Restored Historic Mixed-Use
For Sale
Contact for pricing
101 S Main Street, Winchester, KY 40391
Versatile downtown property with restaurant, gallery, event, and office components in a renovated historic setting.
Property Size20,548 SF
Price / SF$0.22
Days on Market131
Property Features for 101 S Main Street
General Information
Standard status
Active
Size
20,548 SF
Property subtype
Retail
Zoning
B-2
Amenities
Water
Sewer
Building Details
Year Built
1873
Listing Agency:
Block & Lot Real Estate
(859) 309-0099
Listed By:
Gregory Leveridge · License #215416
(859) 309-0099
Source:
Kcrea.resimplifi
Added: Apr 23
Changed: Aug 30
Last Checked: Aug 30 at 1:31PM
Displayed information is deemed reliable but is not guaranteed and should be independently verified. All listing content including descriptions, pricing, images are the copyrighted material of Block & Lot Real Estate
Investment Insights
Based on property information with market context.
Built in 1873 and encompassing 20,548 square feet, this restored historic property supports several commercial functions within one adaptable building. Existing components include gallery space, restaurant and bar areas, wedding and reception facilities, and offices. Multiple commercial kitchens, an interior elevator, hardwood floors, large windows, exposed brick, and functioning fireplaces are part of the improvements. The renovation received the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Commission.
The property is located at 101 S. Main Street in downtown Winchester and carries B-2 zoning. It is also within an Opportunity Zone. Recent investment in the neighboring High Side Improvement Project includes new angled parking, sidewalks, accessibility ramps, and 13 new apartments, with 10 additional apartments in development. The building’s existing layout can support continued mixed-use operation or reconfiguration for other uses, subject to applicable approvals.
The property is located at 101 S. Main Street in downtown Winchester and carries B-2 zoning. It is also within an Opportunity Zone. Recent investment in the neighboring High Side Improvement Project includes new angled parking, sidewalks, accessibility ramps, and 13 new apartments, with 10 additional apartments in development. The building’s existing layout can support continued mixed-use operation or reconfiguration for other uses, subject to applicable approvals.
Key Highlights
- 20,548‑square‑foot mixed‑use property built in 1873
- Restaurant, gallery, wedding and reception, and office components
- Multiple commercial kitchens and an interior elevator
Property Analytics
Property Profile
Current Use
Location Intelligence
Trade Area within ½ mile
651
Businesses Nearby
Explore this area
Business Placement
Demographics for 40391, KY
36,461
Population
16,125
Households
2.3
Avg Household Size
41
Median Age
22%
College-Educated
90%
High-School Grad
237.3 sq mi
ZIP Area
154
Density / Sq Mi
$67,910
Median Household Income
$40,323
Median Earnings
$884
Median Rent
$197,200
Median Home Value
Market
Vacancy Rate% for Retail in South region
Questions? Ask Rey
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Frequently Asked Questions
What type of property is this?
Mixed-use property - Versatile downtown property with restaurant, gallery, event, and office components in a renovated historic setting.
Where is this mixed-use property located?
The property is located at 101 S Main Street Winchester, KY.
What are key features of this property?
This property features: 20,548‑square‑foot mixed‑use property built in 1873; Restaurant, gallery, wedding and reception, and office components; Multiple commercial kitchens and an interior elevator
