14-16 S Loudoun St, WINCHESTER, VA

$747,000

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9,276

Square feet

About 14-16 S Loudoun St

Rare opportunity to own a historic landmark in the heart of Old Town Winchester’s iconic Walking Mall. This impressive three-story commercial building offers approximately 9,276 square feet and features two retail storefronts in one of the Shenandoah Valley’s most sought-after downtown locations. Both retail spaces are currently leased, providing immediate and reliable rental income for investors. With established tenants already in place, this property presents an excellent opportunity to acquire a performing asset in a premier downtown location while benefiting from existing cash flow. Positioned along the vibrant pedestrian mall, the property benefits from exceptional visibility, steady foot traffic, and exposure to the countless community events, festivals, dining destinations, and boutique shopping experiences that make Old Town Winchester a regional attraction. The versatile floor plan provides endless possibilities for retail, office, restaurant, studio, mixed-use, or investment opportunities. The building showcases attractive storefronts, large display windows, and multiple levels of usable space that can accommodate a variety of business needs. Upper floors offer additional opportunities for expansion, office suites, creative workspaces, storage, or redevelopment potential (subject to applicable approvals). Whether you're an investor seeking a premier downtown asset, an entrepreneur looking to establish a flagship location, or someone passionate about preserving a piece of Winchester's rich history, this is a truly exceptional offering. Prime location, historic character, and significant square footage combine to create a one-of-a-kind ownership opportunity in the center of Winchester's thriving Walking Mall district.

Features of 14-16 S Loudoun St

MLS® # VAWI2010936
Price $747,000
Bathrooms 0.00
Square Footage 9,276
Year Built 1900
Type Commercial Sale
Sub-Type Retail
Status Active

Community Information

Address 14-16 S Loudoun St
City WINCHESTER
County WINCHESTER CITY-VA
State VA
Zip Code 22601

Amenities

Is Waterfront No

Interior

Heating Heat Pump(s), Forced Air
Cooling Heat Pump(s)

Exterior

Exterior Concrete, Brick
Construction Concrete, Brick

Additional Information

Date Listed August 28th, 2026
Days on Market 13
Zoning B1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeMarketPlace REALTY

Listing Map

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