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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

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Registered offenders on the map

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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

3 beds New construction With a pool

4 Bedroom Homes in Winchester, IN

2 listings

4 Bedroom Homes in Winchester, IN

4 Bedroom Homes in Winchester, IN

2 Listings

4 Bedroom Homes in Winchester, IN

2 Listings

38Active
$359,900
4 bd · 3 ba · 2,428 sqft

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

531 Lissaaron Drive, Winchester, IN

Paul Faddis · Tarter Realty Auction and Appraisal Company

$34,900

4 bd · 2 ba · 2,484 sqft

227 S East Street, Winchester, IN

Brad Taflinger · The Taflinger Real Estate Group

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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.

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Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Listing data & MLS disclosures

Indiana Regional MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Indiana Regional MLS LLC®. IDX information is provided exclusively 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright © 2026 Indiana Regional MLS LLC®. All Rights Reserved.

Winchester, IN community profile

Population: 4,755
Median income: $62,961
Housing units: 2,204
People per sq. mi.: 38.8
Area: 122.6 sq. mi.

Source: HJN community data

Winchester housing market

August 2026 · This period is still settling

Selling at 97.8% of asking price

Buyers here are paying below asking. MLS · 14 sales · as of Aug 28, 2026

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

Median list price: $189,900
Homes for sale: 19
Median days on market: 12 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 22.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,612 sq. ft.