Winchester, Undefined Real Estate and Homes for Sale
271 results available
Sort:
404 Mount Vernon Drive, Winchester, KY 40391
$149,000
6,098.4sqft
0.14acres
House for Sale
404 Mount Vernon Drive, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
2225 Old Boonesboro Road, Winchester, KY 40391
Pending
$289,900
26,136sqft
0.6acres
House for Sale
2225 Old Boonesboro Road, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
564 Trapp-Goffs Cor Road, Winchester, KY 40391
$269,000
524,462.4sqft
12.04acres
House for Sale
564 Trapp-Goffs Cor Road, Winchester, KY 40391
Listing by: The Real Estate Co.
345 Providence Lane, Winchester, KY 40391
$1,115,000
5,227,200sqft
120acres
Land for Sale
345 Providence Lane, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
6595 Mt Sterling Road, Winchester, KY 40391
$609,900
100,188sqft
2.59acres
House for Sale
6595 Mt Sterling Road, Winchester, KY 40391
Listing by: RO&CO Real Estate
400 Wexford Drive, Winchester, KY 40391
Contingent
$110,000
10,497.96sqft
0.24acres
House for Sale
400 Wexford Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
514 Hidden Hills Way, Winchester, KY 40391
ContingentVirtual Tour
$229,900
4,094.64sqft
0.09acres
House for Sale
514 Hidden Hills Way, Winchester, KY 40391
Listing by: FC Tucker Bluegrass
2366 Ironworks Road, Winchester, KY 40391
Pending
$220,000
12,632.4sqft
0.29acres
House for Sale
2366 Ironworks Road, Winchester, KY 40391
Listing by: Tru Life Real Estate
190 Privacy Lane, Winchester, KY 40391
Price Reduced $20,000 Mar 31
$255,000
264,844.8sqft
6.08acres
Land for Sale
190 Privacy Lane, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
1025 Colby Road, Winchester, KY 40391
$575,000
74,444sqft
1.71acres
Land for Sale
1025 Colby Road, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
133 Shala-Mar Rue, Winchester, KY 40391
$369,000
15,681.6sqft
0.36acres
House for Sale
133 Shala-Mar Rue, Winchester, KY 40391
Listing by: Tom Goebel & Company
155 Spring Ridge Way, Winchester, KY 40391
$188,500
527,076sqft
12.1acres
Land for Sale
155 Spring Ridge Way, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
1128-1130 Dale Drive, Winchester, KY 40391
$299,900
6,534sqft
0.15acres
House for Sale
1128-1130 Dale Drive, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
105 Bella Court, Winchester, KY 40391
$42,500
11,389sqft
0.26acres
Land for Sale
105 Bella Court, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
113 Mayfair Court, Winchester, KY 40391
$42,500
8,276sqft
0.19acres
Land for Sale
113 Mayfair Court, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
108 Dorset Lane, Winchester, KY 40391
$42,500
8,712sqft
0.2acres
Land for Sale
108 Dorset Lane, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
133 S Highland Street, Winchester, KY 40391
$251,000
3,485sqft
0.08acres
House for Sale
133 S Highland Street, Winchester, KY 40391
Listing by: Bluegrass Realty Pros, Inc
41 7th Street, Winchester, KY 40391
$188,900
12,632.4sqft
0.29acres
House for Sale
41 7th Street, Winchester, KY 40391
Listing by: Re/Max Elite Realty - Hamburg
7210 Ecton Road, Winchester, KY 40391
$924,900
304,920sqft
7acres
House for Sale
7210 Ecton Road, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
1291-1299 Muddy Creek Road, Winchester, KY 40391
$334,900
33,976.8sqft
0.78acres
House for Sale
1291-1299 Muddy Creek Road, Winchester, KY 40391
Listing by: FC Tucker Bluegrass
6930 Winchester Road, Irvine, KY 40336
$299,000
659,062.8sqft
