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Downtown Mixed Use Retail/Apartment Space

39 S Main St, Winchester, KY 40391

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Overview

Wonderfully renovated historic building across from the Court House in Downtown Winchester! The well appointed restaurant space has a full hood system, concrete bar, beautiful hardwood floors, tin ceiling and parking in the back. The apartment is the perfect size and has a private deck! Great opportunity to live upstairs and have your restaurant downstairs!

Downtown Winchester is the place to be. Close enough to Lexington but far enough away to be a destination. Numerous apartments are coming soon, great restaurants and lots of tourists make this a great place to start a business.

Property Highlights:

-Full hood system, concrete bar, hardwood floors, tin ceiling, and a full commercial kitchen

-Building retains historic charm with a significant portion dating back to the original construction, coupled with a recent renovation to maximize functionality

-Conducive to live/work layout and/or short-term rentals

-Downtown Winchester, KY is booming - everyone wants to be Downtown including shops, restaurants, and new apartment living options

For Sale

Retail

Secondary Uses: Mixed Use

Sale Price
$429,000
Price Per SF
$121.3/SF
Building Size
3,538 SF
Acres
0.116 ac
Zoning
B-2
Building Class
C
Number of Buildings
1
Floors
2
Construction Siding
Brick
Construction Type
Masonry
Submarket
OZ - KY Clark
Nearest MSA
Lexington-Fayette
Property Status
Existing
In Opportunity Zone
Yes
County
Clark
Created
07/09/2025
Updated
10/23/2025
Listing ID
b53454fa
Parcel APN
054-3217-014-00