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125 E Piccadilly StreetWinchester, VA 22601Price: $3,250,000

  • Price: $3,250,000
  • 143 Days on Market
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Federal 30-year interest rate: 7.32% last updated on Oct 22, 2026
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125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601125 E Piccadilly Street Winchester VA 22601
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  • 0.34Acreage
  • 1900Year Built
  • 121Price Per Square Foot
  • 2025Assessment Year
Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That's right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment.
Listed by H. Paige Manuel of Oakcrest Commercial LLC.

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

More Info

Location Information

  • UsmAreaWinchester

Parking

  • Parking TypesPublic Garage, On Street

Basic Information

  • Date Listed06/04/2026

Location

  • Address125 E Piccadilly Street
  • Building Number125
  • CountyWinchester City
  • DirectionsFrom I-81 South, take exit 315 to merge onto VA-7 W/Berryville Ave/Berryville Pike toward Winchester. Continue to follow VA-7 W. Pass by Arby's on the right. At the traffic circle, continue straight onto E Piccadilly St. Destination is on the left.
  • StateVA
  • TownWinchester
  • Zip22601

Amenities

  • Accessibility AmenitiesRamp - Main Level

Basic Information

  • Broker NameOakcrest Commercial Real Estate
  • List Price$3,250,000
  • MLS NumberVAWI2010918
  • MLS Property TypeCommercial Sale
  • Price Per Square Foot121
  • StatusACT

Building

  • Building Area SourceAssessor
  • Building Area Total26949
  • Construction MaterialsBrick
  • Total Garage And Parking Spaces100
  • Year Built1900

Utilities

  • Central Air YNYes
  • CoolingCentral A/C
  • Cooling FuelNatural Gas
  • Heat SystemForced Air
  • Heating FuelNatural Gas
  • Heating YNYes
  • SewerPublic Sewer
  • Water HeaterNatural Gas
  • Water SourcePublic

Tax Information

  • Assessment Year2025
  • City Town Tax$26,929
  • City Town Tax Payment FrequencyAnnually
  • County Tax Payment FrequencyAnnually
  • Tax Assessment Amount$3,387,300
  • Tax Lot8
  • Tax Year2025
  • Taxes$26,929
  • Total Taxes Payment FrequencyAnnually

Property

  • Acreage0.34
  • Business TypeRestaurant/Bar
  • Lot Size SourceAssessor
  • Lot Size Square Feet14,593
  • New Construction YNN
  • Property SubTypeRetail
  • ZoningB1

Other

  • View Count1

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Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated October 25, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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