Skip main navigation
For sale
  • Price increase: $9.9K (8/8)
    $534,900

    257 Jefferson St, Winchester, VA 22601

    3beds
    2,285sqft
    : 
    Single Family Residence
    Built in 1946
    9,017 Square Feet Lot
    $509,500 Zestimate®
    $234/sqft
    $-- HOA

    What's special

    Cozy fireplaceBright sunroomDetached garageFinished basementPrivate gardenBeautifully landscaped yardRear deck
    Charming Craftsman in West Whitlock Avenue – Walk to John Handley! Welcome to 257 Jefferson Street, a beautifully maintained 3-bedroom, 1 full and 2 half bath Craftsman-style home located in the highly desirable West Whitlock Avenue subdivision. This 2,285 sq ft gem offers timeless charm, modern updates, and a prime location within walking distance to the prestigious John Handley High School. Inside, you'll find gorgeous hardwood floors throughout, adding warmth and character to every room. The main level features spacious living and dining areas, a bright sunroom perfect for relaxing or working from home, and a well-appointed kitchen ready for your personal touch. The finished basement offers a versatile entertainment space complete with a cozy fireplace, ideal for movie nights or gatherings. You’ll also find ample storage and a dedicated laundry area, keeping things practical and organized. Step outside to enjoy the beautifully landscaped yard, private garden, detached garage, and rear deck—perfect for summer barbecues or quiet evenings under the stars. Don’t miss this opportunity to own a stunning Craftsman in one of Winchester’s most sought-after neighborhoods!
    4 days
    on Zillow
    |
    416
    |
    14
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: August 07, 2025 at 05:07pm

    Listed by:

    Kathrin Donovan 703-955-1823,

    Keller Williams Realty

    Source: Bright MLS,MLS#: VAWI2008852MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 257 Jefferson St.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 1
    • 1/2 bathrooms: 2
    • Main level bathrooms: 1
    Rooms
    • Room types: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Basement, Bedroom 1, Storage Room, Bathroom 1, Bathroom 2
    Bedroom 1
    • Features: Flooring - HardWood, Window Treatments
    • Level: Upper
    Bedroom 2
    • Features: Flooring - HardWood, Window Treatments
    • Level: Upper
    Bedroom 3
    • Features: Flooring - HardWood, Window Treatments
    • Level: Upper
    Bathroom 1
    • Features: Flooring - Tile/Brick
    • Level: Main
    Bathroom 2
    • Features: Flooring - Tile/Brick, Window Treatments
    • Level: Upper
    Basement
    • Features: Flooring - Concrete, Wood Stove, Flooring - Vinyl
    • Level: Lower
    Dining room
    • Features: Window Treatments, Flooring - HardWood, Crown Molding
    • Level: Main
    Kitchen
    • Features: Ceiling Fan(s), Double Sink, Flooring - Tile/Brick, Kitchen Island
    • Level: Main
    Living room
    • Features: Fireplace - Other, Flooring - HardWood, Window Treatments, Crown Molding
    • Level: Main
    Storage room
    • Level: Lower
    Heating
    • Heat Pump, Radiator, Oil
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Oven/Range - Electric, Water Heater, Washer, Dryer, Exhaust Fan, Microwave, Refrigerator, Dishwasher, Cooktop, Electric Water Heater
    • Laundry: Has Laundry, Dryer In Unit, Washer In Unit, Lower Level
    Features
    • Floor Plan - Traditional, Kitchen Island, Bathroom - Stall Shower, Bathroom - Tub Shower, Wine Storage, Ceiling Fan(s), Attic, Dining Area, 2 Story Ceilings
    • Flooring: Hardwood, Wood
    • Windows: Wood Frames, Storm Window(s), Double Hung, Window Treatments
    • Basement: Full
    • Number of fireplaces: 1
    • Fireplace features: Brick, Mantel(s), Wood Burning
    Interior area
    • Total structure area: 2,761
    • Total interior livable area: 2,285 sqft
    • Finished area above ground: 1,809
    • Finished area below ground: 476

    Property

    Parking
    • Total spaces: 4
    • Parking features: Storage, Garage Faces Front, Garage Door Opener, Concrete, Driveway, Private, Detached
    • Garage spaces: 1
    • Uncovered spaces: 3
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Deck
    • Exterior features: Awning(s), Rain Gutters, Sidewalks
    • Pool features: None
    • Fencing: Masonry/Stone,Partial,Chain Link
    • Frontage length: Road Frontage: 75
    Lot
    • Size: 9,017 Square Feet
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 21204F4A
    • Zoning: MR
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Craftsman
    • Property subtype: Single Family Residence
    Materials
    • Brick, Masonry
    • Foundation: Concrete Perimeter
    • Roof: Architectural Shingle
    Condition
    • Excellent
    • New construction: No
    • Year built: 1946

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Available, Phone Available, Sewer Available, Water Available

    Community & HOA

    Community
    • Subdivision: West Whitlock Avenue
    HOA
    • Has HOA: No
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $234/sqft
    • Tax assessed value: $398,140
    • Annual tax amount: $3,165
    • Date on market: 8/8/2025
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Conventional
    • Ownership: Fee Simple
    • Road surface type: Concrete
    • Loading
    • Loading