Winchester, KY Homes & Real Estate for Sale

Page 5 of 10
194 listings
101 Alabama Street, Winchester, KY 40391
Single-Family Home For Sale

$169,900

  • 1 bed |
  • 2 bath |
  • 1,056 sqft |
101 Alabama Street Winchester, KY 40391

#26007407 - Woods Realty Group

103 Southern Court, Winchester, KY 40391
Single-Family Home For Sale

$285,000

  • 3 bed |
  • 2 bath |
  • 1,500 sqft |
  • 0.36 acre lot
103 Southern Court Winchester, KY 40391

#26007260 - Ensor Real Estate, LLC

21 Kentucky Street, Winchester, KY 40391
Pending

$219,900

  • 3 bed |
  • 2 bath |
  • 1,340 sqft |
21 Kentucky Street Winchester, KY 40391

#26007124 - Keller Williams Legacy Group

110 White Conkwright Road, Winchester, KY 40391
Single-Family Home For Sale

$550,000

  • 5 bed |
  • 3 bath |
  • 3,102 sqft |
  • 2.89 acre lot
110 White Conkwright Road Winchester, KY 40391

#26007022 - Omega Real Estate Brokerage LLC

1480 Irvine Road, Winchester, KY 40391
Single-Family Home For Sale

$699,900

  • 3 bed |
  • 4 bath |
  • 3,388 sqft |
  • 10 acre lot
1480 Irvine Road Winchester, KY 40391

#26007244 - National Real Estate

186 Chardonnay Court, Winchester, KY 40391
Single-Family Home For Sale

$749,999

  • 4 bed |
  • 3 bath |
  • 7,058 sqft |
  • 0.78 acre lot
186 Chardonnay Court Winchester, KY 40391

#26006869 - WEICHERT REALTORS - ABG Properties

228 Holiday Road, Winchester, KY 40391
Single-Family Home For Sale

$334,900

  • 4 bed |
  • 2 bath |
  • 1,843 sqft |
228 Holiday Road Winchester, KY 40391

#26006679 - CENTURY 21 Commonwealth R E

1775 Irvine Road, Winchester, KY 40391
Pending

$695,000

  • 3 bed |
  • 4 bath |
  • 4,008 sqft |
  • 5.13 acre lot
1775 Irvine Road Winchester, KY 40391

#26006681 - Ensor Real Estate, LLC

37 Ashland Avenue, Winchester, KY 40391
Pending

$139,000

  • 2 bed |
  • 1 bath |
  • 904 sqft |
37 Ashland Avenue Winchester, KY 40391

#26006776 - National Real Estate

3886 Jackson Ferry Road, Winchester, KY 40391
Pending

$435,000

  • 4 bed |
  • 2 bath |
  • 1,692 sqft |
  • 5.15 acre lot
3886 Jackson Ferry Road Winchester, KY 40391

#26006831 - Ensor Real Estate, LLC

740 Pilot Ridge Lane, Winchester, KY 40391
Pending

$339,900

  • 3 bed |
  • 3 bath |
  • 1,608 sqft |
  • 1.26 acre lot
740 Pilot Ridge Lane Winchester, KY 40391

#26006680 - The Agency

221 S Highland Street, Winchester, KY 40391
Triplex For Sale

$239,900

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

#26006685 - The Brokerage

41 Hiawatha Trail, Winchester, KY 40391
Single-Family Home For Sale

$189,999

  • 3 bed |
  • 1 bath |
  • 950 sqft |
41 Hiawatha Trail Winchester, KY 40391

#26006789 - Coldwell Banker McMahan

415 L E Junction Road, Winchester, KY 40391
Pending

$205,000

  • 3 bed |
  • 2 bath |
  • 1,152 sqft |
  • 2.94 acre lot
415 L E Junction Road Winchester, KY 40391

#26006620 - Kentucky Land and Home

556 Earlymeade Drive, Winchester, KY 40391
Pending

$559,000

  • 4 bed |
  • 5 bath |
  • 4,185 sqft |
  • 0.27 acre lot
556 Earlymeade Drive Winchester, KY 40391

#26006630 - Bridgewater Real Estate

174 Cook Avenue, Winchester, KY 40391
Single-Family Home For Sale

$139,900

  • 2 bed |
  • 1 bath |
  • 986 sqft |
  • 0.94 acre lot
174 Cook Avenue Winchester, KY 40391

#26006389 - Woods Realty Group

3610 Stamper Drive, Winchester, KY 40391
Pending

$239,900

  • 3 bed |
  • 2 bath |
  • 1,148 sqft |
3610 Stamper Drive Winchester, KY 40391

#26006288 - Plum Tree Realty

471 Goose Creek Road, Winchester, KY 40391
Single-Family Home For Sale

$135,000

  • 3 bed |
  • 2 bath |
  • 1,248 sqft |
  • 1.49 acre lot
471 Goose Creek Road Winchester, KY 40391

#26006002 - Keller Williams Commonwealth

13 Arlington Road, Winchester, KY 40391
Pending

$235,000

  • 4 bed |
  • 2 bath |
  • 1,431 sqft |
13 Arlington Road Winchester, KY 40391

#26005875 - Ensor Real Estate, LLC

404 Mount Vernon Drive, Winchester, KY 40391
Single-Family Home For Sale

$139,000

  • 2 bed |
  • 2 bath |
  • 1,360 sqft |
404 Mount Vernon Drive Winchester, KY 40391

#26005794 - Dream Maker 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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