Winchester, Undefined Real Estate and Homes for Sale
271 results available
Sort:
1600 Ironworks Road, Winchester, KY 40391
NEW 16 hrs agoVirtual Tour
$799,900
574,556sqft
13.19acres
Land for Sale
1600 Ironworks Road, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
528 Estes Drive, Winchester, KY 40391
NEW 16 hrs ago
$249,900
8,276sqft
0.19acres
House for Sale
528 Estes Drive, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
300 Rolling Hills Lane, Winchester, KY 40391
NEW 16 hrs ago
$925,000
164,221.35sqft
3.77acres
Land for Sale
300 Rolling Hills Lane, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
3886 Jackson Ferry Road, Winchester, KY 40391
NEW 16 hrs ago
$435,000
224,116.2sqft
5.15acres
House for Sale
3886 Jackson Ferry Road, Winchester, KY 40391
Listing by: Ensor Real Estate, LLC
41 Hiawatha Trail, Winchester, KY 40391
NEW 16 hrs ago
$189,999
7,694sqft
0.18acres
House for Sale
41 Hiawatha Trail, Winchester, KY 40391
Listing by: Coldwell Banker McMahan
1600 Ironworks Road, Winchester, KY 40391
NEW 16 hrs agoVirtual Tour
$799,900
574,556sqft
13.19acres
Farm for Sale
1600 Ironworks Road, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
2509 Mount Sterling Road, Winchester, KY 40391
Pending
$799,900
443,005sqft
10.17acres
House for Sale
2509 Mount Sterling Road, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
228 Holiday Road, Winchester, KY 40391
NEW 40 hrs ago
$339,900
7,405sqft
0.17acres
House for Sale
228 Holiday Road, Winchester, KY 40391
Listing by: CENTURY 21 Commonwealth R E
308 Duclair Drive, Winchester, KY 40391
NEW 40 hrs ago
$50,000
17,860sqft
0.41acres
Land for Sale
308 Duclair Drive, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
740 Pilot Ridge Lane, Winchester, KY 40391
NEW 40 hrs ago
$339,900
54,711.36sqft
1.26acres
House for Sale
740 Pilot Ridge Lane, Winchester, KY 40391
Listing by: The Agency
221 S Highland Street, Winchester, KY 40391
NEW 40 hrs ago
$246,400
6,970sqft
0.16acres
House for Sale
221 S Highland Street, Winchester, KY 40391
Listing by: The Brokerage
37 Ashland Avenue, Winchester, KY 40391
NEW 40 hrs ago
$139,000
7,405.2sqft
0.17acres
House for Sale
37 Ashland Avenue, Winchester, KY 40391
Listing by: National Real Estate
1775 Irvine Road, Winchester, KY 40391
NEW 40 hrs ago
$695,000
223,462.8sqft
5.13acres
House for Sale
1775 Irvine Road, Winchester, KY 40391
Listing by: Ensor Real Estate, LLC
47 Buckner Street, Winchester, KY 40391
NEW 40 hrs ago
$179,900
8,276sqft
0.19acres
House for Sale
47 Buckner Street, Winchester, KY 40391
Listing by: The Agency
7300 Old Boonesboro Road, Winchester, KY 40391
Pending
$799,900
322,344sqft
7.4acres
House for Sale
7300 Old Boonesboro Road, Winchester, KY 40391
Listing by: RE/MAX Elite Lexington
415 L E Junction Road, Winchester, KY 40391
NEW 3 days ago
$225,000
127,848.6sqft
2.94acres
House for Sale
415 L E Junction Road, Winchester, KY 40391
Listing by: Kentucky Land and Home
556 Earlymeade Drive, Winchester, KY 40391
NEW 3 days ago
$559,000
11,900sqft
0.27acres
House for Sale
556 Earlymeade Drive, Winchester, KY 40391
Listing by: Bridgewater Real Estate
128 Bay Hill Drive, Winchester, KY 40391
NEW 4 days ago
$200,000
9,147.6sqft
0.21acres
House for Sale
128 Bay Hill Drive, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
117 4th Street, Winchester, KY 40391
Listed 5 days ago
$10,000
7,274sqft
0.17acres
Land for Sale
