

  • 2 bed |
  • 1 bath |
  • 1,123 sqft
22 Grove Place 4 Winchester, MA 01890

#73376518 - Compass

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

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

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

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 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

72 Swanton Street Bays Rear, Winchester, MA 01890
Pending

$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

$2,975,000

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

#73371602 - Compass

25 Wedgemere Ave, Winchester, MA 01890
Pending

$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

34 Swan Road, Winchester, MA 01890
Pending

$2,600,000

  • 4 bed |
  • 4 bath |
  • 4,704 sqft |
  • 0.98 acre lot
34 Swan Road Winchester, MA 01890

#73370908 - Classified Realty Group

147 Highland Ave, Winchester, MA 01890
Single-Family Home For Sale

$1,299,000

  • 3 bed |
  • 2 bath |
  • 1,884 sqft |
  • 0.25 acre lot
147 Highland Ave Winchester, MA 01890

#73366046 - Compass

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.