About 27 Jackson Ave
Great investor opportunity in the heart of Winchester! The LOWEST priced detached house within a 10-mile radius!! This 3-level home with a 2-car detached garage on a level treed lot is ideal for investors looking to fix and flip or fix and hold, with Shenandoah University only 3 miles away and Winchester Medical Center only 4 miles away. This detached 1933 front porch Cottage home on .20 acre lot sold strictly 'As-Is.' The house has one bedroom on the main level with a full bathroom, living room, and kitchen, plus a finished upper level with a 2nd large bedroom and an unfinished basement on public water and sewer with no HOA. Fabulous location just minutes to the historic city center and major commuting routes. Walking distance to historic Winchester shops, restaurants, and breweries. Close to Jim Barnett Park and the MSV hiking trails.
Features of 27 Jackson Ave
| MLS® # | VAWI2009294 |
|---|---|
| Price | $165,000 |
| Bedrooms | 2 |
| Bathrooms | 1.00 |
| Full Baths | 1 |
| Square Footage | 1,134 |
| Acres | 0.15 |
| Year Built | 1933 |
| Type | Residential |
| Sub-Type | Detached |
| Style | Cottage |
| Status | Active |
Community Information
| Address | 27 Jackson Ave |
|---|---|
| Subdivision | WINCHESTER CITY |
| City | WINCHESTER |
| County | WINCHESTER CITY-VA |
| State | VA |
| Zip Code | 22601 |
Amenities
| # of Garages | 2 |
|---|---|
| Garages | Garage - Front Entry |
| View | Garden/Lawn, Trees/Woods |
| Is Waterfront | No |
Interior
| Heating | Central |
|---|---|
| Cooling | Central A/C |
| Has Basement | Yes |
| Basement | Interior Access |
| Fireplace | No |
| # of Stories | 3 |
| Stories | 3 |
Exterior
| Exterior | Combination |
|---|---|
| Exterior Features | Street Lights, Porch(es) |
| Lot Description | Backs to Trees |
| Foundation | Slab |
School Information
| District | WINCHESTER CITY PUBLIC SCHOOLS |
|---|---|
| Elementary | VIRGINIA AVENUE CHARLOTTE DEHART |
| Middle | DANIEL MORGAN |
| High | JOHN HANDLEY |
Additional Information
| Date Listed | October 20th, 2025 |
|---|---|
| Days on Market | 6 |
| Zoning | HR1 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| Listing Ownership | Fee Simple |
Listing Details
| Office | Coldwell Banker Realty |
|---|