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    Downtown Winchester Restaurant Opportunity Title is generated by Realmo AI

    100 N Loudoun Street, Winchester, VA 22601

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    Restaurant space in a historical building with outdoor dining area.

    Type:Mixed Use
    Property size:
    3,500 SF
    Price / SF:
    $0.00/SF
    Added:
    Jan 26, 2026
    Days on Market:
    112
    Last Refresh:
    Apr 5 at 8:50 pm

    Property Features for 100 N Loudoun Street

    General Information

    Standard status
    Active
    Size
    3,500 SF
    Property subtype
    Mixed Use

    Building Details

    Year Built
    1900

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    Listing Contact
    Gillian Greenfield
    Gillian Greenfield

    Listing agent Gillian Greenfield License #0225263094

    Listing office Coldwell Banker Premier

    Listing date Jan 26, 2026

    Source Cbcworldwide

    Displayed information is deemed reliable but is not guaranteed and should be independently verified.

    All listing content including descriptions, pricing, images are the copyrighted material of Coldwell Banker Premier

    HighLights

    • Prime location in the heart of Downtown Winchester's Old Town Walking Mall.
    • Large outdoor dining area (approx. 4,000 SF) ideal for seasonal use and events.
    • Spacious interior (3,500 SF) with potential to expand dining/kitchen area up to 5,600 SF.
    • Historical building with original brick and hardwood floors, plus modern upgrades.
    • Opportunity to add a unique 1,800 SF 'speakeasy' in the basement.
    • Includes a large bar seating area, dining area, room for live music, and storage space.

    Overview

    This restaurant opportunity is located in the heart of Downtown Winchester, within the Old Town Walking Mall. The property is situated in a historical building that features modern upgrades, original brick, and hardwood floors. The restaurant space includes a large bar seating area, a spacious dining area suitable for live music, storage space, and a kitchen. While the kitchen currently lacks a hood, one may be installed. The property features large windows and a sizable outdoor dining area suitable for seasonal use and outdoor events. The total square footage of the restaurant is 3500 SF, complemented by approximately 4000 SF of outdoor space. There is an option to expand the dining and kitchen area by an additional 2100 SF, bringing the total to 5600 SF. Furthermore, an 1800 SF 'speakeasy' can be added in the basement. This space is intended for experienced restaurant operators looking to join a growing metropolitan area.
    Property Profile Insight Report 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

    Suggested Use

    Law Firm Restaurant Real Estate Agency Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Gym & Fitness Center Daycare Center

    Zoning and permitted uses should be independently verified with local authorities.

    Similar Places Nearby

    • Laura's Lemons TBD, Winchester, VA 22601

    Location Insight

    • Map
    • Local Demand
    City
    Winchester
    County
    Frederick
    State
    Virginia
    Longitude
    -78.1652
    Latitude
    39.1847

    FAQs

    What type of property is this?
    Restaurant - Restaurant space in a historical building with outdoor dining area.
    Where is this restaurant located?
    The property is located at 100 N Loudoun Street Winchester, VA.
    What is the asking price?
    The asking price for this property is Off market.
    What are key features of this property?
    This property features: Prime location in the heart of Downtown Winchester's Old Town Walking Mall.; **Large outdoor dining area (approx. 4,000 SF) ideal for seasonal use and events.**; Spacious interior (3,500 SF) with potential to expand dining/kitchen area up to 5,600 SF.
    More about this property
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