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$399,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,856 Sq. Ft.
  • 1 Car Garage
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This delightful brick Colonial, perfectly situated in the heart of downtown Winchester, combines classic architecture with modern updates and an unbeatable location close to every downtown amenity, including restaurants, schools, shopping, parks, and major commuter routes. The home welcomes you with a large foyer featuring newly refinished hardwood floors that extend throughout the entire residence, complemented by fresh paint and an abundance of natural light. The remodeled kitchen is a highlight, boasting sleek white cabinetry and new stainless steel appliances, while a convenient half bath is also located on the main level. Upstairs, you will find four generously-sized bedrooms, all with hardwood floors, and an updated full bathroom featuring a custom-tiled, large walk-in shower with a waterfall shower head. A unique sunroom adjacent to one of the bedrooms offers a flexible space perfect for a sitting area, library, home office, or even an oversized walk-in closet. The property also includes a full unfinished basement & attic for storage, large covered front and back porches for outdoor enjoyment, a private yard, and valuable amenities like prime off-street parking and a detached garage/shed. Other updates include new plumbing, new HVAC (dual zone), new windows, electric and lighting. This is a rare opportunity to own a move-in ready home that perfectly balances downtown living with residential comfort and classic charm.

Full Property Details for 318 E Piccadilly St

General

  • Price: $399,000
  • Taxes: $2,410 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2009582
  • Updated: 12/17/2025
  • Added to Site: 36 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Sun/Florida Room, Attic, Full Bath, Half Bath
  • Interior Features: Wood Floors, Formal/Separate Dining Room, Upgraded Countertops, Bathroom - Walk-In Shower, Dining Area, Crown Moldings
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven/Range - Electric, Built-In Microwave, Stainless Steel Appliances
  • Flooring: Hardwood, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Other Rooms

  • Laundry: Lower Floor

Exterior

  • Porch/Patio/Deck: Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Type: Off Street, Driveway, Detached Garage
  • Garage Description: Garage - Rear Entry

Location

  • County: WINCHESTER CITY
  • Subdivision: STROSNIDER
  • Driving Directions: E Piccadilly Street in downtown Winchester between N East Lane and Lincoln Street.
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools
  • Elementary School: John Kerr
  • Middle School: Daniel Morgan
  • High School: John Handley

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Full, Interior Access, Unfinished, Connecting Stairway
  • Foundation: Concrete Perimeter
  • Stories Description: Main, Upper 1
  • Square Feet: 2,856
  • Sq. Ft. Source: Assessor
  • Living Area: 1,953 Sq. Ft.
  • Finished Above Grnd: 1,953 Sq. Ft.
  • Year Built: 1929
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 3,955
  • Lot Size Source: Assessor
  • Zoning: HR1
  • Fencing (Description): Partially

Financial Considerations

  • Price Per Sq. Ft.: $204.3
  • Assessment Year: 2025
  • City/TownTax: $2,410
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $303,200
  • Tax Amount: $2,410
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1953

Disclosures and Reports

  • Ownership: Fee Simple
  • Inclusions: Washer & dryer convey as-is.
  • Lot Number: 7

Listed by Colony Realty, Daniel J Whitacre

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Listing agent

— 318 E Piccadilly St —

  • Daniel J Whitacre

    Colony Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 318 E Piccadilly St

School District:Winchester City Public Schools
NameGradesDistance
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-80.6 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-121.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 318 E Piccadilly St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/10/2025
Listed
$399,000
94.44%
MLS
9/08/2008
Sold
$205,200
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 318 E Piccadilly St

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$303,200
14%
2024
-100%
$267,000
—
2023
$2,216
20%
$267,000
34%
2022
$1,852
—
$199,100
—
2021
$1,852
24%
$199,100
24%
2020
$1,494
—
$160,600
—
2018
$1,494
6%
$160,600
4%
2018
$1,407
24%
$154,600
—
2016
$1,133
—
$154,600
24%
2016
$1,133
—
$124,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 318 E Piccadilly St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Colony Realty, Daniel J Whitacre

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318 E Piccadilly Street, Winchester, VA 22601 (MLS# VAWI2009582) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 318 E Piccadilly Street is currently listed for $399,000 and was received on December 10, 2025. Want to learn more about 318 E Piccadilly Street? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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