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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

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

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

114 listings

Homes for Sale in 40391, KY

Homes for Sale in 40391, KY

24 of 114 Listings

Homes for Sale in 40391, KY

24 of 114 Listings

New50

Active

$249,900

3 bd · 1 ba · 1,250 sqft

215 Robyn Drive, Winchester, KY

Joshua Wood · Freedom Realty & Property Management

$225,000

4 bd · 2 ba · 1,400 sqft

522 Acadia Way, Winchester, KY

Tyler I Back · The Brokerage

$249,900

3 bd · 3 ba · 1,416 sqft

330 Vanover Way, Winchester, KY

Darrell Tackett · Dream Maker Realty, LLC

$244,000

3 bd · 2 ba · 1,692 sqft

54 Locust Drive, Winchester, KY

Natalie Avant · Berkshire Hathaway HomeServices Foster Realtors

$785,000

5 bd · 3 ba · 4,676 sqft

217 Wades Mill Road, Winchester, KY

Michelle R Blackburn · RE/MAX Creative, Winchester

$135,000

2 bd · 1 ba · 807 sqft

3208 Ford Hampton Road, Winchester, KY

Bob Sophiea · eXp Realty, LLC

$639,000

5 bd · 4 ba · 5,011 sqft

104 Teal Lane, Winchester, KY

Jenny B Ray · RE/MAX Elite Lexington

$275,000

2 bd · 1 ba · 1,231 sqft

682 Athens Boonesboro Road, Winchester, KY

Robin Owens · Kirkpatrick & Company

$1,400,000

4 bd · 4 ba · 5,613 sqft

1400 Craig Crossing, Winchester, KY

Ken Ritter · Coldwell Banker McMahan

$234,900

3 bd · 2 ba · 1,904 sqft

528 Estes Drive, Winchester, KY

Joshua Wood · Freedom Realty & Property Management

$289,900

4 bd · 2 ba · 1,752 sqft

198 Hilltop Drive, Winchester, KY

Stephanie Hacker · Kentucky Residential Real Estate, LLC

Price Reduced12Active

$258,000

4 bd · 2 ba · 1,996 sqft

59 Hillcrest Drive, Winchester, KY

Dylan Langdon · The Agency

$235,500

3 bd · 1 ba · 1,100 sqft

125 Kittison Drive, Winchester, KY

Kathryn M Cheuvront · Coldwell Banker McMahan

$359,900

3 bd · 2 ba · 2,269 sqft

15 Moundale Avenue, Winchester, KY

Joshua Wood · Freedom Realty & Property Management

$174,900

2 bd · 2 ba · 1,100 sqft

148 Hidden Grove Lane, Winchester, KY

Kathryn M Cheuvront · Coldwell Banker McMahan

$484,900

4 bd · 3 ba · 2,381 sqft

410 Fairholme Way, Winchester, KY

Morgan Withrow · The Brokerage

$365,900

3 bd · 2 ba · 1,558 sqft

204 Jett Drive, Winchester, KY

Mila J Ensor · Ensor Real Estate, LLC

$225,000

3 bd · 2 ba · 1,319 sqft

3 Nunnelly Court, Winchester, KY

Yasir Ahmed · Black Mountain Realty

$365,900

3 bd · 2 ba · 1,635 sqft

206 Jett Drive, Winchester, KY

Mila J Ensor · Ensor Real Estate, LLC

$489,000

4 bd · 4 ba · 3,584 sqft

1137 Lafayette Boulevard, Winchester, KY

Brittany Nester · RO&CO Real Estate

$175,000

3 bd · 1 ba · 1,173 sqft

24 Spring Street, Winchester, KY

Jason L Szaks · EXIT Town & Country Realtors

$279,500

3 bd · 3 ba · 1,963 sqft

304 Newcastle Lane, Winchester, KY

Craig R Bridgewater · Bridgewater Real Estate

$254,900

3 bd · 3 ba · 1,664 sqft

127 Bay Hill Drive, Winchester, KY

Joshua Wood · Freedom Realty & Property Management

$125,000

3 bd · 1 ba · 1,152 sqft

16 Denny Avenue, Winchester, KY

Robin Trimble · HomeFirst Real Estate

1 2…5

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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Listing data & MLS disclosures

Imagine MLS (Bluegrass REALTORS): The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. 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 IDX brokerage firms other than Realty.com, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright © 2026 Bluegrass REALTORS®. All Rights Reserved.

40391, KY Homes for Sale | Realty.com

Nearby areas

ZIP codes

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Cities

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Winchester (114)
Mt Sterling (64)
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