Winchester, KY Homes & Real Estate for Sale

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189 listings
120 Windsor Drive, Winchester, KY 40391 👀 Must-See
Single-Family Home For Sale

$235,000

  • 4 bed |
  • 1 bath |
  • 1,609 sqft |
120 Windsor Drive Winchester, KY 40391

#26013563 - Keller Williams Commonwealth

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

$329,900

  • 3 bed |
  • 3 bath |
  • 1,904 sqft |
335 Newcastle Lane Winchester, KY 40391

#26014026 - Freedom Realty & Property Management

312 Buffalo Trace, Winchester, KY 40391
Pending

$249,900

  • 3 bed |
  • 2 bath |
  • 1,284 sqft |
  • 0.41 acre lot
312 Buffalo Trace Winchester, KY 40391

#26014058 - The Agency

136 Sturbridge Lane, Winchester, KY 40391
Single-Family Home For Sale

$279,900

  • 3 bed |
  • 3 bath |
  • 1,604 sqft |
136 Sturbridge Lane Winchester, KY 40391

#26015181 - Kentucky Land and Home

65 Fitch Avenue, Winchester, KY 40391
Single-Family Home For Sale

$152,500

  • 3 bed |
  • 2 bath |
  • 1,680 sqft |
65 Fitch Avenue Winchester, KY 40391

#26013935 - Ensor Real Estate, LLC

309 Gallahadion Court, Winchester, KY 40391
Single-Family Home For Sale

$385,000

  • 3 bed |
  • 3 bath |
  • 1,945 sqft |
309 Gallahadion Court Winchester, KY 40391

#26013780 - RE/MAX Creative, Winchester

665 Lillies Ferry Road, Winchester, KY 40391
Ranch Property For Sale

$545,000

  • 91.28 acre lot
665 Lillies Ferry Road Winchester, KY 40391

#26014623 - Taylor Real Estate, LLC

371 E Washington Street, Winchester, KY 40391
Pending

$180,000

  • 3 bed |
  • 1 bath |
  • 1,198 sqft |
371 E Washington Street Winchester, KY 40391

#26013772 - The Agency

1200 Craig Crossing, Winchester, KY 40391
Single-Family Home For Sale

$1,349,000

  • 4 bed |
  • 5 bath |
  • 3,350 sqft |
  • 2.5 acre lot
1200 Craig Crossing Winchester, KY 40391

#26013734 - The Agency

221 W Hickman Street, Winchester, KY 40391
Pending

$349,500

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

#26013573 - Keller Williams Bluegrass Realty

17 Holiday Road, Winchester, KY 40391
Pending

$249,900

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

#26013480 - Freedom Realty & Property Management

2 Western Avenue, Winchester, KY 40391
Single-Family Home For Sale

$229,500

  • 2 bed |
  • 1 bath |
  • 1,454 sqft |
2 Western Avenue Winchester, KY 40391

#26013551 - Woods Realty Group

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

$345,000

  • 3 bed |
  • 3 bath |
  • 2,266 sqft |
107 Gibson Way Winchester, KY 40391

#26013361 - Stewart & Co Realty LLC

600 Boone Avenue, Winchester, KY 40391
Single-Family Home For Sale

$545,900

  • 4 bed |
  • 5 bath |
  • 4,173 sqft |
  • 0.9 acre lot
600 Boone Avenue Winchester, KY 40391

#26013378 - The Agency

377 Crescent Avenue, Winchester, KY 40391
Single-Family Home For Sale

$249,500

  • 3 bed |
  • 2 bath |
  • 1,533 sqft |
377 Crescent Avenue Winchester, KY 40391

#26013350 - Joyce Marcum Realty

30 Virginia Avenue, Winchester, KY 40391
Single-Family Home For Sale

$239,000

  • 3 bed |
  • 1 bath |
  • 1,050 sqft |
30 Virginia Avenue Winchester, KY 40391

#26013434 - WEICHERT REALTORS - ABG Properties

182 Chardonnay Court, Winchester, KY 40392
Pending

$499,000

  • 5 bed |
  • 3 bath |
  • 3,097 sqft |
  • 0.67 acre lot
182 Chardonnay Court Winchester, KY 40392

#26013305 - Coldwell Banker McMahan

955 Right Angle Road, Winchester, KY 40391
Single-Family Home For Sale

$274,900

  • 2 bed |
  • 1 bath |
  • 849 sqft |
  • 5 acre lot
955 Right Angle Road Winchester, KY 40391

#26013194 - WTC Realty LLC

207 Hibiscus Lane, Winchester, KY 40391
Pending

$449,900

  • 4 bed |
  • 3 bath |
  • 3,126 sqft |
  • 0.55 acre lot
207 Hibiscus Lane Winchester, KY 40391

#26013195 - HomeLand Real Estate Inc - Mt Sterling

107 Patio Street, Winchester, KY 40391
Pending

$160,000

  • 2 bed |
  • 1 bath |
  • 864 sqft |
107 Patio Street Winchester, KY 40391

#26013181 - Murphy Realty Group

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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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