338 E Piccadilly St

Winchester, VA 22601
  • $399,900

    Price
  • 3

    Bed
  • 2

    Bath
  • 1,422

    SqFt
  • 0.09

    Acre

About the Listing CRT1 - 3065530

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 Highlights for 338 E Piccadilly St

Status Active With Contingency
Days on Site 21
Property Type Residential
MLS ® VAWI2011872
Year Built 1940
Total Square Footage 1,422
Lot/Acreage 0.09
Neighborhood Winchester City
High School John Handley

Interior Details

  • Bedrooms: 3
  • Bathrooms: 2 Full
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven/Range - Electric, Built-In Microwave, Stainless Steel Appliances
  • Air Cond: Ductless/Mini-Split
  • Heating: Heat Pump(s)
  • Fireplaces:
  • Floor: Hardwood,Ceramic Tile
  • Above Ground Sq Ft: 1422
  • Basement: Full,Interior Access,Sump Pump,Unfinished,Connecting Stairway
  • Other: 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
  • Water: Public

Exterior Details

  • Lot Description: Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: N/A
  • Zoning: HR1
  • Roof:
  • Others:
  • Sewer: Public Sewer
  • Parking Features: Off Street,Driveway

Financial Details

  • Tax Amount: $2,129
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Listing Location

Questions About..

338 E Piccadilly St Winchester, VA 22601

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

Agent profile image in chat bubble
Agent profile image in chat header

Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

Agent profile image in message

or another way