Listing provided courtesy of Block + Lot Real Estate- MLS# 23021742MLS Provider

101 S MainWinchester, KY 40391

Commercial · 20,548 Sq. ft. | 0.23 Acres
$1,750,000 Active

101 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.

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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

42
Median Age
148
Population Density (per sq. mile)
29%
College Educated
$54,868
Estimated Median Income
9,955
Estimated Total Home Owners
4,479
Estimated Total Renters
69% / 31%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

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

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

101 S Main Market Data

Based on the last 30 days in this zip code

$430,589
Average List Price
$197
Average Price per Square Foot
29
Properties Sold
114
Average Days on Market
181
Properties for Sale
Calculations provided by Reliance Network

101 S Main History

Date Event Value Agent
8/12/2025Source: Imagine MLS/Bluegrass Added to Database
August 12, 2025