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14-16 S Loudoun Street

WINCHESTER, VA 22601
  • $747,000
  • STATUS: Active
  • ON SITE: 28 Days
  • ID#: VAWI2010936
UPDATED: 35 min ago
$747,000
  • 0
    BEDS
  • N/A
    ACRES
  • 0
    BATHS
  • 0
    1/2 BATHS
Type:
Commercial
Built:
1900
County:

School Ratings & Info

Description

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.

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©2026 Bright MLS, All Rights Reserved. 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Debbie Dogrul Associates | EXP Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-09-16T14:56:18.343.
www.novapropertiesforsale.com/homes/180244489
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14-16 S Loudoun Street WINCHESTER, VA 22601

  • Price: $747,000
  • Status: Active
  • On Site: 28 Days
  • Updated: 35 min ago
  • ID#: VAWI2010936
0
Beds
0
Baths
0
½ Baths
N/A
Acres
1900
Built
County:
Winchester City
School District:
Winchester City Public Schools
Property Description
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.
Exterior Features

Construction Materials ConcreteBrick Garage YN No Parking Types None Water Access YN No Water View YN No Waterfront YN No

Interior Features

Building Area Total 9276.00 Cooling Heat Pump(s) Flooring Wood Heating Heat Pump(s)Forced Air Heating YN Yes Net Square Feet 9276.00

Property Features

Accessibility Features None Central Air YN No Cooling Fuel Electric Heating Fuel ElectricOil Hot Water Electric Navigable Water YN N New Construction YN No Original MLSNumber 805019160998 Ownership Interest Fee Simple Property Sub Type Retail Sale Type Standard Sewer Public Sewer Tax Annual Amount 4105.00 Vacation Rental YN No Water Source Public Zoning B1 Zoning Description Business B1 Dist

Listing courtesy of MarketPlace REALTY: .


©2026 Bright MLS, All Rights Reserved. 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Debbie Dogrul Associates | EXP Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-09-16T14:56:18.343.
 
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Debbie Dogrul Associates | EXP Realty
3918 Prosperity Avenue, Suite 114
Fairfax VA, 22031