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142 listings in Winchester
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Winchester
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Listings
$1,110,000
63-65 Harvard Street, Winchester MA 01890
Winchester, 01890
5 bd·3 ba·2,186 sqft
165 days on market
Listed by Beth Sager Group
$3,149,000
8 Priscilla Ln, Winchester MA 01890
Winchester, 01890
5 bd·5.5 ba·6,500 sqft
168 days on market
Listed by The Pezzano Group
$1,099,000
129 Washington St # 129, Winchester MA 01890
Winchester, 01890
3 bd·3.5 ba·2,420 sqft
168 days on market
Listed by The Mary Scimemi Team
$2,100,000
6 Ivy Circle, Winchester MA 01890
Winchester, 01890
6 bd·4 ba·3,403 sqft
174 days on market
Listed by Post Advisory Group
$1,150,000
955 Main St # 305, Winchester MA 01890
Winchester, 01890
2,054 sqft
177 days on market
Listed by Zuby Singh
$2,099,000
16 & 16A Glenwood Ave, Winchester MA 01890
Winchester, 01890
6 bd·4.5 ba·6,900 sqft
180 days on market
Listed by Kim Covino & Co. Team
$3,179,000
37 Mayflower Road, Winchester MA 01890
Winchester, 01890
7 bd·7.5 ba·8,540 sqft
188 days on market
Pool
Listed by Kim Covino & Co. Team
$2,750,000
14 Nassau Drive, Winchester MA 01890
Winchester, 01890
6 bd·6 ba·6,968 sqft
190 days on market
Listed by Weidong Li
$349,900
200 Swanton St # 717, Winchester MA 01890
Winchester, 01890
1 bd·1 ba·613 sqft
190 days on market
Listed by Cameron Moniz
$3,299,000
1 Plymouth Rd, Winchester MA 01890
Winchester, 01890
7 bd·7.5 ba·7,226 sqft
196 days on market
Listed by The Sarkis Team
$950,000
83 Church Street # 15, Winchester MA 01890
Winchester, 01890
2 bd·1.5 ba·1,365 sqft
196 days on market
Listed by Paula R. Sughrue
$929,900
380 Cross Street, Winchester MA 01890
Winchester, 01890
4 bd·2 ba·1,938 sqft
196 days on market
Listed by Rajive Dogra
$450,000
200 Swanton Street # T35, Winchester MA 01890
Winchester, 01890
2 bd·1 ba·810 sqft
197 days on market
Listed by Nuri Tirana
$2,195,000
276 High Street, Winchester MA 01890
Winchester, 01890
5 bd·3.5 ba·5,006 sqft
198 days on market
Listed by Kim Covino & Co. Team
$3,200,000
9 Albamont Road, Winchester MA 01890
Winchester, 01890
6 bd·5.5 ba·6,100 sqft
231 days on market
Listed by Kim Covino & Co. Team
$400,000
63 Shore Road # 14, Winchester MA 01890
Winchester, 01890
621 sqft
272 days on market
Listed by Aldo Masciave
$1,799,000
1 Town Way, Winchester MA 01890
Winchester, 01890
3 bd·3.5 ba·3,010 sqft
287 days on market
Listed by Vita Realty Group
$3,995,000
398 Scofield Mountain Road
Winchester, 03470
4 bd·1.5 ba
100 days on market
Listed by Susanna Corriveau, Coldwell Banker Realty Bedford NH
$2,100,000
00 Route 10
Winchester, 03470
190 days on market
Listed by Stephen Gauthier, LandVest, Inc./New Hampshire
$715,000
27 Headlands Road
Winchester, 03470
2 bd·1.5 ba
428 days on market
Waterfront
Listed by Vincent Dolan, RE/MAX Town & Country
$698,000
39 Headlands Road
Winchester, 03470
3 bd·1 ba
98 days on market
Waterfront
Listed by Nancy S Panza, BHG Masiello Keene
$650,000
295 Manning Hill Road
Winchester, 03470
3 bd·2 ba
89 days on market
Listed by Paul Rodenhauser, BHG Masiello Keene
$629,000
581 Keene Road
Winchester, 03470
61 days on market
Listed by George Hansel, H. G. Johnson Real Estate
$599,000
484 Scofield Mountain Road
Winchester, 03470
3 bd·1 ba
21 days on market
Listed by Emily Lagerberg, R.H. Thackston & Company
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/20/26.
Listing data provided by MLS Property Information Network via Trestle/CoreLogic. Last sample-row update: September 20, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.