9 Loudoun Street N Winchester, VA $ 3,999,000
9 Loudoun Street N
$ 3,999,000
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9 Loudoun Street N

Winchester, VA, 22601
$ 3,999,000
Bedrooms-- Baths-- Sq 34,300

Monthly Estimate*

$ 24,949

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Commercial Property for sale in Winchester, VA

for $3,999,000. This 34,300 square foot building was built in 1900 on a lot size of 0.37.

Introducing a unique investment opportunity in the heart of Historic Downtown Winchester! The iconic Leggetts Building, located on the vibrant Pedestrian Mall, offers three addresses in one with a diverse tenant base across three finished floors of retail and office space. This well-maintained building features access from both Loudoun Street and Indian Alley, providing excellent foot traffic and visibility. Highlights include the Bright Center, once home to Winchesters first escalator, now a charming carpeted staircase in the Bright Box Theater. Other key tenants include Worlds Away Escape Room and Exotic Himalayan Shop, adding to the buildings eclectic appeal. Professionally managed and just steps from Boscawen Street, this property is surrounded by historic landmarks, including the Shenandoah Valley Civil War Museum. With a cap rate of approximately 6.17%, this is an incredible opportunity for investors looking to own a piece of Winchesters history while enjoying steady returns. Don't miss out on this prime locationperfect for retail and office space in a thriving downtown area!

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Commercial Active

Price

$ 3,999,000

Property Type

Commercial

Taxes

$ 25,845

Style

Restaurant/Bar,Hair Salon and Spa,/General Retail

Lot Size

0.37

Year Built

1900

Town/City

Winchester

County/Region

Winchester City

MLS | Web ID

VAWI2008046

Features
Interior
Heating Fuel Natural Gas
Flooring Partially Carpeted Wood
Hot Water Electric
Heating Y/N Y
Central Air Y/N Y
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General
Sewer Public Sewer
Heating Forced Air
Cooling Central A/C Zoned
Utilities Cable TV Available
Possession 0-30 Days CD 31-60 Days CD
Roof Rubber
Zoning B1
Construction Materials Combination Brick Concrete Metal Siding Synthetic Stucco
Year Built 1900
Electric Other
Property Subtype Mixed Use
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Business Type Restaurant/Bar Hair Salon and Spa Other/General Retail Professional Theater
Accessibility Other
County WINCHESTER CITY
New Construction N
Property Type Commercial Sale
Water Access Y/N N
Status ACTIVE
Directions 9 N Loudoun St
City WINCHESTER
Lot Size Units Square Feet
Lot Size Square Feet 15936.00
Tax Annual Amount 25845.47
Price Per Sq Ft Total AG 130.26
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Standard Status Active
Year Built Source Estimated
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Exterior
Water Source Public
Type of Parking Off Site On Street
Water View Y/N N
Building Area Total 30700.00
Lot Size Acres 0.37
Lot Size Source Estimated
Waterfront Y/N N
Land Assessed Value 239000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 9
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* Excluded Features
List By
Keller Williams Realty

Broker

loribales@kw.com

Email

Affordability Calculator

$27,102
Per Month
92%
8%
0%
Monthly Principal & Interest
$24,949
Monthly Property Taxes
$2,154
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2136830 Elementary School
2137124 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/26/2025$3,999,000 Listed Price

Map


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9 Loudoun Street N, Winchester, VA, 22601 is a Commercial Property for sale at $3,999,000 with 34,300 sqft and a lot size of 0.37. 9 Loudoun Street N was built in 1900. The property's zip code is 22601 which is in Winchester, VA