Winchester, KY Homes & Real Estate for Sale

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189 listings
187 Hawthorne Drive, Winchester, KY 40391New listing icon New - 3 days ago
Pending

$420,000

  • 3 bed |
  • 2 bath |
  • 2,027 sqft |
  • 0.32 acre lot
187 Hawthorne Drive Winchester, KY 40391

#26015824 - Keller Williams Commonwealth

411 Boone Avenue, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$349,000

  • 4 bed |
  • 3 bath |
  • 3,405 sqft |
  • 0.43 acre lot
411 Boone Avenue Winchester, KY 40391

#26015962 - Indigo & Co

221 S Highland Street, Winchester, KY 40391New listing icon New - 3 days ago
Triplex For Sale

$239,000

  • 5 bed |
  • 3 bath |
  • 3,007 sqft |
221 S Highland Street Winchester, KY 40391

#26015897 - Marshall Lane Real Estate - Lexington

No photos available for 13 Bel Air Drive, Winchester, KY 40391
Single-Family Home For Sale

$339,000

  • 3 bed |
  • 3 bath |
  • 2,068 sqft |
  • 0.34 acre lot
13 Bel Air Drive Winchester, KY 40391

#26016008 - Keller Williams Legacy Group

107 Hibiscus Lane, Winchester, KY 40391
Single-Family Home For Sale

$419,500

  • 4 bed |
  • 3 bath |
  • 1,978 sqft |
107 Hibiscus Lane Winchester, KY 40391

#26015608 - Keller Williams Commonwealth

209 Connie Lane, Winchester, KY 40391
Single-Family Home For Sale

$315,000

  • 4 bed |
  • 3 bath |
  • 1,840 sqft |
  • 0.28 acre lot
209 Connie Lane Winchester, KY 40391

#26015653 - Ensor Real Estate, LLC

2509 Mount Sterling Road, Winchester, KY 40391
Single-Family Home For Sale

$749,900

  • 4 bed |
  • 4 bath |
  • 4,346 sqft |
  • 10.17 acre lot
2509 Mount Sterling Road Winchester, KY 40391

#26015372 - KB Realty Group

304 Newcastle Lane, Winchester, KY 40391
Single-Family Home For Sale

$275,000

  • 3 bed |
  • 3 bath |
  • 1,787 sqft |
304 Newcastle Lane Winchester, KY 40391

#26015267 - Bridgewater Real Estate

608 Colby Road, Winchester, KY 40391
Single-Family Home For Sale

$414,800

  • 3 bed |
  • 3 bath |
  • 1,803 sqft |
  • 0.55 acre lot
608 Colby Road Winchester, KY 40391

#26015128 - RE/MAX Creative Realty

1661 Waterworks Road, Winchester, KY 40391
Pending

$429,000

  • 4 bed |
  • 3 bath |
  • 2,793 sqft |
  • 5.01 acre lot
1661 Waterworks Road Winchester, KY 40391

#26015130 - RE/MAX Creative, Winchester

119 Gibson Way, Winchester, KY 40391
Single-Family Home For Sale

$355,000

  • 4 bed |
  • 3 bath |
  • 2,325 sqft |
119 Gibson Way Winchester, KY 40391

#26014834 - Ensor Real Estate, LLC

6888 Bybee Road, Winchester, KY 40391
Ranch Property For Sale

$350,000

  • 1 bed |
  • 1 bath |
  • 800 sqft |
  • 5 acre lot
6888 Bybee Road Winchester, KY 40391

#26014823 - United Real Estate Bluegrass

872 Stratton Lane, Winchester, KY 40391
Single-Family Home For Sale

$310,000

  • 4 bed |
  • 2 bath |
  • 2,285 sqft |
872 Stratton Lane Winchester, KY 40391

#26014681 - Coldwell Banker McMahan

220 E Washington Street, Winchester, KY 40391
Single-Family Home For Sale

$155,000

  • 3 bed |
  • 1 bath |
  • 1,097 sqft |
  • 0.8 acre lot
220 E Washington Street Winchester, KY 40391

#26014553 - Ensor Real Estate, LLC

122 Spruce Court, Winchester, KY 40391
Single-Family Home For Sale

$230,000

  • 3 bed |
  • 2 bath |
  • 1,210 sqft |
122 Spruce Court Winchester, KY 40391

#26014330 - HomeFirst Real Estate

25 Oliver Street, Winchester, KY 40391
Single-Family Home For Sale

$125,000

  • 3 bed |
  • 1 bath |
  • 900 sqft |
25 Oliver Street Winchester, KY 40391

#26014899 - Keller Williams Bluegrass Realty

8 Monroe Avenue, Winchester, KY 40391
Single-Family Home For Sale

$329,900

  • 3 bed |
  • 2 bath |
  • 1,444 sqft |
8 Monroe Avenue Winchester, KY 40391

#26014053 - Freedom Realty & Property Management

19 Fontaine Boulevard, Winchester, KY 40391
Single-Family Home For Sale

$420,000

  • 3 bed |
  • 3 bath |
  • 2,235 sqft |
  • 0.37 acre lot
19 Fontaine Boulevard Winchester, KY 40391

#26014243 - Coldwell Banker McMahan

110 Buckingham Lane, Winchester, KY 40391
Pending

$289,000

  • 3 bed |
  • 2 bath |
  • 1,240 sqft |
110 Buckingham Lane Winchester, KY 40391

#26014133 - United Real Estate Bluegrass

214 S Burns Avenue, Winchester, KY 40391
Single-Family Home For Sale

$289,000

  • 4 bed |
  • 2 bath |
  • 2,170 sqft |
214 S Burns Avenue Winchester, KY 40391

#26014099 - eXp Realty LLC

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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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