
KY/Clark/Winchester/4039140391
KY/Clark/Winchester/4039140391
40391 Real Estate and Homes for Sale
277 homes available
227 Cross Brook Lane, Winchester, KY 40391
Contingent
$284,900
3beds
2bath
1,508sqft
0.2acres
House for Sale
227 Cross Brook Lane, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
44 5th Street, Winchester, KY 40391
Contingent
$170,000
3beds
1bath
1,270sqft
0.25acres
House for Sale
44 5th Street, Winchester, KY 40391
Listing by: The Howard Realty Co
1363 Clintonville Road, Winchester, KY 40391
$312,975
2beds
1bath
1,116sqft
5acres
House for Sale
1363 Clintonville Road, Winchester, KY 40391
Listing by: Keller Williams Legacy Group
313 Snowden Drive, Winchester, KY 40391
$239,900
3beds
1bath
1,232sqft
0.19acres
House for Sale
313 Snowden Drive, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
58 Fitch Avenue, Winchester, KY 40391
Pending
$269,000
4beds
2.5bath
1,736sqft
0.29acres
House for Sale
58 Fitch Avenue, Winchester, KY 40391
Listing by: Lifstyl Real Estate
420 Alexis Way, Winchester, KY 40391
$674,500
4beds
2.5bath
2,770sqft
0.38acres
House for Sale
420 Alexis Way, Winchester, KY 40391
Listing by: McCormick Realty Inc.
308 Duclair Drive, Winchester, KY 40391
$50,000
0.41acres
Land for Sale
308 Duclair Drive, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
200 Tartan Court, Winchester, KY 40391
$59,000
1.69acres
Land for Sale
200 Tartan Court, Winchester, KY 40391
Listing by: Rector Hayden Realtors
205 Chardonnay Court, Winchester, KY 40391
Price Reduced $25,000 Sep 16
$350,000
4beds
2.5bath
2,179sqft
0.29acres
House for Sale
205 Chardonnay Court, Winchester, KY 40391
Listing by: United Real Estate Bluegrass
2509 Mount Sterling Road, Winchester, KY 40391
Virtual TourPrice Reduced $20,000 Sep 16
$879,900
4beds
3.5bath
4,922sqft
10.17acres
House for Sale
2509 Mount Sterling Road, Winchester, KY 40391
Listing by: Freedom Realty & Property Management
37 Lynnway Drive, Winchester, KY 40391
$300,000
3beds
2.5bath
3,220sqft
0.48acres
House for Sale
37 Lynnway Drive, Winchester, KY 40391
Listing by: Thwaites Realtors LLC
115 Woodford Drive, Winchester, KY 40391
$355,000
3beds
3bath
2,166sqft
0.4acres
House for Sale
115 Woodford Drive, Winchester, KY 40391
Listing by: WEICHERT REALTORS - ABG Properties
497 Goose Creek Road, Winchester, KY 40391
Pending
$496,900
4beds
3.5bath
2,972sqft
2.52acres
House for Sale
497 Goose Creek Road, Winchester, KY 40391
Listing by: Threshold Real Estate Services
510 Kimberly Drive, Winchester, KY 40391
Pending
$324,900
4beds
2bath
2,430sqft
0.17acres
House for Sale
510 Kimberly Drive, Winchester, KY 40391
Listing by: Indigo & Co
5620 Ironworks Road, Winchester, KY 40391
ContingentVirtual Tour
$225,000
3beds
2bath
1,699sqft
1.08acres
House for Sale
5620 Ironworks Road, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
5705 Mount Sterling Road, Winchester, KY 40391
$399,000
4beds
2.5bath
2,980sqft
3.01acres
House for Sale
5705 Mount Sterling Road, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
946 Pine Ridge Road, Winchester, KY 40391
Pending
$500,000
4beds
2 full, 2 halfbath
3,523sqft
8.07acres
House for Sale
946 Pine Ridge Road, Winchester, KY 40391
Listing by: Kentucky Residential Real Estate, LLC
816 Stratton Lane, Winchester, KY 40391
Pending
$250,000
4beds
2.5bath
3,024sqft
0.27acres
House for Sale
816 Stratton Lane, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
3431 Colby Road, Winchester, KY 40391
Pending
$330,000
4beds
2bath
–sqft
3.12acres
