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Sublease Highlights

  • Home of the successful and delicious Loma's at the Opera House restaurant and bar, and The Winchester Opera House Ballroom
  • The property benefits from the City of Winchester's investment in neighboring High Side Improvement Project with included $5.5 million invested
  • Ideally located in the heart of Downtown Winchester

Space Availability (2)

Display Rental Rate as

  • Space
  • Size
  • Term
  • Rental Rate
  • Rent Type
  • 1st Floor, Ste First Floor
  • 4,752 SF
  • Negotiable
  • $15.54 CAD/SF/YR $1.29 CAD/SF/MO $73,831 CAD/YR $6,153 CAD/MO
  • Plus All Utilities
Space Use
Retail
Build-Out
Full Build-Out
Availability
Now

A very successful restaurant space is now available for leases in the heart of Downtown Winchester. This turnkey location features a fully-equipped commercial kitchen with everything you need to start operating right away. Guests will love the beautiful bar area, a cozy fireside dining room, and a private event space in the back - perfect for hosting gatherings, celebrations, or special dinners.

  • Sublease space available from current tenant
  • Listed lease rate plus proportional share of utilities
  • Fully Built-Out as a Restaurant or Café Space
  • Space is in Excellent Condition
  • 2nd Floor, Ste Second & Third Floor
  • 15,796 SF
  • Negotiable
  • $10.39 CAD/SF/YR $0.87 CAD/SF/MO $164,189 CAD/YR $13,682 CAD/MO
  • Plus All Utilities
Space Use
Retail
Build-Out
-
Availability
Now

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.

  • Sublease space available from current tenant
  • Listed lease rate plus proportional share of utilities
Space Size Term Rental Rate Rent Type
1st Floor, Ste First Floor 4,752 SF Negotiable $15.54 CAD/SF/YR $1.29 CAD/SF/MO $73,831 CAD/YR $6,153 CAD/MO Plus All Utilities
2nd Floor, Ste Second & Third Floor 15,796 SF Negotiable $10.39 CAD/SF/YR $0.87 CAD/SF/MO $164,189 CAD/YR $13,682 CAD/MO Plus All Utilities

1st Floor, Ste First Floor

Size
4,752 SF
Term
Negotiable
Rental Rate
$15.54 CAD/SF/YR $1.29 CAD/SF/MO $73,831 CAD/YR $6,153 CAD/MO
Rent Type
Plus All Utilities
Space Use
Retail
Build-Out
Full Build-Out
Availability
Now

A very successful restaurant space is now available for leases in the heart of Downtown Winchester. This turnkey location features a fully-equipped commercial kitchen with everything you need to start operating right away. Guests will love the beautiful bar area, a cozy fireside dining room, and a private event space in the back - perfect for hosting gatherings, celebrations, or special dinners.

  • Sublease space available from current tenant
  • Listed lease rate plus proportional share of utilities
  • Fully Built-Out as a Restaurant or Café Space
  • Space is in Excellent Condition

2nd Floor, Ste Second & Third Floor

Size
15,796 SF
Term
Negotiable
Rental Rate
$10.39 CAD/SF/YR $0.87 CAD/SF/MO $164,189 CAD/YR $13,682 CAD/MO
Rent Type
Plus All Utilities
Space Use
Retail
Build-Out
-
Availability
Now

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.

  • Sublease space available from current tenant
  • Listed lease rate plus proportional share of utilities

Rent Types


The rent amount and type that the tenant (lessee) will be responsible to pay to the landlord (lessor) throughout the lease term is negotiated prior to both parties signing a lease agreement. The rent type will vary depending upon the services provided. For example, triple net rents are typically lower than full service rents due to additional expenses the tenant is required to pay in addition to the base rent. Contact the listing broker for a full understanding of any associated costs or additional expenses for each rent type.

1. Full Service: A rental rate that includes normal building standard services as provided by the landlord within a base year rental.

2. Double Net (NN): Tenant pays for only two of the building expenses; the landlord and tenant determine the specific expenses prior to signing the lease agreement.

3. Triple Net (NNN): A lease in which the tenant is responsible for all expenses associated with their proportional share of occupancy of the building.

4. Modified Gross: Modified Gross is a general type of lease rate where typically the tenant will be responsible for their proportional share of one or more of the expenses. The landlord will pay the remaining expenses. See the below list of common Modified Gross rental rate structures: 4. Plus All Utilities: A type of Modified Gross Lease where the tenant is responsible for their proportional share of utilities in addition to the rent. 4. Plus Cleaning: A type of Modified Gross Lease where the tenant is responsible for their proportional share of cleaning in addition to the rent. 4. Plus Electric: A type of Modified Gross Lease where the tenant is responsible for their proportional share of the electrical cost in addition to the rent. 4. Plus Electric & Cleaning: A type of Modified Gross Lease where the tenant is responsible for their proportional share of the electrical and cleaning cost in addition to the rent. 4. Plus Utilities and Char: A type of Modified Gross Lease where the tenant is responsible for their proportional share of the utilities and cleaning cost in addition to the rent. 4. Industrial Gross: A type of Modified Gross lease where the tenant pays one or more of the expenses in addition to the rent. The landlord and tenant determine these prior to signing the lease agreement.

5. Tenant Electric: The landlord pays for all services and the tenant is responsible for their usage of lights and electrical outlets in the space they occupy.

6. Negotiable or Upon Request: Used when the leasing contact does not provide the rent or service type.

7. TBD: To be determined; used for buildings for which no rent or service type is known, commonly utilized when the buildings are not yet built.

Property Facts

Total Space Available 20,548 SF
Property Type Retail
Property Subtype Restaurant
Gross Leasable Area 20,548 SF
Year Built/Renovated 1873/2003

About the Property

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 Commission. 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.

  • Fireplace
  • Restaurant
Fairly walkable
50/100
Exceptionally drivable
90/100
Somewhat bikeable
30/100

Nearby Major Retailers

Truist
Stock Yards Bank & Trust
Rent-A-Center
  • Listing ID: 40279867

  • Date on Market: 2026-04-24

  • Last Updated:

  • Address: 101 S Main St, Winchester, KY 40391

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