Winchester, NH Real Estate & Homes For Sale

25 homes

Real Estate & Homes For Sale Near Winchester, NH

We found 30 more homes matching your filters just outside Winchester

Winchester, NH Real Estate Trends

Learn about the Winchester, NH housing market through trends and averages.

Affordability of Living in Winchester, NH

The median home value is $306,902
MonthMedian home value
August 2025$302k
September 2025$303k
October 2025$303k
November 2025$304k
December 2025$305k
January 2026$305k
February 2026$305k
March 2026$304k
April 2026$304k
May 2026$305k
June 2026$306k
July 2026$307k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Winchester, NH, by Home Size

Currently, there are 3 new listings in Winchester, NH and 25 homes for sale.
Home SizeHome Value*
2 bedrooms (3 homes)$283,040
3 bedrooms (10 homes)$313,079
4 bedrooms (1 home)$347,765
*Home value over the past month

What Locals Say about Winchester

  • Flynnstrucking
    "there is Plenty of open space to walk your dog without having to worry about picking up after it. you can have your own private trails right out your back door"
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  • Angelica M.
    "Dope heads. Idk it’s not the best or worst place to live. It’s far away from society and school sucks"
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  • unknown
    "Boring. Druggies, condemned, abandon, no activity, lots of kid parks, school, noises, fast cars, no laws, rude people"
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  • Jeannette D.
    "Compared to other outlying Cheshire County towns, Winchester, NH gets the highest mark for in-town amenities. Winchester, NH has its own locally owned grocery store, hardware store, pharmacy, clinic, bank and more! Additionally, the natural amenities are outstanding and include, Forest Lake, Ashuelot River, 14,000 acre Pisgah State Park, Rails to Trails. In Winchester, NH, you get the best of both worlds - rural living with close by amenities. AND you can get there from here! 15 minutes to I91 in Berndarston, MA, 20 minutes to Keene, NH, Greenfield, MA or Brattleboro, VT."
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-08-23 14:46:53 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.