66 results

1 Overlook Way, Winchester, MA 01890

67-69 Hemingway St, Winchester, MA 01890

16-18 Russell Rd, Winchester, MA 01890

9 Plymouth Rd, Winchester, MA 01890

666 Main Street #211, Winchester, MA 01890
Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

28 Olive St, Winchester, MA 01890

5 Forest Cir, Winchester, MA 01890

67-69 Hemingway St, Winchester, MA 01890

24 Richardson St, Winchester, MA 01890

39 Henry Street, Winchester, MA 01890

18 Middlesex St, Winchester, MA 01890

21 Amberwood Dr, Winchester, MA 01890

465 Washington Street, Winchester, MA 01890

247 Washington St #11, Winchester, MA 01890

15 Foxcroft Rd, Winchester, MA 01890

465 Washington Street #465, Winchester, MA 01890

50 Middlesex Street #50, Winchester, MA 01890

419-421 Washington St, Winchester, MA 01890

7 Lakeview Terrace, Winchester, MA 01890

9 Albamont Road, Winchester, MA 01890

25 Arlington St, Winchester, MA 01890

18 Surrey Road, Winchester, MA 01890

53 Lake Street, Winchester, MA 01890

8 Stone Ave, Winchester, MA 01890

15 Lloyd Street, Winchester, MA 01890

7 Wainwright Road #113, Winchester, MA 01890

4 Churchill Road, Winchester, MA 01890

30 Surrey Rd, Winchester, MA 01890

110 Thornberry Road, Winchester, MA 01890

80 Nelson St, Winchester, MA 01890
As of October 28, 2026, there are 66 homes for sale in Winchester, MA, with a median list price of $1,424,500. In July 2026, the median sale price for homes in Winchester, MA was $1,775,000, up 38.7% from a year earlier.
As of October 28, 2026, there are 66 homes for sale in Winchester, MA, including 47 single-family homes, 13 condos and 4 multi-family homes.
The median list price of homes for sale in Winchester, MA is $1,424,500. Homes that sold in July 2026 had a median sale price of $1,775,000, up 38.7% from a year earlier.
Homes in Winchester, MA that sold in July 2026 had a median of 22 days on market. Homes currently for sale show a median of about 29 days on market.
The homes for sale in Winchester, MA include 47 single-family homes, 13 condos and 4 multi-family homes.
Gibson Sotheby's International Realty
526B Boston Post Road, Sudbury, MA, 01776
(207) 939-1067
License #9630186-RE-S
Concord, Carlisle, Lexington, Newton, Wellesley, Weston, Somerville, Belmont, Cambridge, Bedford, Lincoln, Arlington, Sudbury and many more.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.