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$750,000
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Property Description
Rare Historical Winchester Investment Opportunity - Three Properties in One Location An outstanding investment opportunity awaits in the heart of Winchester City. This unique portfolio comprises three properties positioned along the same street, offering exceptional potential for developers, investors, or those seeking a landmark project for multi-unit rentals or commercial development. Both existing multi-unit buildings have a total of 5 units. The properties benefit from an approved site plan and historical planning approval, providing a valuable foundation for future development, subject to the necessary consents and any relevant conditions. With the convenience of city-center living on the doorstep, the site is ideally placed close to Winchester's historic attractions, independent shops, restaurants, cafés, transport links, and highly regarded schools. Opportunities of this scale and location are rarely available. Whether considered as a strategic investment, a redevelopment project, or a long-term development opportunity, this is a compelling chance to secure three properties together in the historic heart of Winchester. Key features: "¢ Three properties located on one street "¢ Prime central Winchester location "¢ Approved site plan "¢ Historical planning approval "¢ Strong investment and development potential "¢ Close to shops, restaurants, schools, transport links, and historic landmarks "¢ Rare opportunity to acquire the properties as one portfolio 3 Physical property addresses are 224 Sharp Street, 225 E. Boscowan Street, and 11 S East Lane Interested parties should make their own inquiries with Winchester City Council and obtain independent legal, planning, and financial advice before proceeding.
Full Property Details
Full Property Details for 224 Sharp St
General
- Price: $750,000
- Taxes: $1 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: VAWI2011440
- Updated: 8/26/2026
- Added to Site: 51 day(s) ago
Rental Information
- Lease Info: None
Interior
- Fireplace: Yes
- Number of Fireplaces: 1
- Flooring: Hardwood
Parking
- Parking Type: Off Street
Location
- County: WINCHESTER CITY
- Driving Directions: Take South Pleasant Valley to the left onto E. Cort Street heading toward downtown, right onto S. Kent Street, and first right onto Sharp Street
- City Limits: Yes
School Information
- School District: Winchester City Public Schools
- Elementary School: Frederick Douglass
- Middle School: Daniel Morgan
- High School: John Handley
Heating & Cooling
- Cooling Type: None
- Heating Type: None
- Water Heater: Electric
Utilities
- Sewer: Public Septic
- Water: Public
Structural Information
- Architectural Style: Colonial
- Structure Type: Detached
- Construction: Brick, Combination, Copper Plumbing
- Basement: Yes
- Basement Desc.: Unfinished
- Foundation: Block, Stone
- Roof: Metal
- Walls/Ceilings: Plaster Walls
- Square Feet: 3,484
- Sq. Ft. Source: Estimated
- Living Area: 3,484 Sq. Ft.
- Finished Above Grnd: 3,484 Sq. Ft.
- Year Built: 1865
- Year Built Source: Estimated
- Property Condition: Major Rehab Needed
Unit Information
- Other Units: Unit 1, Unit 1
Lot Features
- Lot Size (Acres): 0.49
- Lot Size (Sq. Ft.): 21,344
- Lot Size Source: Estimated
- Zoning: B-1
Financial Considerations
- Price Per Sq. Ft.: $215.27
- Assessment Year: 2025
- City/TownTax: $1
- City/TownTax Freq: Annually
- Tax w/Assessment: $326,500
- Tax Amount: $1
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
Listed by Real Broker LLC- Winchester, Stacey S. Rowe
Get Pre-Approved Today
Schools
Schools serving 224 Sharp St
School District:Winchester City Public Schools
| Name | Grades | Distance |
|---|---|---|
John Kerr Elementary 427 Meadow Branch Avenue, Winchester, VA 22601 | PK-4 | 1.7 mi |
Daniel Morgan Middle School 48 South Purcell Avenue, Winchester, VA 22601 | 7-8 | 0.6 mi |
John Handley High School 425 Handley Boulevard, Winchester, VA 22601 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 224 Sharp St
Date
Details
Price
Change
Source
8/21/2026
Listed
$750,000
233.33%
MLS
1/13/2023
Sold
$225,000
—
Public Record
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
Tax History for 224 Sharp St
Year
Property Taxes
Change
Tax Assessment
Change
2026
$1,140
100%
$143,400
364%
2024
-100%
$30,900
—
2023
$128
100%
$30,900
—
2021
100%
$30,900
—
2020
100%
$30,900
—
2019
100%
$30,900
—
2018
100%
$30,900
—
2016
100%
$30,900
—
2015
—
$30,900
—
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
Estimate the Cost for 224 Sharp St
224 Sharp Street, Winchester, VA 22601 (MLS# VAWI2011440) is a Single Family property with 0 bedrooms and 0 full bathrooms. 224 Sharp Street is currently listed for $750,000 and was received on August 21, 2026. Want to learn more about 224 Sharp Street? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

