Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Registered offenders on the map

Show registered offenders

Registered offenders on the map

Show registered offenders

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

Registered offenders on the map

Show registered offenders

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

2 Bedroom Homes in Winchester, NH

3 listings

2 Bedroom Homes in Winchester, NH

2 Bedroom Homes in Winchester, NH

3 Listings

2 Bedroom Homes in Winchester, NH

3 Listings

Price Reduced24Active

Your local brokerage

JW

John White

Realty.com

Lic. #65337

$220,000

2 bd · 1 ba · 1,424 sqft

886 Keene Road, Winchester, NH

Rosemarie D Ledogar · RD Ledogar Real Estate

Price Reduced36Active

$725,000

2 bd · 2 ba · 1,351 sqft

27 Headlands Road, Winchester, NH

Vincent Dolan · RE/MAX Town & Country

Price Reduced24Active

$350,000

2 bd · 1 ba · 937 sqft

49 Forest Lake Circle, Winchester, NH

Vincent Dolan · RE/MAX Town & Country

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.PrivacyTermsCalifornia Privacy RightsAccessibilityLicensing

Your local brokerage

JW

John White

Realty.com

Lic. #65337

Listing data & MLS disclosures

NEREN: Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web 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.

Winchester, NH community profile

Area: 77.5 sq. mi.

Source: HJN community data

Winchester housing market

September 2026 · This period is still settling

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $529,450
Homes for sale: 28

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size: 1,577 sq. ft.