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!
Sold for $500,000
$500,000
257 Jefferson St, Winchester, VA 22601
3beds
2,285sqft
Single Family Residence
Built in 1946
9,017 Square Feet Lot
$514,900 Zestimate®
$219/sqft
$2,597 Estimated rent
Home value
$514,900
Estimated sales range
Not available
$2,597/mo
Zestimate® history
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List your homeWhat's special
Cozy fireplaceBright sunroomDetached garageFinished basementPrivate gardenBeautifully landscaped yardRear deck
Zillow last checked:
Listing updated:
Listed by:
Kathrin Donovan 703-955-1823,
Keller Williams Realty
Bought with:
Stephanie Ryall, 0225214221
Realty ONE Group Old Towne
Source: Bright MLS,MLS#: VAWI2008852
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 1
- 1/2 bathrooms: 2
- Main level bathrooms: 1
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 sqft
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 & neighborhood
Location
- Region: Winchester
- Subdivision: West Whitlock Avenue
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional
- Ownership: Fee Simple
- Road surface type: Concrete
Price history
| Date | Event | Price |
|---|---|---|
| 9/12/2025 | Sold | $500,000-6.5%$219/sqft |
Source:  Bright MLS #VAWI2008852 Report a problem | ||
| 8/25/2025 | Pending sale | $534,900$234/sqft |
Source: Bright MLS #VAWI2008852 Report a problem | ||
| 8/20/2025 | Listed for sale | $534,900$234/sqft |
Source:  WMLS #BMTVAWI2008852 Report a problem | ||
| 8/14/2025 | Contingent | $534,900$234/sqft |
Source: Bright MLS #VAWI2008852 Report a problem | ||
| 8/8/2025 | Price change | $534,900+1.9%$234/sqft |
Source: Bright MLS #VAWI2008852 Report a problem | ||
| 7/10/2025 | Price change | $525,000-1.9%$230/sqft |
Source: Bright MLS #VAWI2008022 Report a problem | ||
| 6/21/2025 | Listed for sale | $535,000+48.6%$234/sqft |
Source: Bright MLS #VAWI2008022 Report a problem | ||
| 4/28/2005 | Sold | $360,000$158/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,165 +7% | $398,140 +11.7% |
| 2024 | $2,958 | $356,440 |
| 2023 | $2,958 +8.9% | $356,440 +22.1% |
| 2022 | $2,716 | $292,000 |
| 2021 | $2,716 +11.2% | $292,000 +8.8% |
| 2020 | $2,442 | $268,400 |
| 2019 | $2,442 +3% | $268,400 +3% |
| 2018 | $2,371 +6.4% | $260,600 |
| 2017 | $2,229 | $260,600 +6.4% |
| 2016 | $2,229 | $244,900 |
| 2015 | $2,229 -1% | $244,900 +3.3% |
| 2014 | $2,252 | $237,000 |
| 2013 | -- | $237,000 |
| 2012 | -- | $237,000 |
| 2011 | -- | $237,000 -6.5% |
| 2010 | -- | $253,600 |
| 2009 | -- | $253,600 -30.8% |
| 2008 | -- | $366,600 |
| 2007 | -- | $366,600 +34% |
| 2006 | -- | $273,600 |
| 2005 | -- | $273,600 +27.3% |
| 2004 | -- | $214,900 |
| 2003 | -- | $214,900 +33.2% |
| 2002 | -- | $161,300 |
| 2001 | -- | $161,300 |
Find assessor info on the county website
Neighborhood: 22601
Nearby schools
GreatSchools rating
- 5/10John Kerr ElementaryGrades: PK-4Distance: 1.2 mi
- 4/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 1.3 mi
- 3/10John Handley High SchoolGrades: 9-12Distance: 0.2 mi
Schools provided by the listing agent
- High: John Handley
- District: Winchester City Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$514,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$514,900
- Virginia
- Winchester City
- Winchester
- 22601
- 257 Jefferson St
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