Owl's Nest Real Estate
Winchester

Communities

Winchester NH Real Estate & Homes for Sale

18 homes for sale in Winchester NH from $140,000 to $4M — single family homes and income properties

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18 homes for sale, straight from the MLS

18 homes for sale right now, straight from the MLS.

Homes for Sale in Winchester

18 homes for sale right now, straight from the MLS.

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PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended 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 11/02/26.

Search Homes in Winchester

Live From the MLS

Market Insights

Homes for Sale in Winchester: what is listed right now, from the live PrimeMLS feed — a snapshot of today's inventory, not a valuation.

18
Homes For Sale
$627,139
Average Price
$425,000
Median Price
$140,000 – $3,995,000
Price Range
60
Avg. Days On Marketactive listings, so far

Current inventory: Single Family Homes (14) · Income Properties (4)

Welcome to Winchester

Winchester is a 55-square-mile town in southern Cheshire County, drained by the Ashuelot River and bordered by Chesterfield, Swanzey, Richmond and Hinsdale, with Warwick and Northfield, Massachusetts, to the south. State Routes 10, 78 and 119 cross it. The town takes in the main Winchester village, the village of Ashuelot and part of Pisgah State Park, so Winchester NH real estate ranges from mill-era village streets to forested hills.

Living in Winchester, NH

The Ashuelot River and its tributary Mirey Brook run through Winchester, and the entire town lies in the Connecticut River watershed. In the northwest, Pisgah Reservoir and Kilburn Pond sit within the state park lands, while 1,424-foot Franklin Mountain, near the northeastern corner, is the highest point. Winchester has two covered bridges. Its economy has mixed farming with small industry: in the 1830s Graves and Company was among the first musical instrument makers in the country, and the Ashuelot Railroad, which arrived in 1850, brought textile mills and wooden-ware factories, especially box making and leather tanning. The town was first laid out in 1733 as Arlington, one of the Massachusetts border towns along the Connecticut River, and was incorporated as Winchester in 1753 by Governor Benning Wentworth.

At a Glance

Winchester New Hampshire at a Glance

County
Cheshire County
ZIP Codes
03470, 03441
School District
Winchester School District
2025 Tax Rate (NH DRA)
$19.67 per $1,000
Area Guide
New Hampshire

Winchester, NH Real Estate Statistics

Computed from the active residential listings in the MLS right now — a live snapshot, not a valuation.

18
Total Homes
2,615
Avg. Size In Sq. Ft.
100
Avg. Age In Years
60
Avg. Days On Market
$140,000
Minimum Price
$3,995,000
Maximum Price
$627,139
Average Price
$240
Avg. Price Per Sq. Ft.

Winchester Real Estate Trends

The Winchester real estate market currently counts 18 active listings. Asking prices currently span $140,000 to $3,995,000, with a median of $425,000. This page reads directly from the MLS, so the count and pricing here reflect what's actually for sale today rather than a stale snapshot.

Inventory by Property Type

  • Single Family Homes14(78%)
  • Income Properties4(22%)

Listings by Asking Price

  • Under $300K5(28%)
  • $300K–$500K7(39%)
  • $500K–$750K5(28%)
  • $1M+1(6%)

Listings by Bedrooms

  • 1 Bed1(6%)
  • 2 Beds1(6%)
  • 3 Beds7(39%)
  • 4 Beds4(22%)
  • 5+ Beds1(6%)

Winchester Real Estate FAQs

How many homes are for sale in Winchester?

There are 18 active MLS listings for homes in Winchester right now. Asking prices currently run from $140,000 to $3,995,000. This page reads the live feed, so the count changes as homes come on the market and go under contract.

What is the average price of homes in Winchester?

Active listings for homes in Winchester currently average $627,139 with a median asking price of $425,000. Averages move with the mix of homes on the market at any moment, so treat them as a snapshot rather than a valuation.

What types of properties are available in Winchester?

The homes for sale in Winchester right now break down as: single family homes (14), income properties (4). Use the filters on the listings on this page to narrow to the kind of property you want.

How long have homes in Winchester been on the market?

The active listings in Winchester have been on the market for an average of 60 days so far. Well-priced homes move faster than that average, so if you are watching this market it pays to see new listings the day they appear.

How can I see new homes in Winchester before anyone else?

Use the Get Alerts button at the top of this page — it saves exactly this search and emails you when a matching listing hits the MLS. Or contact our local team and tell us what you're looking for; we watch this market every day.

What is the Winchester NH ZIP code?

Winchester, NH is served by ZIP codes 03470, 03441. The town is in Cheshire County, New Hampshire.

What is the Winchester NH property tax rate?

Winchester's 2025 total property tax rate is $19.67 per $1,000 of assessed value (municipal, county, local and state education combined), per the New Hampshire Department of Revenue Administration. Village or water districts can add to it, and the bill depends on the assessed value, not the sale price.

Where is Winchester, NH?

Winchester is in southern Cheshire County on the Massachusetts line. Its neighbors are Chesterfield to the north, Swanzey to the northeast, Richmond to the east and Hinsdale to the west, with Warwick and Northfield, Massachusetts, to the south and southwest. NH Routes 10, 78 and 119 serve the town.

What villages are in Winchester, NH?

Winchester includes its main village, which the Census Bureau defines as the Winchester census-designated place, and the village of Ashuelot, named for the river that drains the town. Part of Pisgah State Park, with Pisgah Reservoir and Kilburn Pond, lies in the northwest corner of town.

Where can I find houses for sale in Winchester NH?

Houses for sale in Winchester NH are spread between the main village, the village of Ashuelot and the rural land along Routes 10, 78 and 119, out toward Franklin Mountain and the edge of Pisgah State Park. Homes for sale in Winchester NH that are listed now appear in the grid on this page.

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