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$419,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,304 Sq. Ft.
  • Updated 11 hours ago
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Perfectly positioned directly across from the iconic John Handley High School, this classic brick residence offers a front-row seat to one of Winchester's most storied landmarks. The interior radiates a fresh, contemporary feel with original hardwood floors and an inviting living room that has been freshly painted in a modern color palette and anchored by a cozy fireplace. This space flows into a formal dining room featuring classic built-in shelving, which leads to a functional kitchen equipped with a newer stainless steel oven/range and built-in microwave, along with a convenient main-level half bath. The standout feature is a stunning sunroom boasting vaulted wooden ceilings-the perfect space for year-round relaxation. Upstairs, you will find three bedrooms and a large full bath boasting a sleek walk-in shower. For those needing extra room, the expansive unfinished basement provides laundry facilities and an incredible amount of storage space. The exterior is a true private retreat, featuring a fully-fenced backyard with a rear deck, perfect for outdoor dining amidst the lush, well-maintained landscaping and dedicated garden space. Complete with a private driveway for coveted off-street parking, this home offers an unbeatable lifestyle of convenience with schools, parks, shopping, and dining just steps from your front door.

Full Property Details for 431 Jefferson St

General

  • Price: $419,900
  • Taxes: $3,223 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2009944
  • Updated: 2/17/2026
  • Added to Site: 1 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Full Bath, Half Bath
  • Interior Features: Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Dining Area, Formal/Separate Dining Room, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Built-In Microwave, Refrigerator, Oven/Range - Electric
  • Flooring: Hardwood

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: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: Lower Floor

Exterior

  • Exterior Features: Play Area
  • Porch/Patio/Deck: Deck(s)

Parking

  • Parking Type: Driveway, Off Street

Location

  • County: WINCHESTER CITY
  • Driving Directions: On Jefferson St in Winchester right across from Handley High School.
  • 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
  • Cooling Fuel: Electric
  • Heating Type: Radiator, Heat Pump(s)
  • Heating Fuel: Electric, Oil
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished, Walkout Level, Connecting Stairway, Interior Access
  • Foundation: Concrete Perimeter
  • Stories Description: Main, Upper 1
  • Square Feet: 2,304
  • Sq. Ft. Source: Assessor
  • Living Area: 1,632 Sq. Ft.
  • Finished Above Grnd: 1,632 Sq. Ft.
  • Year Built: 1956
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 7,018
  • Lot Size Source: Assessor
  • Zoning: MR
  • Fencing (Description): Rear

Financial Considerations

  • Price Per Sq. Ft.: $257.29
  • Assessment Year: 2025
  • City/TownTax: $3,222
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $405,400
  • Tax Amount: $3,223
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1632

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 23

Listed by Colony Realty, Daniel J Whitacre

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Listing agent

— 431 Jefferson 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 431 Jefferson St

School District:Winchester City Public Schools
NameGradesDistance
John Kerr Elementary
427 Meadow Branch Avenue, Winchester, VA 22601
PK-41 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-81.5 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-120.1 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 431 Jefferson St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/16/2026
Listed
$419,900
21.71%
MLS
10/05/2021
Sold
$345,000
—
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 431 Jefferson St

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$405,400
13%
2024
-100%
$360,200
—
2023
$2,990
20%
$360,200
34%
2022
$2,499
100%
$268,700
—
2021
$1,249
-42%
$268,700
16%
2020
$2,148
—
$231,000
—
2018
$2,148
5%
$231,000
3%
2018
$2,040
6%
$224,200
—
2016
$1,916
—
$224,200
7%
2016
$1,916
—
$210,500
—
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 431 Jefferson 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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431 Jefferson Street, Winchester, VA 22601 (MLS# VAWI2009944) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 431 Jefferson Street is currently listed for $419,900 and was received on February 16, 2026. Want to learn more about 431 Jefferson 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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