

101 S MainWinchester, KY 40391
Commercial · 20,548 Sq. ft. | 0.23 Acres101 S Main Overview
- Time on Site:
- 0 days
- Visits:
- 49
101 S. Main Street is a fully-restored historic Opera House in the heart of Downtown Winchester. Now functioning in a multiple use capacity, including gallery space, 7-years-running successful restaurant space, wedding event and reception space, and office space. No detail was overlooked in this extensive renovation, now inclusive of multiple commercial kitchens, interior elevator, gracious entertainment spaces, and an abundance of old-world charm through hardwood floors, large windows, exposed brick, and functioning fireplaces. In fact, the Opera House renovations earned the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Comm. This offering is extremely flexible in that a new owner can step in and operate the same uses already in place, including Lease Back potential from Loma's which is owner occupied, or use the flexible layouts for its own preferences. It is also in the Opportunity Zone, and Downtown Winchester KY offers numerous grants for both renovations and business development should a buyer wish to participate. *Business purchase is not included in the real estate offering. Property Highlights: -Home of the successful and delicious Loma's at the Opera House restaurant and bar, and The Winchester Opera House Ballroom -Ideally located in the heart of Downtown Winchester -The property benefits from the City of Winchester's investment in neighboring High Side Improvement Project with included $5.5 million invested in new angled parking, new sidewalks and added ramps, making the downtown area more accessible as well as 13 new high-end apartments with 10 more in development.
101 S Main Facts & Features
- Type Commercial
- Sq. ft. 20,548
- Price/Sq.ft. $85
- Lot 0.23 Acres
Details
General
Income/Expenses
- Existing Lease Type: None
Building Information
- Year Built: 9999
Business Information
- Business Type: Commercial,Professional/Office,Restaurant,Retail
Location/Region
- County Or Parish: Clark
- MLS Area Major: 007 - Clark County
- MLS Area Minor: 007 - Clark County
- Subdivision Name: Downtown
General Information
- Parcel Number: 054-3218-001-00
- Property Sub Type: Office
- Property Type: Commercial Sale
- Zoning: Other
Interior
Beds/Baths
- Bathrooms Total: 0
Building Interior
- Building Area Total: 20548.0
- Building Area Units: Square Feet
General Information
- Building Features: Wood Flooring
- Living Area Units: Square Feet
- Stories Total: 3
Exterior
Lot Information
- Lot Size Acres: 0.23
- Lot Size Area: 0.23
- Lot Size Square Feet: 10019.0
- Lot Size Units: Acres
- Number Of Buildings: 1
Building Exterior/Construction
- Construction Materials: Brick
General Information
- Sewer: Public Sewer
- Utilities: Electricity Available,Natural Gas Available,Sewer Available,Water Available
101 S Main Neighborhood
Community
40391 (Winchester) Demographics
Schools
School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.101 S Main Monthly Cost
101 S Main Market Data
Based on the last 30 days in this zip code
101 S Main History
| Date | Value | Agent |
|---|---|---|
| 8/12/2025Source: Imagine MLS/Bluegrass | August 12, 2025 |
