Winchester KY Luxury Properties

Included below are luxury homes for sale in Winchester, KY.  These Winchester KY real estate listings are updated daily from the Lexington KY MLS (LBAR).

If you would like more information on any of these Winchester luxury properties, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of properties recently sold nearby, and more.

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$3,499,999
Bedrooms: 8
Baths: 8
Approx Sq Ft: 12801
4664 Lexington Rd
Winchester, KY 40391
MLS #: 22007840
Subdivision: rural
This incredible, one owner, estate home was built by David Shakib in 1997. The beautiful two story foyer with marble flooring is flanked by the formal dining...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Block + Lot Real Estate
$1,650,000
Bedrooms: 7
Baths: 7
Approx Sq Ft: 6800
6755 Boonesboro Rd
Winchester, KY 40391
MLS #: 22019262
Subdivision: rural
You will find plenty of room to roam on this beautiful 36 acres in Clark County with a custom, luxury home. Nestled atop acres of rolling hills, this...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Exp Realty, Llc
$1,150,000
Bedrooms: 6
Baths: 5
Approx Sq Ft: 4735
8129/8059 Wades Mill Rd
Winchester, KY 40391
MLS #: 22010227
Subdivision: wades mill
Absolutely Amazing Excellent craftsmanship, Stunning homes Property, farm, barns, shop areas, attention to details are in abundance...so much to see here! The...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Ensor Real Estate, Llc
$989,000
Bedrooms: 3
Baths: 2
Approx Sq Ft: 2082
1600 Kiddville Rd
Winchester, KY 40391
MLS #: 22003953
Subdivision: kiddville
83 acre working farm with two homes. Main house is a 3 bedroom, 2 full bath Barndominium with 48 x 72 shop and 48 x 20 shed. New metal on roof in 2022....
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Tom Goebel & Company
$749,900
Bedrooms: 4
Baths: 3
Approx Sq Ft: 2514
1924 Wades Mill Rd
Winchester, KY 40391
MLS #: 22020895
Subdivision: rural
Beautiful, private and peaceful are the best words to describe this country paradise home located in the heart of the Bluegrass. You can enjoy watching the...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Freedom Realty & Property Management
$739,900
Bedrooms: 4
Baths: 4
Approx Sq Ft: 4475
2005 Hancock Valley Dr
Winchester, KY 40391
MLS #: 22014436
Subdivision: rural
Country living at it's finest. Just approximately 8 miles from Lexington's M-O-W, 9 miles to I75-I64 exchange, and 4 miles from Winchester Bypass Rd. This...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Double T Realty
$675,000
Bedrooms: 5
Baths: 6
Approx Sq Ft: 6479
20 Redbud Ln (Pending)
Winchester, KY 40391
MLS #: 22018901
Subdivision: thomson addition
Rarely does a home of this caliber come on the market. Brick ranch home on a full finished basement with 5 BRs, with each BR having an adjoining full bath,...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Re/Max Creative, Winchester
$650,000
Bedrooms: 4
Baths: 3
Approx Sq Ft: 3020
1305 Irvine Rd
Winchester, KY 40391
MLS #: 22007571
Subdivision: rural
This updated home and 2 acres are being offered for $650,000. Survey will be completed by seller prior to closing Additional acres are available. The Home was...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of United Real Estate Lexington Ky
$589,900
Bedrooms: 3
Baths: 3
Approx Sq Ft: 3456
2085 Hancock Valley Dr
Winchester, KY 40391
MLS #: 22021228
Subdivision: rural
Perfect entertaining property, this spacious home has a finished basement, large deck and an inground pool. It's conveniently located only minutes from Hamburg...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Homefirst Real Estate
$569,000
Bedrooms: 3
Baths: 3
Approx Sq Ft: 2695
1700 Cabin Creek Rd (Pending)
Winchester, KY 40391
MLS #: 22017238
Subdivision: rural
The possibilities are endless with this rural property on 12.37 acres. The 3 bedroom 2.5 bath home boasts a beautifully updated kitchen, updated baths, wide...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Taylor Real Estate, Llc
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