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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27 Sundown Ln Winchester, KY 4039146
$1,925,000
Bedrooms: 3
Baths: 6
Approx Sq Ft: 5220
 27 Sundown Ln (Pending)
Winchester, KY 40391
MLS #: 20110278
Subdivision: rural
Magnificent custom-built 5,220 SF home with hardwood floors, stone fireplace, luxurious primary suite with his and her baths and his and her walk-in closets,...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Justice Real Estate
490 Oil Springs Rd Winchester, KY 4039182
$1,200,000
Bedrooms: 4
Baths: 3
Approx Sq Ft: 2736
 490 Oil Springs Rd (Under Contract)
Winchester, KY 40391
MLS #: 20110329
Subdivision: rural
Wow!! So many possibilities with this wonderful property of 97.9 Gorgeous Acres. There is a custom built main home with 4 Bedrooms and 3 Baths and a cozy...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Murphy Realty Group
185 Sundown Ln Winchester, KY 4039185
$1,049,000
Bedrooms: 5
Baths: 9
Approx Sq Ft: 6580
 185 Sundown Ln (Under Contract)
Winchester, KY 40391
MLS #: 20122560
Subdivision: rural
Stunning home on 7+/- acres less than 15 minutes to Hamburg. This lovely 1.5 story brick home has hardwood flooring throughout, tall ceilings ranging from...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Biederman Real Estate
5573 Van Meter Rd Winchester, KY 4039148
$774,900
Bedrooms: 3
Baths: 3
Approx Sq Ft: 2744
 5573 Van Meter Rd
Winchester, KY 40391
MLS #: 20119126
Subdivision: rural
This Mike Childers Exclusive 1 story ranch on an unfinished walkout bsmt, sits on 22+ acres with breathtaking views complete w/ rustic barn. Once you enter...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Kentucky Real Estate Group
2 Boonesboro Rd Winchester, KY 4039172
$700,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 2700
 2 Boonesboro Rd
Winchester, KY 40391
MLS #: 20113969
Subdivision: rural
Take a peek at this one! Proposed Construction! Break ground today on your new custom home! This 10-acre parcel is the perfect combination of a rural setting...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Keller Williams Greater Lexington
3900 Mt Sterling Rd Winchester, KY 4039136
$595,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 4463
 3900 Mt Sterling Rd (Pending)
Winchester, KY 40391
MLS #: 20120932
Subdivision: rural
Amazing home setting back off the road with beautiful views from Front and Back Covered Porches! A well-appointed kitchen has all the major appliances plus...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Tom Goebel & Company
4393 Colby Rd Winchester, KY 4039143
$579,000
Bedrooms: 4
Baths: 4
Approx Sq Ft: 3104
 4393 Colby Rd (Pending)
Winchester, KY 40391
MLS #: 20119424
Subdivision: colby ridge
Beautiful brick home on 2 acres offering an attached guest house, updated bathrooms and kitchen, cathedral & 9 ft. ceilings, hardwood floors throughout,...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Watts Realtors & Auctioneers, Inc.
4039 Mt. Sterling Rd Winchester, KY 4039181
$549,000
Bedrooms: 3
Baths: 3
Approx Sq Ft: 3132
 4039 Mt. Sterling Rd
Winchester, KY 40391
MLS #: 20115026
Subdivision: rural
Your dream home has finally been listed! Bring your horses, your cattle, your goats, chickens, and, of course, your dogs and cats! And don't forget your...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Re/Max Creative, Winchester