15.13acres
Land for Sale
6930 Winchester Road, Irvine, KY 40336
Listing by: Tru Life Real Estate
414 Fairholme Way, Winchester, KY 40391
$489,900
16,117.2sqft
0.37acres
House for Sale
414 Fairholme Way, Winchester, KY 40391
Listing by: Lifstyl Real Estate
265 S Highland Street, Winchester, KY 40391
$505,000
6,098sqft
0.14acres
House for Sale
265 S Highland Street, Winchester, KY 40391
Listing by: RE/MAX Elite Lexington
20 Stoney Brook Drive, Winchester, KY 40391
Contingent
$667,700
26,136sqft
0.6acres
House for Sale
20 Stoney Brook Drive, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
9098 Winchester Road, Irvine, KY 40336
Contingent
$480,000
3,136,320sqft
72acres
Farm for Sale
9098 Winchester Road, Irvine, KY 40336
Listing by: Keller Williams Commonwealth
1092 Winchester Road, Irvine, KY 40336
Price Reduced $5,900 Mar 30
$174,000
6,969.6sqft
0.16acres
House for Sale
1092 Winchester Road, Irvine, KY 40336
Listing by: KY Real Estate Professionals, LLC
9098 Winchester Road, Irvine, KY 40336
Contingent
$480,000
3,136,320sqft
72acres
House for Sale
9098 Winchester Road, Irvine, KY 40336
Listing by: Keller Williams Commonwealth
327 Newcastle Lane, Winchester, KY 40391
$297,000
3,920.4sqft
0.09acres
House for Sale
327 Newcastle Lane, Winchester, KY 40391
Listing by: Bluegrass Property Exchange
17 Euclid Avenue, Winchester, KY 40391
$249,900
7,405.2sqft
0.17acres
House for Sale
17 Euclid Avenue, Winchester, KY 40391
Listing by: Thwaites Realtors LLC
3811 Combs Ferry Road, Winchester, KY 40391
$300,000
218,235.6sqft
5.01acres
Land for Sale
3811 Combs Ferry Road, Winchester, KY 40391
Listing by: National Real Estate
601 Gilbert Court, Winchester, KY 40391
Pending
$399,900
18,295.2sqft
0.42acres
House for Sale
601 Gilbert Court, Winchester, KY 40391
Listing by: RO&CO Real Estate
240 Athens Boonesboro Road, Winchester, KY 40391
$429,900
125,888.4sqft
2.89acres
House for Sale
240 Athens Boonesboro Road, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
23 Kittison Drive, Winchester, KY 40391
Pending
$235,000
8,276.4sqft
0.19acres
House for Sale
23 Kittison Drive, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
225 Buffalo Trace, Winchester, KY 40391
$209,900
6,969.6sqft
0.16acres
House for Sale
225 Buffalo Trace, Winchester, KY 40391
Listing by: The Brokerage
1450 Ford Road, Winchester, KY 40391
Pending
$69,900
195,148.8sqft
4.48acres
Land for Sale
1450 Ford Road, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
221 Moundale Avenue, Winchester, KY 40391
Price Reduced $10,000 Mar 31
$350,000
13,068sqft
0.3acres
House for Sale
221 Moundale Avenue, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
1407 Ironworks Road, Winchester, KY 40391
$254,900
7,405.2sqft
0.17acres
House for Sale
1407 Ironworks Road, Winchester, KY 40391
Listing by: The Agency
221 W Hickman Street, Winchester, KY 40391
$360,000
6,423sqft
0.15acres
House for Sale
221 W Hickman Street, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
5127 Combs Ferry Road, Winchester, KY 40391
$439,000
615,589.92sqft
14.13acres
Farm for Sale
5127 Combs Ferry Road, Winchester, KY 40391
Listing by: Exit Realty Crutcher Frankfort
1860 Ford Road, Winchester, KY 40391
$89,900
38,332.8sqft
0.88acres
House for Sale
1860 Ford Road, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
Nearby City
Nearby Zip Code
Nearby County
2250 Regency Road Lexington, KY 40503
© 2026 Imagine MLS
Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
