Winchester, KY VA-Eligible Homes & Real Estate for Sale

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181 listings
110 White Conkwright Road, Winchester, KY 40391New listing icon New - 1 day ago
Single-Family Home For Sale

$556,000

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

#26007022 - Omega Real Estate Brokerage LLC

113 Strawberry Lane, Winchester, KY 40391New listing icon New - 2 days ago
Pending

$316,900

  • 3 bed |
  • 2 bath |
  • 1,780 sqft |
113 Strawberry Lane Winchester, KY 40391

#26006879 - Christies International Real Estate Bluegrass

186 Chardonnay Court, Winchester, KY 40391New listing icon New - 2 days ago
Single-Family Home For Sale

$799,000

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

#26006869 - WEICHERT REALTORS - ABG Properties

60 Hiawatha Trail, Winchester, KY 40391New listing icon New - 2 days ago
Single-Family Home For Sale

$204,900

  • 3 bed |
  • 1 bath |
  • 1,290 sqft |
60 Hiawatha Trail Winchester, KY 40391

#26006850 - Keller Williams Legacy Group

740 Pilot Ridge Lane, Winchester, KY 40391New listing icon New - 3 days ago
Pending

$339,900

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

#26006680 - The Agency

3886 Jackson Ferry Road, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$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

41 Hiawatha Trail, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$189,999

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

#26006789 - Coldwell Banker McMahan

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

$139,000

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

#26006776 - National Real Estate

47 Buckner Street, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$179,900

  • 3 bed |
  • 2 bath |
  • 1,635 sqft |
47 Buckner Street Winchester, KY 40391

#26006752 - The Agency

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

$246,400

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

#26006685 - The Brokerage

1775 Irvine Road, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$695,000

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

#26006681 - Ensor Real Estate, LLC

228 Holiday Road, Winchester, KY 40391New listing icon New - 3 days ago
Single-Family Home For Sale

$339,900

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

#26006679 - CENTURY 21 Commonwealth R E

556 Earlymeade Drive, Winchester, KY 40391
Single-Family Home For Sale

$559,000

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

#26006630 - Bridgewater Real Estate

415 L E Junction Road, Winchester, KY 40391
Single-Family Home For Sale

$225,000

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

#26006620 - Kentucky Land and Home

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

$139,900

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

#26006389 - Woods Realty Group

201 Prescott Lane, Winchester, KY 40391
Single-Family Home For Sale

$265,000

  • 3 bed |
  • 2 bath |
  • 1,304 sqft |
201 Prescott Lane Winchester, KY 40391

#26006371 - Keller Williams Commonwealth

29 Euclid Avenue, Winchester, KY 40391
Pending

$190,000

  • 3 bed |
  • 2 bath |
  • 1,498 sqft |
29 Euclid Avenue Winchester, KY 40391

#26006180 - National Real Estate

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

168 Buckingham Lane, Winchester, KY 40391
Pending

$339,900

  • 4 bed |
  • 3 bath |
  • 2,358 sqft |
168 Buckingham Lane Winchester, KY 40391

#26006049 - Keller Williams Legacy Group

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

$160,000

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

#26006002 - Keller Williams Commonwealth

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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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