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101 S Main Street 2nd & 3rd, Winchester, KY 40391

Downtown · Clark County

Key Facts

20,548Sq Ft
0.23Lot (acres)
1Stories

Description

The Winchester Opera House Ballroom has been a successful full-scale wedding and event venue for over 15 years, and a rare opportunity is now available. The current owner is retiring and is looking to lease the 2nd and 3rd floors of the Opera House, ideally to someone who wold continue using the space as an event venue. The Second Floor features: A welcoming fireside room perfect for greeting guests or hosting smaller events and weddings, A grand ballroom that can accommodate up to 400 guests (or 300 with a dance floor), A large prep kitchen and elevator access for convenience The Third Floor Includes: Office space for venue operations, Storage areas for tables and chairs, A bridal suite for the bride and bridesmaids to get ready, as well as a groom's lounge for the groomsmen, a small kitchen for added convenience This beautiful historic space also showcases original wood floors, soaring 16-foot ceilings, and large windows that create a stunning setting for weddings, receptions, and special events. If you've ever dreamed of running a wedding or event venue, this is a rare chance to step into an established and beloved space. Opportunities like this don't come around often. If you've been dreaming about opening or expanding your restaurant, this could be the perfect spot.

Property Information

Property Type

Commercial Lease

Sub-Type

Office

Stories

1

Living Area

20,548 sq ft

Lot Size

0.23 acres

Zoning

Other

MLS® Listing#

26008860

Property Features

Utilities

Electricity AvailableNatural Gas AvailableSewer AvailableWater Available

Sewer

Public Sewer

Financial Details

Parcel Number

054-3218-001-00-1

Directions

Eastbound on Main St, property on Left

Affordability Calculator

$2,000

Estimated monthly payment

$53/mo

Principal $8,000 · Est. interest $11,161 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Winchester, KY

$334,483
Median Listing Price
55
Median Days on Market
2,019
Median Sq Ft
$172
Median Price / Sq Ft
120
Active Listings
  • This home’s price is 97% below the area median.
  • Its price per sq ft is 100% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Winchester, KY.

Location

Map showing the location of 101 S Main Street 2nd & 3rd, Winchester, KY 40391

Points of Interest in Winchester, KY

Showing the Winchester area map.

Nearby Schools

  • St Agatha Academy

    School · 0.2 mi away

  • Shearer Elementary School

    Elementary · 0.4 mi away

  • Fannie Bush Elementary School

    Elementary · 0.5 mi away

  • Hannah McClure Elementary School

    Elementary · 0.6 mi away

  • Central Elementary School

    Elementary · 1.1 mi away

  • Willis H. Justice Elementary School

    Elementary · 1.1 mi away

  • Victory Heights School

    School · 1.1 mi away

  • Conkwright Middle School

    School · 1.1 mi away

  • William G. Conkwright Elementary

    Elementary · 1.1 mi away

  • Robert D Campbell Pto

    Secondary · 1.2 mi away

  • Kentucky Tech Clark Co Center

    School · 1.2 mi away

  • Phoenix Academy

    School · 1.3 mi away

  • Calvary Christian Church

    School · 1.8 mi away

  • Flutterby Discovery Center

    School · 2.0 mi away

  • Clark County Public Schools

    School · 2.3 mi away

  • Clark County Christian School

    Elementary · 2.3 mi away

  • Henry E Baker Intermediate

    Secondary · 2.4 mi away

  • Clark Middle School

    School · 2.4 mi away

  • Clark County Area Technology Center

    Secondary · 2.4 mi away

  • Strode Station Elementary School

    Elementary · 2.5 mi away

Commute Calculator

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Similar Home Values

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AddressPriceBedsBathsSq Ft
75 4th Street, Winchester, KY$10,000

Moving Cost Estimate

EXIT Agents in Winchester

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Listing Courtesy: Block + Lot Homes - 8593090099

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by IDX brokerage firms other than EXIT Realty, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright ©2026 Bluegrass REALTORS®. All Rights Reserved.

Last Updated: 2026-04-23

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Imagine MLS (Bluegrass REALTORS®). MLS® Listing#26008860. © 2026EXIT Realty®. All rights reserved.