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sales rep | Brivity IDX

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14 14-16 S Loudoun St , Winchester, VA 22601
$747,000
Est. Payment: $3,913.44/mo
9276 Sqft
Status: active | Days on site: 64
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MAKR1 - 85034,3003124
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House 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.

Highlights

Listed by Stanley C Corneal , 5403033864 and Kimberly D Hurst , 5409317934 MarketPlace REALTY , 5404502747. Bright MLS

Property Type

Commercial Sale

Year Built

1900

County

Winchester City

School District

Winchester City Public Schools

Listing ID

VAWI2010936

Questions about this listing?

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Interior Features

Air Cond:Heat Pump(s)
Fireplaces:
Floor:Wood
Water:Public

Exterior Features

Lot:Not New Construction,Horse Property: No,In City Limits
Zoning:Business B1 Dist
Sewer:Public Sewer
Principal Interest
$3,913
Taxes
$342

Home Price

$747,000

Loan Details

30 yrs
6.844%

Down Payment

20%
$149,400
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$3,913.44

Principal

Taxes

Principal Taxes HOA Total
Monthly $3,913.44 $342.08 $0.00 $4,255.52
Yearly $46,961.23 $4,105.00 $0.00 $51,066.23
Total $1,408,836.95 $123,150.00 $0.00 $1,531,986.95
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Winchester, VA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-14T01:13:51.000Z

© 2026 Bright MLS