101 S Main, Winchester, KY 40391
COMMERCIAL - Winchester, KY
Property Features for 101 S Main
General Information
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Building Details
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Investment Insights
Based on property information with market context.
The building is situated in downtown Winchester and falls within an Opportunity Zone. Its renovation received the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Commission. The real estate offering does not include the restaurant business. Existing layouts can support continued use of the current commercial spaces or a different combination of the established functions.
Key Highlights
- 20,548‑square‑foot historic opera house on 0.23 acres
- Multiple commercial kitchens, interior elevator, and flexible event, dining, gallery, and office areas
- Restored interior with hardwood floors, large windows, exposed brick, and functioning fireplaces
Property Analytics
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Location Intelligence
Trade Area within ½ mile
Demographics for 40391, KY
Market
Vacancy Rate% for Office in South region