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Street View
$399,900
Monthly Est:$1,990
3 Beds
- 2 Baths
2 full baths
1,422sqft
338 E Piccadilly St, Winchester, VA 22601
$399,900
$1,990/moEst:
Get Pre-Approved
Single Family Residence
Built in 1940
$-- HOA
3,951 sqft lot
$281/sq.ft
Description
Welcome to 338 E Piccadilly Street, a beautifully updated 3-bedroom, 2-bathroom home perfectly positioned in a highly convenient Winchester location. Overflowing with natural light and seamless charm, this move-in ready residence effortlessly blends classic architectural characteristics with high-end modern finishes and thoughtful details throughout. The inviting curb appeal begins with a freshly paved front walkway leading to a covered front porch framed by classic arches and complete with an adorable porch swing. Inside, the bright foyer opens into a warm living room with rich hardwood flooring that flows seamlessly into the beautifully redesigned kitchen. A standout focal point of the main level, it boasts a chic two-tone design with bright white upper cabinetry grounded by sophisticated muted green lowers, accented by a gorgeous backsplash, stainless steel appliances, and upgraded fixtures. Designed with entertaining in mind, the adjacent dining room features custom built-in cabinets, a distinct exposed brick pillar, and a separate wet bar complete with counter space, sink, and wine fridge. Just off the dining area, a dedicated laundry room provides direct access to the rear deck, alongside an updated full bath complete with a new vanity, fresh flooring, and a subway tile tub/shower with a glass surround. Downstairs, an unfinished basement provides excellent additional storage space. Upstairs, you will find three bedrooms, including a primary retreat with an attached light-filled sunroom/bonus space—a fabulous layout for a massive walk-in closet, home office, workout room, or playroom. Two additional bedrooms share this level with a beautifully renovated full bathroom that truly shines, highlighted by a classic clawfoot tub, stylish flooring, and a sleek new vanity. Outside, the private backyard is perfect for relaxing or entertaining, complete with a deck and a newer privacy fence ideal for pets or outdoor gatherings. Convenient off-street parking is provided by a driveway plus a detached storage building with alley access. This home also offers total peace of mind with major upgrades completed in recent years, including a 2-year-old HVAC system with heat pump and 3 mini-splits, an upgraded 200-amp electrical panel, newer supply plumbing, and a newer roof, siding, gutters, and insulation. Combining historic Winchester charm, extensive modern upgrades, and unbeatable proximity to downtown dining, parks, schools, and commuter routes, this exceptional home is truly turn-key living at its finest.
- Houzeo last checked: 6 minutes ago
- Listing updated: October 22, 2026 at 12:41 pm
- Listing Provided by: Daniel J Whitacre (540) 327-6718 | Colony Realty (540) 662-0323
- Source: Bright MLS-NJ | MLS#: VAWI2011872

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1940
HOA Fees
-
Finished Area
1,422 sqft
Lot Size
3,951 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
VAWI2011872
MLS Status
ACTIVE-BRIGHT
Days on Market
1

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Interior Features
Bathroom Tub Shower, Built Ins, Ceiling Fan(s), Crown Moldings, Dining Area, Formal/separate Dining Room, Recessed Lighting, Upgraded Countertops, Wet/dry Bar, Wood Floors
Cooling
Ductless/mini Split
Appliances
Washer, Dryer, Dishwasher, Refrigerator, Oven/range Electric, Built In Microwave, Stainless Steel Appliances
Heating
Heat Pump(s)
Sewer
Public Sewer
Flooring
Hardwood, Ceramic Tile
Construction
Year Built
Year Built: 1940
Home type
Single Family Residence
Architectural Style
Bungalow
Foundation Details
Concrete Perimeter
Construction Materials
Vinyl Siding
Utilities & Energy
Basement
Full, Interior Access, Sump Pump, Unfinished, Connecting Stairway
Water Source
Public
Other Features
Subdivision Name
Winchester City
Patio And Porch Features
Deck, Porch
Price History
| Date | Event | Price |
|---|---|---|
10/22/2026 Source: | Listed for Sale | $399,900 +73.87% $281/sqft |
05/26/2022 Source: | Sold | $230,000 $162/sqft |
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