Historic Mixed-Use Opera
For Sale
$1,750,000
101 S Main, Winchester, KY 40391
Commercial Sale, Winchester, KY
Property Size20,548 SF
Lot Size0.23 Acres
Price / SF$85.17
Days on Market1051
Property Features for 101 S Main
General Information
Property type
Commercial Sale
Property subtype
Office
Zoning description
B-2
Subdivision
Downtown
Directions
Eastbound on Main St, property on Left
Standard status
Active
APN
054-3218-001-00
Size
20,548 SF
Lot size
0.23 Acres
Utilities
Utilities
Water Available
Sewer type
Public Sewer
Amenities
interior elevator
functioning fireplaces
Building Details
Floors in Building
3
Building materials
Brick
Listing Agency:
Block + Lot Homes
(859) 309-0099
Listed By:
Gregory Leveridge · License #215416
(859) 421-8959
Added: Nov 10, 2023
Changed: Sep 12
Last Checked: Sep 26 at 3:06PM
MLS# 23021742
Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Investment Insights
Based on property information with market context.
Located at 101 S Main in Winchester, this restored brick mixed-use property contains 20,548 square feet on 0.23 acres. The historic Opera House includes restaurant and bar space, ballroom and reception areas, gallery space, offices, multiple commercial kitchens, and an interior elevator. Original architectural elements include hardwood floors, large windows, exposed brick, and functioning fireplaces. The building has been renovated for continued commercial use and received the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Commission.
The property is positioned in Downtown Winchester and includes access to water and public sewer. Neighboring streetscape improvements include $5.5 million invested in angled parking, sidewalks, and accessibility ramps, along with 13 new apartments and 10 additional apartments in development. The real estate offering does not include the operating business.
The property is positioned in Downtown Winchester and includes access to water and public sewer. Neighboring streetscape improvements include $5.5 million invested in angled parking, sidewalks, and accessibility ramps, along with 13 new apartments and 10 additional apartments in development. The real estate offering does not include the operating business.
Key Highlights
- 20,548‑square‑foot restored mixed‑use Opera House on 0.23 acres
- Restaurant, ballroom, reception, gallery, and office areas in one property
- Multiple commercial kitchens and an interior elevator
Property Analytics
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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
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Market
Vacancy Rate% for Retail in South region
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Frequently Asked Questions
What type of property is this?
Mixed-use property - Restored brick property combines restaurant, event, gallery, and office spaces within a flexible downtown commercial setting.
Where is this mixed-use property located?
The property is located at 101 S Main Winchester, KY.
What is the asking price?
The asking price for this property is $1,750,000.
What are key features of this property?
This property features: 20,548‑square‑foot restored mixed‑use Opera House on 0.23 acres; Restaurant, ballroom, reception, gallery, and office areas in one property; Multiple commercial kitchens and an interior elevator
