125 E Piccadilly Street Winchester, VA $ 3,250,000
125 E Piccadilly Street
$ 3,250,000
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125 E Piccadilly Street

Winchester, VA, 22601
$ 3,250,000
Bedrooms-- Baths-- Sq 20,386

Monthly Estimate*

$ 20,011

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Commercial Property for sale in Winchester, VA

for $3,250,000. This 20,386 square foot building was built in 1900 on a lot size of 0.34.

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. Thats 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.

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Commercial Active

Price

$ 3,250,000

Property Type

Commercial

Taxes

$ 26,929

Style

Restaurant/Bar

Lot Size

0.34

Year Built

1900

Town/City

Winchester

County/Region

Winchester City

MLS | Web ID

VAWI2010918

Features
Interior
Heating Fuel Natural Gas
Hot Water Natural Gas
Heating Y/N Y
Central Air Y/N Y
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General
Sewer Public Sewer
Heating Forced Air
Cooling Central A/C
Possession Settlement
Zoning B1
Construction Materials Brick
Year Built 1900
Property Subtype Retail
Tax Year 2025
Ownership Fee Simple
Cool Fuel Natural Gas
Business Type Restaurant/Bar
Accessibility Ramp - Main Level
County WINCHESTER CITY
New Construction N
Property Type Commercial Sale
Water Access Y/N N
Status ACTIVE
Directions From 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 on
City WINCHESTER
Number Of Units Total 0
Lot Size Units Square Feet
Lot Size Square Feet 14593.00
Tax Annual Amount 26929.0
Price Per Sq Ft Total AG 120.6
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Tax Lot 8
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Exterior
Water Source Public
Type of Parking Public Garage On Street
Water View Y/N N
Building Area Total 26949.00
Lot Size Acres 0.34
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 263200.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 125
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* Excluded Features
List By
Oakcrest Commercial Real Estate

Broker

paige.manuel@oakcrestcommercial.com

Email

Affordability Calculator

$22,255
Per Month
90%
10%
0%
Monthly Principal & Interest
$20,011
Monthly Property Taxes
$2,244
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
6/5/2026$3,250,000 Listed Price

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125 E Piccadilly Street, Winchester, VA, 22601 is a Commercial Property for sale at $3,250,000 with 20,386 sqft and a lot size of 0.34. 125 E Piccadilly Street was built in 1900. The property's zip code is 22601 which is in Winchester, VA