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Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you'll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.
| DAYS ON MARKET | 0 | LAST UPDATED | 8/26/2026 |
|---|---|---|---|
| TRACT | NONE AVAILABLE | YEAR BUILT | 1936 |
| COUNTY | WINCHESTER CITY | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | WINCHESTER CITY PUBLIC SCHOOLS |
|---|
| PRICE HISTORY | |
| Prior to May 8, '26 | $359,900 |
|---|---|
| May 8, '26 - Jun 26, '26 | $359,999 |
| Jun 26, '26 - Jul 27, '26 | $345,000 |
| Jul 27, '26 - Aug 26, '26 | $339,000 |
| Aug 26, '26 - Today | $329,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Electric |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Cooktop, Dryer, Electric Water Heater, Refrigerator, Washer, Water Heater |
| BASEMENT | Unfinished, Yes |
| CONSTRUCTION | Vinyl Siding |
| HEAT | Baseboard, Electric, Heat Pump, Natural Gas |
| LOT | 3485 sq ft |
| PARKING | Off Street, On Street |
| POOL DESCRIPTION | None |
| SEWER | Public Sewer |
| STORIES | 2 |
| STYLE | Colonial |
| SUBDIVISION | NONE AVAILABLE |
| TAXES | 2076 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
0
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*Estimate only
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