Search
142 listings in Winchester
Live MLS data, refreshed nightly. Click any listing for full details and to connect with a local INNOVATE agent in that market.
Winchester
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
Loading map…
Listings
$479,900
166 Keene Road
Winchester, 03470
3 bd·1.5 ba
70 days on market
Waterfront
Listed by Jamie Smith, BHG Masiello Keene
$445,000
71 Headlands Road
Winchester, 03470
3 bd·2 ba
47 days on market
Waterfront
Listed by Anna Schierioth, HKS Associates, Inc.
$425,000
253 Back Ashuelot Road
Winchester, 03470
1 bd
57 days on market
Waterfront
Listed by Susan A Doyle, BHG Masiello Keene
$400,000
000 Burt Hill Road
Winchester, 03455
27 days on market
Listed by Bob Barnard, Monadnock Realty Group LLC
$290,000
292 Richmond Road
Winchester, 03470
79 days on market
Listed by Jonathan L Bafundi, Realty One Group Next Level
$285,000
19 Back Ashuelot Road
Winchester, 03470
4 bd·2 ba
103 days on market
Listed by Julie Emerson, EXP Realty
$259,900
65 Mechanic Street
Winchester, 03470
44 days on market
Listed by Shirley Marcello, BHG Masiello Keene
$259,900
65 Mechanic Street
Winchester, 03470
3 bd·2 ba
19 days on market
Listed by Shirley Marcello, BHG Masiello Keene
$150,000
369 Manning Hill Road
Winchester, 03470
2 bd·1 ba
48 days on market
Listed by Dick Thackston, R.H. Thackston & Company
$135,000
20 Lake Shore Drive
Winchester, 03470
76 days on market
Listed by Lisa Stone, Keller Williams Realty Metro-Keene
$131,600
Map 6 Opportunity Drive
Winchester, 03470
128 days on market
Listed by Penelope A Seaver, Coldwell Banker Realty Nashua
$120,000
190 Ashuelot Street
Winchester, 03470
3 bd·1 ba
62 days on market
Listed by Laurie Mack, BHG Masiello Keene
$120,000
12 Wetherby Drive
Winchester, 03470
2 bd·2 ba
27 days on market
Listed by Peggy Winchester, ACORN REAL ESTATE GROUP LLC
$118,200
Map 6 Lot 15-0 Off Opportunity Drive
Winchester, 03470
128 days on market
Listed by Penelope A Seaver, Coldwell Banker Realty Nashua
$117,500
Map 6 Lot 15-8 Off Opportunity Drive
Winchester, 03470
128 days on market
Listed by Penelope A Seaver, Coldwell Banker Realty Nashua
$115,000
525 Richmond Road
Winchester, 03470
223 days on market
Waterfront
Listed by Bob Barnard, Monadnock Realty Group LLC
$109,500
Map 6 Lot 15-5 Off Opportunity Drive
Winchester, 03470
128 days on market
Listed by Penelope A Seaver, Coldwell Banker Realty Nashua
$99,900
5 Broad Brook Road
Winchester, 03441-2631
168 days on market
Listed by Stephanie M Leclair, H. G. Johnson Real Estate
$90,000
90 Old Swanzey Road
Winchester, 03470
112 days on market
Listed by Emily Lagerberg, R.H. Thackston & Company
$89,900
Map 6 Lot 15-1 Off Opportunity Drive
Winchester, 03470
1799 days on market
Listed by Penelope A Seaver, Coldwell Banker Realty Nashua
$51,500
0 Old Rixford Road
Winchester, 03441
133 days on market
Listed by Anna Schierioth, HKS Associates, Inc.
$10,000
0 Ashuelot Main Street
Winchester, 03470
994 days on market
Listed by Karissa Moore, K&G Realty Services, Inc.
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 07/24/26.