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.
For sale
$750,000
224 Sharp St, Winchester, VA 22601
10beds
--baths
3,484sqft
Multi Family
Built in 1865
-- sqft lot
$-- Zestimate®
$215/sqft
$-- HOA
What's special
- 19 days
- 173
- 8
Zillow last checked:
Listing updated:
Listed by:
Stacey Rowe 540-686-7239,
Real Broker LLC 844-551-7325,
Listing Team: Icon Real Estate
Source: Bright MLS,MLS#: VAWI2011440
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 10
Heating
- None
Cooling
- None
Appliances
- Included: Electric Water Heater
Features
- Plaster Walls
- Flooring: Hardwood
- Basement: Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 3,484
- Total interior livable area: 3,484 sqft
Property
Parking
- Parking features: Off Street
Accessibility
- Accessibility features: None
Features
- Pool features: None
Lot
- Size: 0.49 Acres
Details
- Additional structures: Above Grade
- Parcel number: 19301W14
- Zoning: B-1
- Special conditions: Standard
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Colonial
- Property subtype: Multi Family
Materials
- Brick, Combination, Copper Plumbing
- Foundation: Block, Stone
- Roof: Metal
Condition
- Fixer
- New construction: No
- Year built: 1865
Utilities & green energy
- Electric: 120/240V
- Sewer: Public Septic
- Water: Public
Community & HOA
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $215/sqft
- Tax assessed value: $326,500
- Annual tax amount: $1
- Date on market: 8/21/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$1,394/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Listed for sale | $750,000$215/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | $1,140 +364.1% | $143,400 +364.1% |
| 2025 | $246 -4.2% | $30,900 |
| 2024 | $256 | $30,900 |
| 2023 | $256 -10.8% | $30,900 |
| 2022 | $287 | $30,900 |
| 2021 | $287 +2.2% | $30,900 |
| 2020 | $281 | $30,900 |
| 2019 | $281 | $30,900 |
| 2018 | -- | $30,900 |
| 2017 | -- | $30,900 |
| 2016 | -- | $30,900 |
| 2015 | -- | $30,900 |
| 2014 | -- | $30,900 |
| 2013 | -- | $30,900 |
| 2012 | -- | $30,900 |
| 2011 | -- | $30,900 |
| 2010 | -- | $30,900 |
| 2009 | -- | $30,900 |
| 2008 | -- | $30,900 |
| 2007 | -- | $30,900 -47.4% |
| 2006 | -- | $58,700 |
| 2005 | -- | $58,700 +15.6% |
| 2004 | -- | $50,800 |
| 2003 | -- | $50,800 +10.4% |
| 2002 | -- | $46,000 |
| 2001 | -- | $46,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 22601
Nearby schools
Schools provided by the listing agent
- Elementary: Frederick Douglass
- Middle: Daniel Morgan
- High: John Handley
- District: Winchester City Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





