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9 LOUDOUN Street N
WINCHESTER VA 22601 US

$3,999,000

Active Listing ID VAWI2008046
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Lot: 0.37 Acres
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Other

$3,999,000

Active Listing ID VAWI2008046
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9 LOUDOUN Street N 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 Winchester's 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 building's 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 Winchester's history while enjoying steady returns. Don't miss out on this prime location-perfect for retail and office space in a thriving downtown area!

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Property Features

  • Facts
  • Lot Size: 0.37 Acres
  • Property Type: Other
  • Property Sub-type: Other
  • Features
  • Cooling System: Central Air, Zoned
  • Heating Fuels: Forced Air

Property

  • propertytype: Other
  • propertysubtype: Other
  • listprice: 3999000
  • unparsedaddress: 9 LOUDOUN Street N
  • postalcity: WINCHESTER
  • stateorprovince: VA
  • country: US
  • postalcode: 22601
  • bathroomsfull: 0
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.37
  • lotsizeunits: Acres
  • lotsizearea: 0.37
  • livingarea: 0
  • livingareaunits: Square Feet
  • latitude: 39.18458195
  • longitude: -78.1655919
  • listagentfullname: Lori Fountain Bales
  • listagentemail: loribales@kw.com
  • listagentkey: 3yd-TRENDPA-3222183
  • listagentmlsid: 3222183
  • listagentpreferredphone: 5409741542
  • listagentofficephone: 5409741542
  • listofficekey: 3yd-TRENDPA-KWR6
  • listagentstatelicense: 0225229904
  • listofficemlsid: KWR6
  • disclaimer: Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: TRENDPA
  • yearbuilt: 1900
  • listingcontractdate: 2025-06-26
  • listagenturl: http://www.kwleesburg.com
  • countyorparish: WINCHESTER CITY
  • elementaryschooldistrict: WINCHESTER CITY PUBLIC SCHOOLS
  • middleorjuniorschooldistrict: WINCHESTER CITY PUBLIC SCHOOLS
  • highschooldistrict: WINCHESTER CITY PUBLIC SCHOOLS
  • cooling: Central Air, Zoned
  • constructionmaterials: Combination, Brick, Concrete, Metal Siding, Synthetic Stucco
  • heating: Forced Air
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Offsite, On Street
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -78.16559, 39.18458
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Leesburg", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"loribales@kw.com", "ListBrokerageCity":"Leesburg", "ListBrokerageCountry":"US", "ListBrokerageEmail":"kwrickc@gmail.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/190/361282/20171013154821305.png", "ListBrokerageName":"Keller Williams Leesburg", "ListBrokeragePhone":"(703) 669-0099", "ListBrokeragePostalCode":"20176", "ListBrokerageStateOrProvince":"VA", "ListBrokerageUnitNumber":"Suite 101", "ListBrokerageUnparsedAddress":"50 Catoctin Circle, NE", "ListBrokerageWebsiteUrl":"http://www.kwleesburg.com", "ListOfficeAddress1":"201 Loudoun Street unit: 101 ", "ListOfficeAddress2":"Suite 101", "ListOfficeBrokerMlsId":"KWR6", "ListOfficeCity":"Winchester", "ListOfficeCountry":"USA", "ListOfficeEmail":"kwrickc@gmail.com", "ListOfficePostalCode":"22601", "ListOfficeStateOrProvince":"VA", "ListPriceCurrencyType":"USD", "ListingTitle":"Commercial Sale - WINCHESTER, VA", "ListingURL":null, "MLSModificationTimestamp":"2025-06-26 15:34:06", "Neighborhoods":[], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":25845, "TaxDescription":null, "TaxYear":null}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/3/2025 12:55:37 AM GMT
Source Updated Date: 12/5/2025 6:42:08 PM GMT

Courtesy of: Lori Fountain Bales, Keller Williams Realty, loribales@kw.com

Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.