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

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180 listings
7300 Old Boonesboro Road, Winchester, KY 40391
Pending

$799,900

  • 4 bed |
  • 3 bath |
  • 3,311 sqft |
  • 7.4 acre lot
7300 Old Boonesboro Road Winchester, KY 40391

#25501816 - RE/MAX Elite Lexington

208 4th Street, Winchester, KY 40391
Single-Family Home For Sale

$130,000

  • 2 bed |
  • 1 bath |
  • 1,254 sqft |
  • 0.27 acre lot
208 4th Street Winchester, KY 40391

#25501100 - Keller Williams Bluegrass Realty

12 Apache Trail, Winchester, KY 40391
Pending

$168,500

  • 3 bed |
  • 2 bath |
  • 1,026 sqft |
12 Apache Trail Winchester, KY 40391

#25500706 - Keller Williams Commonwealth

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

$130,000

  • 3 bed |
  • 1 bath |
  • 1,150 sqft |
103 Yorktowne Court Winchester, KY 40391

#25500573 - Allied Realty

4040 Muddy Creek Road, Winchester, KY 40391
Single-Family Home For Sale

$795,000

  • 4 bed |
  • 4 bath |
  • 4,584 sqft |
  • 13.65 acre lot
4040 Muddy Creek Road Winchester, KY 40391

#25018691 - RE/MAX Creative, Winchester

2100 Irvine Road 40391, Winchester, KY 40391
Single-Family Home For Sale

$1,149,000

  • 3 bed |
  • 4 bath |
  • 3,672 sqft |
  • 28 acre lot
2100 Irvine Road 40391 Winchester, KY 40391

#25018600 - Ensor Real Estate, LLC

550 E Broadway Street, Winchester, KY 40391
Ranch Property For Sale

$299,000

  • 8.26 acre lot
550 E Broadway Street Winchester, KY 40391

#25018505 - Coldwell Banker McMahan

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

$569,999

  • 4 bed |
  • 5 bath |
  • 4,374 sqft |
  • 0.9 acre lot
600 Boone Avenue Winchester, KY 40391

#25018239 - The Agency

2509 Mount Sterling Road, Winchester, KY 40391
Pending

$799,900

  • 4 bed |
  • 4 bath |
  • 4,922 sqft |
  • 10.17 acre lot
2509 Mount Sterling Road Winchester, KY 40391

#26005374 - Freedom Realty & Property Management

2 N Main Street, Winchester, KY 40391
Multi-Family Home For Sale

$1,595,000

  • 37 bed |
  • 20 bath |
  • 26,124 sqft |
2 N Main Street Winchester, KY 40391

#25017572 - Tsubaki Group, LLC

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

$171,000

  • 2 bed |
  • 1 bath |
  • 870 sqft |
102 W Hickman Street Winchester, KY 40391

#25017468 - Bluegrass Realty Pros, Inc

133 S Highland Street, Winchester, KY 40391
Multi-Family Home For Sale

$251,000

  • 6 bed |
  • 3 bath |
  • 2,302 sqft |
133 S Highland Street Winchester, KY 40391

#25017462 - Bluegrass Realty Pros, Inc

5045 Van Meter Road, Winchester, KY 40391
Single-Family Home For Sale

$3,500,000

  • 6 bed |
  • 6 bath |
  • 7,274 sqft |
  • 78 acre lot
5045 Van Meter Road Winchester, KY 40391

#25017446 - Keller Williams Bluegrass Realty

3614 Stamper Drive, Winchester, KY 40391
Single-Family Home For Sale

$259,500

  • 3 bed |
  • 2 bath |
  • 1,247 sqft |
3614 Stamper Drive Winchester, KY 40391

#25017189 - Dream Maker Realty, LLC

271 April Way, Winchester, KY 40391
Pending

$215,000

  • 2 bed |
  • 2 bath |
  • 1,120 sqft |
271 April Way Winchester, KY 40391

#25016184 - Keller Williams Commonwealth

101 E Lexington Avenue, Winchester, KY 40391
Multi-Family Home For Sale

$388,000

  • 5 bed |
  • 3 bath |
  • 2,762 sqft |
101 E Lexington Avenue Winchester, KY 40391

#25015191 - Bluegrass Realty Pros, Inc

39 S Highland Street, Winchester, KY 40391
Single-Family Home For Sale

$102,000

  • 2 bed |
  • 1 bath |
  • 552 sqft |
39 S Highland Street Winchester, KY 40391

#25015196 - Bluegrass Realty Pros, Inc

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

$144,000

  • 3 bed |
  • 1 bath |
  • 805 sqft |
150 Cook Avenue Winchester, KY 40391

#25015192 - Bluegrass Realty Pros, Inc

228 Jackson Street, Winchester, KY 40391
Single-Family Home For Sale

$146,000

  • 3 bed |
  • 1 bath |
  • 1,020 sqft |
228 Jackson Street Winchester, KY 40391

#25015194 - Bluegrass Realty Pros, Inc

700 Nick Lane, Winchester, KY 40391
Pending

$949,950

  • 3 bed |
  • 3 bath |
  • 2,400 sqft |
  • 120 acre lot
700 Nick Lane Winchester, KY 40391

#25013735 - Dream Maker Realty, LLC

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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.

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