Winchester, KY Homes & Real Estate for Sale

Page 2 of 10
194 listings
502 W Lexington Avenue, Winchester, KY 40391
Triplex For Sale

$360,000

  • 4 bed |
  • 5 bath |
  • 4,798 sqft |
502 W Lexington Avenue Winchester, KY 40391

#26010324 - Kentucky Residential Real Estate, LLC

27 Hampton Avenue, Winchester, KY 40391
Single-Family Home For Sale

$359,900

  • 3 bed |
  • 2 bath |
  • 2,835 sqft |
  • 0.34 acre lot
27 Hampton Avenue Winchester, KY 40391

#26010286 - Keller Williams Commonwealth

205 Providence Lane, Winchester, KY 40391
Single-Family Home For Sale

$269,900

  • 3 bed |
  • 1 bath |
  • 1,644 sqft |
  • 5.05 acre lot
205 Providence Lane Winchester, KY 40391

#26010776 - Keller Williams Commonwealth

108 Bella Shae Way, Winchester, KY 40391
Single-Family Home For Sale

$569,900

  • 3 bed |
  • 2 bath |
  • 2,280 sqft |
  • 0.31 acre lot
108 Bella Shae Way Winchester, KY 40391

#26010352 - RE/MAX Elite Lexington

265 Cunningham Lane, Winchester, KY 40391
Single-Family Home For Sale

$200,000

  • 3 bed |
  • 2 bath |
  • 1,140 sqft |
  • 1.43 acre lot
265 Cunningham Lane Winchester, KY 40391

#26010094 - Berkshire Hathaway HomeServices Foster Realtors

403 Pueblo Court, Winchester, KY 40391
Pending

$274,900

  • 3 bed |
  • 2 bath |
  • 1,311 sqft |
403 Pueblo Court Winchester, KY 40391

#26010021 - Freedom Realty & Property Management

221 W Hickman Street, Winchester, KY 40391
Single-Family Home For Sale

$349,500

  • 4 bed |
  • 3 bath |
  • 2,800 sqft |
221 W Hickman Street Winchester, KY 40391

#26010006 - Keller Williams Bluegrass Realty

18 Casa Landa Way, Winchester, KY 40391
Pending

$395,000

  • 3 bed |
  • 2 bath |
  • 1,883 sqft |
  • 0.68 acre lot
18 Casa Landa Way Winchester, KY 40391

#26011118 - Freedom Realty & Property Management

405 Tremont Lane, Winchester, KY 40391
Pending

$349,000

  • 4 bed |
  • 3 bath |
  • 2,274 sqft |
405 Tremont Lane Winchester, KY 40391

#26010040 - Guide Realty, Inc.

407 Pueblo Court, Winchester, KY 40391
Pending

$240,000

  • 3 bed |
  • 2 bath |
  • 1,244 sqft |
407 Pueblo Court Winchester, KY 40391

#26010046 - Keller Williams Legacy Group

38 N Burns Avenue, Winchester, KY 40391
Single-Family Home For Sale

$350,000

  • 4 bed |
  • 3 bath |
  • 2,310 sqft |
38 N Burns Avenue Winchester, KY 40391

#26009835 - RE/MAX Creative Realty

2247 Muddy Creek Road, Winchester, KY 40391
Pending

$89,000

  • 3 bed |
  • 1 bath |
  • 1,145 sqft |
  • 1.37 acre lot
2247 Muddy Creek Road Winchester, KY 40391

#26009782 - Hunter Real Estate

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

$299,900

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

#26009734 - HomeLand Real Estate Inc - Mt Sterling

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

$849,900

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

#26009555 - Freedom Realty & Property Management

17 Holiday Road, Winchester, KY 40391
Pending

$259,900

  • 3 bed |
  • 2 bath |
  • 1,161 sqft |
17 Holiday Road Winchester, KY 40391

#26009671 - Freedom Realty & Property Management

4664 Lexington Road, Winchester, KY 40391
Single-Family Home For Sale

$2,750,000

  • 8 bed |
  • 8 bath |
  • 13,433 sqft |
  • 35 acre lot
4664 Lexington Road Winchester, KY 40391

#26009631 - Block + Lot Real Estate

20 Edgewood Drive, Winchester, KY 40391
Single-Family Home For Sale

$427,000

  • 3 bed |
  • 3 bath |
  • 2,288 sqft |
  • 0.47 acre lot
20 Edgewood Drive Winchester, KY 40391

#26009517 - Marshall Lane Real Estate - Lexington

22 Magnolia Street, Winchester, KY 40391
Single-Family Home For Sale

$162,900

  • 2 bed |
  • 1 bath |
  • 842 sqft |
22 Magnolia Street Winchester, KY 40391

#26009730 - RE/MAX Creative Realty

164 Buckingham Lane, Winchester, KY 40391
Pending

$270,000

  • 3 bed |
  • 2 bath |
  • 1,190 sqft |
164 Buckingham Lane Winchester, KY 40391

#26009383 - Rector Hayden Realtors

935 Stoner-Ephesus Road, Winchester, KY 40391
Single-Family Home For Sale

$525,000

  • 3 bed |
  • 2 bath |
  • 2,563 sqft |
  • 5.28 acre lot
935 Stoner-Ephesus Road Winchester, KY 40391

#26009385 - Threshold Real Estate Services

Presented by Roger Browning - Veterans United Realty

Veterans United Homefront
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.

For questions call 1-833-252-8030

Copyright © 2026 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent