Seller's Agent in 2026
Dan Whitacre
Colony Realty
(540) 327-6718
217 in this area
342 Total Sales
Discover the perfect blend of historic charm and modern convenience at 320 E Piccadilly Street. This classic brick residence is situated in a premier Winchester location, offering a lifestyle of effortless connectivity just moments from local boutiques, restaurants, parks, schools, and the vibrant downtown pedestrian mall. Commuters will appreciate the easy access to major routes, while the rare inclusion of a private driveway and a detached rear garage provides highly coveted off-street parking in the heart of the city. Inside, the home radiates timeless character, beginning with a bright foyer that showcases rich hardwood floors and an elegant wooden staircase. The main level offers a fluid layout with a sizable living room and a formal dining room, perfect for hosting gatherings. The updated kitchen is a modern standout, boasting new flooring, countertops, contemporary paint tones, and new stainless steel appliances, all complemented by a convenient main-floor full bath. The upper level continues to impress with three generous bedrooms and a beautifully renovated full bath that serves as a bright and modern sanctuary. This luxurious space was designed with both style and functionality in mind, featuring high-end finishes and a crisp, clean aesthetic. The primary suite offers a serene atmosphere with direct access to a fabulous, sun-drenched sunroom. This versatile space, wrapped in windows, offers a peaceful vantage point overlooking the property and serves as an ideal setting for a morning coffee lounge, a tranquil reading nook, or an inspiring home office. For added organization, a large walk-in closet is conveniently located just adjacent to the primary bedroom. The lower level provides an unfinished basement, ideal for additional storage and housing the home’s laundry facilities. To finish the interior, a set of convenient walk-up stairs leads to a sizable unfinished attic affording incredible storage capacity or future possibilities. Outside, the rear of the home features a large covered porch overlooking a level backyard, creating a private outdoor oasis next to the detached garage. Featuring new windows, new HVAC, paint, refinished floors and more. Combining a thoughtfully cared for interior with a premier downtown location, this home offers an unparalleled opportunity to enjoy the very best of Winchester living.
Last Agent to Sell the Property
(540) 662-0323 whitacred@gmail.com Colony Realty Brokerage Phone: 5406620323 License #WVA230040227 Listed on: 02/24/2026
Last Buyer's Agent
(540) 667-2424 richardbell@adamscompanies.com Adams-Nelson & Associates Inc License #0225070396
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $375,000 | Title Resources Guaranty | |
| Bargain Sale Deed | $250,000 | Commonwealth Land Title | |
| Deed | $109,000 | None Available |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $87,200 | Credit Line Revolving |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/17/2026 04/17/26 | Sold | $375,000 | -8.5% | $213 / Sq Ft |
| 03/30/2026 03/30/26 | Pending | -- | -- | -- |
| 03/13/2026 03/13/26 | For Sale | $409,900 | 0.0% | $232 / Sq Ft |
| 03/05/2026 03/05/26 | Pending | -- | -- | -- |
| 02/24/2026 02/24/26 | For Sale | $409,900 | 0.0% | $232 / Sq Ft |
| 05/31/2022 05/31/22 | Rented | $1,400 | 0.0% | -- |
| 05/31/2022 05/31/22 | Under Contract | -- | -- | -- |
| 05/30/2022 05/30/22 | Under Contract | -- | -- | -- |
| 05/29/2022 05/29/22 | For Rent | $1,400 | -- | -- |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,119 | $266,500 | $42,000 | $224,500 |
| 2024 | $1,956 | $235,700 | $42,000 | $193,700 |
| 2023 | $1,956 | $235,700 | $42,000 | $193,700 |
| 2022 | $1,629 | $175,200 | $42,000 | $133,200 |
| 2021 | $1,629 | $175,200 | $42,000 | $133,200 |
| 2020 | $1,331 | $143,100 | $42,000 | $101,100 |
| 2019 | $1,331 | $143,100 | $42,000 | $101,100 |
| 2018 | $1,257 | $138,100 | $42,000 | $96,100 |
| 2017 | $1,257 | $138,100 | $42,000 | $96,100 |
| 2016 | $1,028 | $113,000 | $42,000 | $71,000 |
| 2015 | $1,028 | $113,000 | $42,000 | $71,000 |
| 2014 | $1,019 | $107,300 | $42,000 | $65,300 |
Seller's Agent in 2026
Dan Whitacre
Colony Realty
(540) 327-6718
217 in this area
342 Total Sales
Buyer's Agent in 2026
Richard Bell
Adams-Nelson & Associates Inc
(540) 247-6506
6 in this area
6 Total Sales
Seller's Agent in 2022
Kenneth Cooper
The Cornerstone Business Group, Inc.
(540) 336-5522
15 in this area
52 Total Sales
Source: Bright MLS
MLS Number: VAWI2010018
APN: 174-01-K-8
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