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224 SHARP STREET, WINCHESTER, VA, 22601
$750,000
- 3,484 sq. ft
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, c꿩s, 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.
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Year Built:
1865
Days on Market:
6
Listing ID:
VAWI2011440
List Date:
August 21, 2026
Property Type:
Other
Architecture Style:
Colonial
County:
WINCHESTER CITY
Total Taxes:
$1
Courtesy of Real Broker LLC- Winchester
This content was last updated on August 26, 2026 15:41
Schools
| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
John Kerr Elementary School |
Public | Primary | PK-4 | 427 Meadow Branch Ave, Winchester, VA 22601 | |
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District: Winchester City Public Schools Grade Span: PK - 4 Admission: Public Address: 427 Meadow Branch Ave, Winchester, VA 22601 Phone: 540-662-3945 Website: http://www.wps.k12.va.us Teachers: 39 Students: 583 Ratio: 15:1 Students/Teacher Gender: 51% Male / 49% Female Lunch: 83% Free Student/Teacher ratioEnrollment |
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Daniel Morgan Middle School |
Public | Middle | 7-8 | 48 S Purcell Ave, Winchester, VA 22601 | |
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District: Winchester City Public Schools Grade Span: 7 - 8 Admission: Public Address: 48 S Purcell Ave, Winchester, VA 22601 Phone: 540-667-7171 Website: http://dmms.wps.k12.va.us Teachers: 29 Students: 642 Ratio: 22:1 Students/Teacher Gender: 51% Male / 49% Female Lunch: 84% Free Student/Teacher ratioEnrollment |
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John Handley High School |
Public | High | 9-12 | 425 Handley Blvd, Winchester, VA 22601 | |
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District: Winchester City Public Schools Grade Span: 9 - 12 Admission: Public Address: 425 Handley Blvd, Winchester, VA 22601 Phone: 540-662-3471 Website: http://www.wps.k12.va.us Teachers: 63 Students: 1361 Ratio: 22:1 Students/Teacher Gender: 53% Male / 47% Female Lunch: 84% Free Student/Teacher ratioEnrollment |
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Daniel Morgan Intermediate School |
Public | Primary | 5-6 | 48 S Purcell Ave, Winchester, VA 22601 | |
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District: Winchester City Public Schools Grade Span: 5 - 6 Admission: Public Address: 48 S Purcell Ave, Winchester, VA 22601 Phone: 540-667-7171 Website: http://www.wps.k12.va.us Teachers: 27 Students: 575 Ratio: 21:1 Students/Teacher Gender: 53% Male / 47% Female Lunch: 86% Free Student/Teacher ratioEnrollment |
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| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
Grafton Integrated Health Network - Winchester |
Private | Combined Elementary/Secondary | 2-12 | 120 Bellview Ave, Winchester, VA 22601 | |
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Grade Span: 2 - 12 Admission: Private Address: 120 Bellview Ave, Winchester, VA 22601 Phone: 540-542-0200 Teachers: 11 Students: 71 Ratio: 6:1 Students/Teacher Gender: 86% Male / 14% Female Student/Teacher ratioEnrollment |
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Grafton-Ruth Birch Campus |
Private | Combined Elementary/Secondary | 2-12 | 120 Bellview Ave, Winchester, VA 22601 | |
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Grade Span: 2 - 12 Admission: Private Address: 120 Bellview Ave, Winchester, VA 22601 Phone: 540-542-0200 Teachers: 11 Students: 71 Ratio: 6:1 Students/Teacher Gender: 86% Male / 14% Female Student/Teacher ratioEnrollment |
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Lighthouse Baptist Academy |
Private | Combined Elementary/Secondary | PK-12 | 2581 Northwestern Pike, Winchester, VA 22603 | |
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Grade Span: PK - 12 Admission: Private Address: 2581 Northwestern Pike, Winchester, VA 22603 Phone: 540-662-5590 Teachers: 9 Students: 97 Ratio: 11:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratioEnrollment |
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Mountain View Christian Academy |
Private | Combined Elementary/Secondary | KG-12 | 153 Narrow Ln, Winchester, VA 22602 | |
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Grade Span: KG - 12 Admission: Private Address: 153 Narrow Ln, Winchester, VA 22602 Phone: 540-868-1231 Website: http://www.ccmv.com/ Teachers: 20 Students: 184 Ratio: 9:1 Students/Teacher Gender: 51% Male / 49% Female Student/Teacher ratioEnrollment |
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Sacred Heart Academy |
Private | Elementary | PK-8 | 110 Keating Dr, Winchester, VA 22601 | |
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Grade Span: PK - 8 Admission: Private Address: 110 Keating Dr, Winchester, VA 22601 Phone: 732-261-7103 Website: http://www.sacredheartva.org/ Teachers: 24 Students: 246 Ratio: 10:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratioEnrollment |
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The Independent School of Winchester Inc |
Private | Combined Elementary/Secondary | KG-12 | 769 Round Hill Rd, Winchester, VA 22602 | |
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Grade Span: KG - 12 Admission: Private Address: 769 Round Hill Rd, Winchester, VA 22602 Phone: 540-877-5552 Teachers: 10 Students: 52 Ratio: 5:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratioEnrollment |
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The School at Sharon's |
Private | Elementary | PK-KG | 1855 Senseny Rd, Winchester, VA 22602 | |
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Grade Span: PK - KG Admission: Private Address: 1855 Senseny Rd, Winchester, VA 22602 Phone: 540-667-6200 Teachers: 1 Students: 6 Ratio: 6:1 Students/Teacher Gender: 100% Male Student/Teacher ratioEnrollment |
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Winchester Montessori School |
Private | Elementary | KG-5 | 1090 W Parkins Mill Rd, Winchester, VA 22602 | |
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Grade Span: KG - 5 Admission: Private Address: 1090 W Parkins Mill Rd, Winchester, VA 22602 Phone: 540-667-1184 Website: http://www.winchestermontessori.com/ Teachers: 3 Students: 24 Ratio: 8:1 Students/Teacher Gender: 46% Male / 54% Female Student/Teacher ratioEnrollment |
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