117 4th Street, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
201 Prescott Lane, Winchester, KY 40391
Listed 5 days ago
$265,000
4,356sqft
0.1acres
House for Sale
201 Prescott Lane, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
174 Cook Avenue 174, Winchester, KY 40391
Listed 5 days ago
$139,900
177,899,040sqft
4,084acres
House for Sale
174 Cook Avenue 174, Winchester, KY 40391
Listing by: Woods Realty Group
3610 Stamper Drive, Winchester, KY 40391
Contingent
$239,900
5,663sqft
0.13acres
House for Sale
3610 Stamper Drive, Winchester, KY 40391
Listing by: Plum Tree Realty
750 Providence Lane, Winchester, KY 40391
$379,900
2,223,172sqft
51.04acres
Land for Sale
750 Providence Lane, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
730 Byrd Avenue, Winchester, KY 40391
$155,000
24,393.6sqft
0.56acres
House for Sale
730 Byrd Avenue, Winchester, KY 40391
Listing by: Kentucky Land and Home
29 Euclid Avenue, Winchester, KY 40391
$190,000
6,098.41sqft
0.14acres
House for Sale
29 Euclid Avenue, Winchester, KY 40391
Listing by: National Real Estate
4247 Basin Springs Road, Winchester, KY 40391
$170,000
152,460sqft
3.5acres
Land for Sale
4247 Basin Springs Road, Winchester, KY 40391
Listing by: The Brokerage
104 Jackson Ferry Road, Winchester, KY 40391
$275,000
37,897.2sqft
0.87acres
House for Sale
104 Jackson Ferry Road, Winchester, KY 40391
Listing by: eXp Realty, LLC
168 Buckingham Lane, Winchester, KY 40391
Contingent
$339,900
9,147.61sqft
0.21acres
House for Sale
168 Buckingham Lane, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
4700 Four Mile Road, Winchester, KY 40391
$54,900
217,800sqft
5acres
Land for Sale
4700 Four Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
471 Goose Creek Road, Winchester, KY 40391
$160,000
64,904.46sqft
1.49acres
House for Sale
471 Goose Creek Road, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
11 Shelley Dr, Winchester, KY 40391
$234,900
9,583.2sqft
0.22acres
House for Sale
11 Shelley Dr, Winchester, KY 40391
Listing by: CENTURY 21 Advantage Realty
32 Hays Street, Winchester, KY 40391
Contingent
$89,900
5,227.2sqft
0.12acres
House for Sale
32 Hays Street, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
250 Spencer Lane, Winchester, KY 40391
$67,500
82,371.96sqft
1.89acres
Land for Sale
250 Spencer Lane, Winchester, KY 40391
Listing by: Bridgewater Real Estate
208 4th Street, Winchester, KY 40391
$130,000
11,761.2sqft
0.27acres
House for Sale
208 4th Street, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
4590 Four Mile Road, Winchester, KY 40391
$129,900
493,752.6sqft
11.34acres
Land for Sale
4590 Four Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
13 Arlington Road, Winchester, KY 40391
$235,000
7,405.2sqft
0.17acres
House for Sale
13 Arlington Road, Winchester, KY 40391
Listing by: Ensor Real Estate, LLC
160 Rector Lane, Winchester, KY 40391
$84,900
147,668sqft
3.39acres
Land for Sale
160 Rector Lane, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
504 Harvard Drive, Winchester, KY 40391
Pending
$265,000
9,147.6sqft
0.21acres
House for Sale
504 Harvard Drive, Winchester, KY 40391
Listing by: JL Realty Group, LLC
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
1911 Trapp-Goffs Cor Road, Winchester, KY 40391
$460,000
743,133.6sqft
17.06acres
House for Sale
1911 Trapp-Goffs Cor Road, Winchester, KY 40391
Listing by: Lifstyl Real Estate
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.