House for Sale
3431 Colby Road, Winchester, KY 40391
Listing by: The Agency
1395 Two Mile Road, Winchester, KY 40391
$519,500
20.78acres
Land for Sale
1395 Two Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
1395 Two Mile Road, Winchester, KY 40391
$2,500,000
148acres
Land for Sale
1395 Two Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
1395 Two Mile Road, Winchester, KY 40391
$603,750
24.15acres
Land for Sale
1395 Two Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
1395 Two Mile Road, Winchester, KY 40391
$2,500,000
148acres
Land for Sale
1395 Two Mile Road, Winchester, KY 40391
Listing by: Tom Goebel & Company
175 Chatham Place, Winchester, KY 40391
$5,646,000
2beds
1 full, 2 halfbath
37,192sqft
2.62acres
House for Sale
175 Chatham Place, Winchester, KY 40391
Listing by: Milton and Associates Real Estate
2 N Main Street, Winchester, KY 40391
$1,595,000
37beds
19.5bath
26,124sqft
0.22acres
House for Sale
2 N Main Street, Winchester, KY 40391
Listing by: Tsubaki Group, LLC
102 W Hickman Street, Winchester, KY 40391
$171,000
2beds
1bath
870sqft
0.1acres
House for Sale
102 W Hickman Street, Winchester, KY 40391
Listing by: Bluegrass Realty Pros, Inc
5045 Van Meter Road, Winchester, KY 40391
$3,330,000
6beds
5.5bath
7,274sqft
78acres
House for Sale
5045 Van Meter Road, Winchester, KY 40391
Listing by: Keller Williams Bluegrass Realty
208 Citation Court, Winchester, KY 40391
$360,000
2beds
2bath
1,568sqft
0.15acres
House for Sale
208 Citation Court, Winchester, KY 40391
Listing by: Tom Goebel & Company
213 Honeysuckle Lane, Winchester, KY 40391
ContingentVirtual Tour
$398,000
4beds
2 full, 2 halfbath
3,087sqft
0.21acres
House for Sale
213 Honeysuckle Lane, Winchester, KY 40391
Listing by: Keller Williams Commonwealth
118 Windridge Drive, Winchester, KY 40391
$325,000
3beds
2bath
1,617sqft
0.23acres
House for Sale
118 Windridge Drive, Winchester, KY 40391
Listing by: RE/MAX Creative, Winchester
3056 Irvine Road, Winchester, KY 40391
Price Reduced $30,900 Sep 14
$299,000
14.51acres
Land for Sale
3056 Irvine Road, Winchester, KY 40391
Listing by: Rector Hayden Realtors
2996/3056 Irvine Road, Winchester, KY 40391
Price Reduced $30,900 Sep 14
$498,900
25.87acres
Land for Sale
2996/3056 Irvine Road, Winchester, KY 40391
Listing by: Rector Hayden Realtors
2996 Irvine Road, Winchester, KY 40391
$199,900
11.36acres
Land for Sale
2996 Irvine Road, Winchester, KY 40391
Listing by: Rector Hayden Realtors
521 Acadia Way, Winchester, KY 40391
$225,000
4beds
2bath
1,370sqft
0.24acres
House for Sale
521 Acadia Way, Winchester, KY 40391
Listing by: The Brokerage
3614 Stamper Drive, Winchester, KY 40391
$269,950
3beds
2bath
1,247sqft
0.13acres
House for Sale
3614 Stamper Drive, Winchester, KY 40391
Listing by: Dream Maker Realty, LLC
511 Acadia Way, Winchester, KY 40391
Contingent
$225,000
4beds
2bath
1,400sqft
0.21acres
House for Sale
511 Acadia Way, Winchester, KY 40391
Listing by: The Brokerage
9711 Ironworks Road, Winchester, KY 40391
Contingent
$225,000
–beds
–sqft
18.38acres
Farm for Sale
9711 Ironworks Road, Winchester, KY 40391
Listing by: Denniston Realty
40391
Median Sale Price
$ 244,850
2.0 % year-over-year
# of Homes Sold
382
-17.7 % year-over-year
Median Days On Market
26
-30.8 % year-over-year
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Nearby Zip Code
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Nearby County

2250 Regency Road Lexington, KY 40503
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