Historic Downtown Restaurant
100 N LOUDOUN Street Winchester, VA 22601
100 N LOUDOUN Street, Winchester, VA, 22601
$4,958/Mo
For Lease
Under Contract
$17 SF/Yr $4,958/Mo (calc)
CommercialLease - WINCHESTER, VA
Property Size3,500 SF
Days on Market292
Property Features for 100 N LOUDOUN Street
General Information
- Property type
- Other
- Property subtype
- Retail
- Parking
- 500
- Parking features
- On Street, Parking Lot, Garage
- Standard status
- Active Under Contract
Utilities
- Heating system
- Central
- Cooling system
- Central Air
Building Details
- Year built
- 1900
- Building materials
- Brick
Listing Agency
Coldwell Banker Premier
(540) 662-9937
14 E Piccadilly Street, Winchester, VA
Listed by
Gillian Joy Greenfield · License #0225064152
(540) 974-3927
Added: Sep 29, 2025 Checked: Jul 17 at 12:06 pm
MLS# VAWI2009162
Copyright © 2026 Bright MLS. 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.
Historic restaurant space at 100 N Loudoun Street in Winchester, located in downtown’s Old Town Walking Mall area. The building features original brick and hardwood floors, with massive windows and a large outdoor dining area suited for seasonal use.
Inside, the restaurant includes a huge bar seating area, a large dining area, room for live music, storage space, and a kitchen. The kitchen is noted as having no hood currently, though a hood may be installed. The property provides about 3,500 SF of indoor space plus approximately 4,000 SF of outdoor space.
Additional space is available by expansion, with an option to expand by about 2,100 SF for a total dining/kitchen area up to about 5,600 SF. There is also an option to add about 1,800 SF of basement “speakeasy” space. Some tenant improvement allowance and deferred rent may be considered with acceptable terms.
Inside, the restaurant includes a huge bar seating area, a large dining area, room for live music, storage space, and a kitchen. The kitchen is noted as having no hood currently, though a hood may be installed. The property provides about 3,500 SF of indoor space plus approximately 4,000 SF of outdoor space.
Additional space is available by expansion, with an option to expand by about 2,100 SF for a total dining/kitchen area up to about 5,600 SF. There is also an option to add about 1,800 SF of basement “speakeasy” space. Some tenant improvement allowance and deferred rent may be considered with acceptable terms.
Key Highlights
- Restaurant space in a historical brick building built in 1900 with original brick and hardwood floors
- Total interior size: 3,500 SF, plus approx. 4,000 SF of outdoor dining space
- Includes huge bar seating, large dining area, room for live music, storage space, and a kitchen (no hood)
Property Analytics
Property Profile
Location Intelligence
Current Use by Public Records
Apps Twenty Four ...
(Bike/Boat/Book/etc) Store
Willie Sutton’s saloon
Bar & Pub
ItsApriority4u LLC
Physician
Steinlage Insurance Agency
Insurance Agency
Online Marketing Winchester
Advertising Agency
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FAQs
What type of property is this?
Conventional restaurant - Restaurant space with bar seating, dining area, kitchen, and large outdoor dining for seasonal operation.
Where is this conventional restaurant located?
The property is located at 100 N LOUDOUN Street Winchester, VA.
What is the lease rate?
The lease rate is $17 SF/Yr.
What are key features of this property?
This property features: Restaurant space in a historical brick building built in 1900 with original brick and hardwood floors; Total interior size: 3,500 SF, plus approx. 4,000 SF of outdoor dining space; Includes huge bar seating, large dining area, room for live music, storage space, and a kitchen (no hood)
