Winchester Homes

Set amid a spectacularly scenic Bluegrass landscape, the charming Kentucky town of Winchester is the proud seat of Clark County. Winchester homes come in all styles, sizes and ages, and whether home seekers choose to settle in the alluring rural outskirts or the historical downtown area, they will soon feel at home in this friendly city.

Read on to learn more about homes in Winchester, or start browsing for property below on the MLS® for all real estate in this community.

Browse all Winchester Property

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Price, High to Low
284 Properties Found.
Photo of Listing #1523034
  • MLS® #: 1523034
  • N/A
  • Winchester, KY 40391
  • $4,600,000
  • 47610 SqFt, 4.6 Acres
  • Commercial
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Photo of Listing #1625649
  • MLS® #: 1625649
  • 2070 Boonesboro Rd
  • Winchester, KY 40391
  • $3,710,000
  • 3 Bed, 2 Bath, 2212 SqFt, 215 Acres
  • Farm
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Photo of Listing #1618973
  • MLS® #: 1618973
  • 321 Venable Rd
  • Winchester, KY 40391
  • $2,750,000
  • 16857 SqFt, 10 Acres
  • Commercial
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Photo of Listing #1705708
  • MLS® #: 1705708
  • 1403 1455 Westwood Dr
  • Winchester, KY 40391
  • $2,600,000
  • 3 Bed, 3 Bath, 1290 SqFt
  • Multi-Family
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Winchester Houses for Sale

As befits this attractive Kentucky city, with its many renovated historic buildings, the variety of Winchester houses for sale is sure to satisfy any eager home buyer. Those with a desire for country life may choose beautifully restored heritage homes, or spectacular newer properties, set in expansive and tranquil surroundings. A good selection of fine family houses, located in highly popular neighborhoods, can be found close to the town's scenic core and Clark County schools.

Amenities & Attractions in Winchester, Kentucky

A number of recognized schools serve the many educational needs of the residents of the town, and Winchester home owners can enjoy a vast range of amenities both in the immediate area, and in easy traveling distance. Visits to the Natural Bridge State Park, Bluegrass Heritage Museum, Lower Howard's Creek and Pilot Knob State Nature Preserve are a must, as is a tour of the Ale-8-One plant, where visitors can learn all about the history and manufacture of Kentucky's famously unique soft drink.

Finding a home has never been easier now that you have the team at Turf Town to guide you! Contact us and we'll be happy to assist you in any way we can, from providing local real estate advice, to neighborhood tours to finding real estate in Winchester that meets your individualized needs.

IDX LogoThe data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than Turf Town Properties are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers.Information Deemed Reliable but Not Guaranteed©2017 LBAR Multiple Listing Service. All rights reserved.