Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,925,000 Just Listed

  • For Sale
  • Active
  • Commercial Service
See This Home
Save This Home
See This Home
Save This Home
Professional office building for sale in downtown Historic Winchester. Located at the Intersection of W. Piccadilly Street and N. Braddock Street. Located directly across the street from the Handley Public Library and Kimberly's Gifts & Boutique. Great downtown location with off-street parking. Interior features include beautiful hardwood floors, updated cherry molding and wainscotting. This historic building is fully leased and known as the Old Post Office, which was built in 1910. This building has first and second floor area totaling 11,060 SF. The basement level is leased and finished and features total floor area of 3,333 SF. NOTE: There are two offices available. One has a floor area of 3,000 SF and the second has a floor area of 2,705 SF. $17,335.75/MO + $4.00 CAM

Full Property Details for 40 W Piccadilly St

General

  • Price: $1,925,000
  • Taxes: $20,175 (2025)
  • Status: Active
  • Type: Commercial Service
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2010042
  • Updated: Today (2/25/2026)
  • Added to Site: Today

Business

  • Business Type: Professional

Parking

  • Parking Type: None

Location

  • County: WINCHESTER CITY
  • Driving Directions: From I-81 S take Exit 313 B for US-17 N/US-50 W/US-522 N toward Winchester. Turn right onto US-17 N/US-50 w;us-522 N/Millwood Avenue. Turn Right onto S. Cameron Street, turn left after United Bank (on the left). Destination on the right.
  • City Limits: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Natural Gas
  • Heating Type: Hot Water
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Brick
  • Building Size: 19623
  • Year Built: 1931
  • Year Built Source: Assessor

Unit Information

  • # Tenants: Multiple

Lot Features

  • Lot Size (Acres): 0.42
  • Lot Size (Sq. Ft.): 18,382
  • Lot Size Source: Assessor
  • Zoning: B1

Financial Considerations

  • Price Per Sq. Ft.: $98.1
  • Assessment Year: 2025
  • City/TownTax: $17,339
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $2,181,100
  • Tax Amount: $20,175
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 1

Listed by Oakcrest Commercial Real Estate, H. Paige Manuel

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 40 W Piccadilly St —

  • H. Paige Manuel

    Oakcrest Commercial Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 40 W Piccadilly St

School District:Winchester City Public Schools
NameGradesDistance
John Kerr Elementary
427 Meadow Branch Avenue, Winchester, VA 22601
PK-41.4 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-81 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 40 W Piccadilly St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/25/2026
Listed
$1,925,000
20.31%
MLS
7/20/2022
Sold
$1,600,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 40 W Piccadilly St

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$2,181,100
8%
2024
-100%
$2,024,100
—
2023
$19,431
31%
$2,024,100
44%
2022
$14,886
—
$1,404,300
—
2021
$14,886
—
$1,404,300
—
2020
$14,886
—
$1,404,300
—
2018
$14,886
32%
$1,404,300
29%
2018
$11,295
-5%
$1,086,100
—
2016
$11,854
—
$1,086,100
-5%
2016
$11,854
—
$1,139,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 40 W Piccadilly St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Oakcrest Commercial Real Estate, H. Paige Manuel

Just Listed near 40 W Piccadilly St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

105 Ladysmith Dr, Stephens City, VA 22655 - Photo 1 Just Listed
$639,900

105 Ladysmith Dr  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 5,147
    Sq. Ft.
Listed by ERA Oakcrest Realty, Inc., Deborah Matthews
105 Wythe Ave, Stephens City, VA 22655 - Photo 1 Just Listed
$325,000
Open House

105 Wythe Ave  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 6 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,450
    Sq. Ft.
Listed by Keller Williams Realty, Sarah A. Reynolds and Keller Williams Realty, Michael McCormick
109 Grasmere St, Stephens City, VA 22655 - Photo 1 Just Listed
$539,900

109 Grasmere St  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,699
    Sq. Ft.
Listed by ERA Oakcrest Realty, Inc., Tiffany J Hunter and ERA Oakcrest Realty, Inc., Tracie Clawson
133 Heyford Dr, Stephenson, VA 22656 - Photo 1 Just Listed
$450,490

133 Heyford Dr  #HOMESITE 2236  Stephenson, VA 22656

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,368
    Sq. Ft.
Listed by Pearson Smith Realty, LLC, Shannon Lynn Bray

Price Reduced near 40 W Piccadilly St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

155 Willett Holw St, Stephens City, VA 22655 - Photo 1 Price Reduced
-$2,000 (-0.51%)
$387,990
Open House

155 Willett Holw St  Stephens City, VA 22655

  • Townhouse
  • Active
  • Updated 2 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 1,889
    Sq. Ft.
Listed by D R Horton Realty of Virginia LLC, James B Sears
345 Surrey Club Ln, Stephens City, VA 22655 - Photo 1 Price Reduced
-$6,000 (-2.26%)
$259,000

345 Surrey Club Ln  Stephens City, VA 22655

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,040
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Michael David Combs
111 Stearns Dr, Stephens City, VA 22655 - Photo 1 Price Reduced
-$5,000 (-0.9%)
$549,990
Open House

111 Stearns Dr  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 2 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,127
    Sq. Ft.
Listed by D R Horton Realty of Virginia LLC, James B Sears
122 Clerkenwell Dr, Stephens City, VA 22655 - Photo 1 Price Reduced
-$10,000 (-1.89%)
$519,900
Open House

122 Clerkenwell Dr  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,261
    Sq. Ft.
Listed by Samson Properties, Brandon Clark Darr

Recent Sales near 40 W Piccadilly St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

50 S Cameron St, Winchester, VA 22601 - Photo 1 Sold
$2,150,000

50 S Cameron St  Winchester, VA 22601

  • Commercial
  • Closed
Listed by Commercial Specialists, James A Guisewhite and Commercial Specialists, William J Nordman
Sold by Colony Realty, John Scully
20 S Stewart St, Winchester, VA 22601 - Photo 1 Sold
$2,200,000

20 S Stewart St  Winchester, VA 22601

  • Commercial Institutional
  • Closed
Listed by Colony Realty, John S Scully IV
Sold by Keller Williams Realty, John Willingham
821 Apple Pie Ridge Rd, Winchester, VA 22603 - Photo 1 Sold
$2,000,000

821 Apple Pie Ridge Rd  Winchester, VA 22603

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 5,590
    Sq. Ft.
Listed by HomeZu.com of Virginia, Jason Philip Saphire
Sold by KW United, Roberto A Mejicano Varela
2189 Cedar Grove Rd, Winchester, VA 22603 - Photo 1 Sold
$1,750,000

2189 Cedar Grove Rd  Winchester, VA 22603

  • Lots/Land
  • Closed
  • 52.76
    Acres
Listed by Adams-Nelson & Associates Inc, Suzanne H Conrad
Sold by Realty ONE Group Old Towne, Jim Thomson

40 W Piccadilly Street, Winchester, VA 22601 (MLS# VAWI2010042) is a Commercial Service property. 40 W Piccadilly Street is currently listed for $1,925,000 and was received on February 25, 2026. Want to learn more about 40 W Piccadilly Street? Do you have questions about finding other Commercial Service real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

Tour this property