47 results

8 Stone Ave, Winchester, MA 01890

18 Middlesex St, Winchester, MA 01890

15 Lloyd Street, Winchester, MA 01890

25 Arlington St, Winchester, MA 01890

15 Foxcroft Rd, 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.

465 Washington Street, Winchester, MA 01890

7 Lakeview Terrace, Winchester, MA 01890

4 Churchill Road, Winchester, MA 01890

30 Surrey Rd, Winchester, MA 01890

110 Thornberry Road, Winchester, MA 01890

18 Surrey Road, Winchester, MA 01890

80 Nelson St, Winchester, MA 01890

39 Forest St, Winchester, MA 01890

39 Henry Street, Winchester, MA 01890

1 Overlook Way, Winchester, MA 01890

6 Aricia Ln, Winchester, MA 01890

14 Nassau Drive, Winchester, MA 01890

9 Albamont Road, Winchester, MA 01890

63 Wedgemere Avenue, Winchester, MA 01890

258 Cross St, Winchester, MA 01890

21 Amberwood Dr, Winchester, MA 01890

1 Town Way, Winchester, MA 01890

276 High Street, Winchester, MA 01890

53 Lake Street, Winchester, MA 01890

4 Dartmouth, Winchester, MA 01890

117 Highland, Winchester, MA 01890

54 Squire Road, Winchester, MA 01890

15 Vinson Circle, Winchester, MA 01890

1 Plymouth Rd., Winchester, MA 01890

85 High St, Winchester, MA 01890
As of October 22, 2026, there are 47 single-family homes for sale in Winchester, MA, with a median list price of $1,750,000. In July 2026, the median sale price for homes in Winchester, MA (all home types) was $1,775,000, up 38.7% from a year earlier.
As of October 22, 2026, there are 47 single-family homes for sale in Winchester, MA.
The median list price of single-family homes for sale in Winchester, MA is $1,750,000. Homes (all home types) that sold in July 2026 had a median sale price of $1,775,000, up 38.7% from a year earlier.
Homes (all home types) in Winchester, MA that sold in July 2026 had a median of 22 days on market. Single-family homes currently for sale show a median of about 26 days on market.
Donnelly + Co.
129 Newbury Street, Boston, MA, USA
(617) 501-0233
Boston, Brookline, Cambridge, Arlington, Needham, Newton, Waltham, Lexington, Wellesley, Medford, Dedham, Westwood, Natick 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.