Winchester, KY Homes & Real Estate for Sale

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189 listings
330 Spencer Lane, Winchester, KY 40391
Single-Family Home For Sale

$899,000

  • 3 bed |
  • 3 bath |
  • 2,200 sqft |
  • 3.05 acre lot
330 Spencer Lane Winchester, KY 40391

#26013217 - Red River Gorge Real Estate

200 Old Log Lick Road, Winchester, KY 40391
Single-Family Home For Sale

$919,000

  • 3 bed |
  • 2 bath |
  • 4,019 sqft |
  • 14.38 acre lot
200 Old Log Lick Road Winchester, KY 40391

#26013036 - RE/MAX Creative, Winchester

13 Long Avenue, Winchester, KY 40391
Single-Family Home For Sale

$235,000

  • 3 bed |
  • 2 bath |
  • 1,297 sqft |
13 Long Avenue Winchester, KY 40391

#26013004 - Coldwell Banker McMahan

105 Monet Boulevard, Winchester, KY 40391
Single-Family Home For Sale

$464,000

  • 4 bed |
  • 3 bath |
  • 3,296 sqft |
  • 0.25 acre lot
105 Monet Boulevard Winchester, KY 40391

#26013041 - eXp Realty, LLC

23 Windridge Drive, Winchester, KY 40391
Single-Family Home For Sale

$339,900

  • 3 bed |
  • 2 bath |
  • 1,858 sqft |
  • 0.47 acre lot
23 Windridge Drive Winchester, KY 40391

#26013010 - The Agency

563 Constitution Drive, Winchester, KY 40391
Single-Family Home For Sale

$99,500

  • 2 bed |
  • 2 bath |
  • 924 sqft |
563 Constitution Drive Winchester, KY 40391

#26012893 - Kentucky Residential Real Estate, LLC

119 Sunset Heights, Winchester, KY 40391
Single-Family Home For Sale

$265,000

  • 3 bed |
  • 1 bath |
  • 1,324 sqft |
119 Sunset Heights Winchester, KY 40391

#26012905 - Ensor Real Estate, LLC

178 Hawthorne Drive, Winchester, KY 40391
Pending

$390,000

  • 3 bed |
  • 3 bath |
  • 2,156 sqft |
  • 0.27 acre lot
178 Hawthorne Drive Winchester, KY 40391

#26012931 - Waizenhofer Real Estate

4100 Crowe Ridge Road, Winchester, KY 40391
Pending

$320,000

  • 3 bed |
  • 3 bath |
  • 2,100 sqft |
  • 5 acre lot
4100 Crowe Ridge Road Winchester, KY 40391

#26012816 - Rector Hayden Realtors

310 W Hickman Street, Winchester, KY 40391
Pending

$109,900

  • 4 bed |
  • 3 bath |
  • 1,391 sqft |
310 W Hickman Street Winchester, KY 40391

#26012783 - Green Team Real Estate Service

305 Abbeywood Drive, Winchester, KY 40391
Pending

$315,000

  • 3 bed |
  • 3 bath |
  • 1,899 sqft |
305 Abbeywood Drive Winchester, KY 40391

#26012645 - Firefly Realty & Investments

20 Jackson Street, Winchester, KY 40391
Single-Family Home For Sale

$275,000

  • 3 bed |
  • 2 bath |
  • 1,650 sqft |
20 Jackson Street Winchester, KY 40391

#26012820 - Keller Williams Legacy Group

162 French Avenue, Winchester, KY 40391
Single-Family Home For Sale

$273,900

  • 4 bed |
  • 1 bath |
  • 2,327 sqft |
162 French Avenue Winchester, KY 40391

#26012319 - HomeLand Real Estate Inc - Mt Sterling

410 W Lexington Avenue, Winchester, KY 40391
Single-Family Home For Sale

$339,900

  • 5 bed |
  • 4 bath |
  • 4,456 sqft |
  • 0.52 acre lot
410 W Lexington Avenue Winchester, KY 40391

#26012369 - Bluegrass Home Group

528 Estes Drive, Winchester, KY 40391
Pending

$234,900

  • 3 bed |
  • 2 bath |
  • 1,904 sqft |
528 Estes Drive Winchester, KY 40391

#26012351 - Freedom Realty & Property Management

3359 Trapp-Goffs Corner Road, Winchester, KY 40391
Single-Family Home For Sale

$360,000

  • 1 bed |
  • 2 bath |
  • 2,179 sqft |
  • 2.5 acre lot
3359 Trapp-Goffs Corner Road Winchester, KY 40391

#26012322 - RE/MAX Creative Realty

6356 Van Meter Road, Winchester, KY 40391
Single-Family Home For Sale

$795,000

  • 3 bed |
  • 3 bath |
  • 3,336 sqft |
  • 13.74 acre lot
6356 Van Meter Road Winchester, KY 40391

#26012252 - Freedom Realty & Property Management

12 Pocahontas Trail, Winchester, KY 40391
Pending

$249,900

  • 3 bed |
  • 2 bath |
  • 1,064 sqft |
12 Pocahontas Trail Winchester, KY 40391

#26012275 - Keller Williams Bluegrass Realty

3622 Stamper Drive, Winchester, KY 40391
Pending

$299,900

  • 3 bed |
  • 3 bath |
  • 2,821 sqft |
  • 0.26 acre lot
3622 Stamper Drive Winchester, KY 40391

#26012206 - Freedom Realty & Property Management

217 Short Street, Winchester, KY 40391
Pending

$229,900

  • 3 bed |
  • 1 bath |
  • 1,042 sqft |
217 Short Street Winchester, KY 40391

#26012199 - Freedom Realty & Property Management

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IDX The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than this broker, 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. All properties are subject to prior sale, change or withdrawal. Listing(s) 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. © 2026 LBAR Multiple Listing Service. All rights reserved. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

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