Change Real Estate Presents:

338 E Piccadilly Street
Winchester VA 22601

For Sale: $399,900.00 Active

List Date: 2026-10-22

Winchester
3 bedrooms
2 bathrooms
1,422 build ft2
3,951 land ft2

About This Property

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.

Listing Agent: Daniel J Whitacre. Colony Realty 540-327-6718 whitacred@gmail.com

Property Features

Location Information
County:
Subdivision: WINCHESTER CITY
click to open map in a new window
Interior Features
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven/Range - Electric, Built-In Microwave, Stainless Steel Appliances
Interior: 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
Laundry:
Furnished: None
Flooring: Hardwood, CeramicTile
Water: Public
Cooling: Ductless/Mini-Split
Heating: Heat Pump(s)
Fireplaces: None
Windows:
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Kitchen
Features: Flooring - HardWood
Level: Main
Room Type: Primary Bedroom
Features: Flooring - HardWood
Level: Upper 1
Room Type: Dining Room
Features: Formal Dining Room, Flooring - HardWood, Built-Ins, Wet Bar
Level: Main
Room Type: Bedroom 2
Features: Flooring - HardWood, Ceiling Fan(s)
Level: Upper 1
Room Type: Bedroom 3
Features: Flooring - HardWood, Built-Ins, Ceiling Fan(s)
Level: Upper 1
Room Type: Living Room
Features: Flooring - HardWood, Crown Molding
Level: Main
Room Type: Laundry
Features: Flooring - Ceramic Tile
Level: Main
Room Type: Sun/Florida Room
Level: Upper 1
Room Type: Full Bath
Features: Bathroom - Tub Shower, Flooring - Ceramic Tile
Level: Main
Room Type: Full Bath
Features: Bathroom - Tub Shower
Level: Upper 1
Room Type: Basement
Features: Basement - Unfinished
Level: Lower 1
Exterior Features
Year Built: 1940
Subdivision Name: Winchester City
Schools
Elementary School: None
Junior High School: None
High School: John Handley

IDXListing Courtesy of Daniel J Whitacre. Colony Realty 540-327-6718 whitacred@gmail.com

Property Photos [Click to enlarge]

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