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$279,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 759 Sq. Ft.
  • Updated 20 hours ago
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CUTE AS A BUTTON! This updated Cottage Rambler perched on a quiet tree lined street sits in the heart of booming Winchester, just minutes from Old Towne. Newly renovated and very affordable! Refreshed solid hardwood flooring, new kitchen with bright quartz countertops, stainless steel appliances, newer HVAC (only 3 years old) new lighting throughout, newer bathroom includes tiled tub with surround, vanity and much more! Fully fenced with 4-6 ft privacy fencing. Private parking pad in rear for parking ease. Fully functioning "Workshop" shed with insulated walls and electricity service. Upgraded circuit breaker. High speed internet thru GloFiber 5G. Refinished solid oak hardwood Gleaming flooring in living room, dining room and hall. Cozy front porch to sit and sip morning coffee or happy hour wine! So much for so little :)...Come tour this cream puff and envision yourself living in this fairytale setting. No HOA, Public water & Public sewer- always a plus! This home is ready and priced to sell quick, don't miss out! pro pics coming on Monday- wait till you see this beauty curated with style! Call me for a private tour....

Full Property Details for 424 Highland Ave

General

  • Price: $279,000
  • Taxes: $1,200 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2010002
  • Updated: 2/20/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 2/23/2026

Interior

  • Appliances: Built-In Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Flooring: Solid Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Main & Up: 2

Other Rooms

  • Laundry: Basement

Exterior

  • Exterior Features: Exterior Lighting, Gutter System, Outbuilding(s), Sidewalks, Street Lights, Other

Parking

  • Parking Type: Alley, On Street, Other

Location

  • County: WINCHESTER CITY
  • Driving Directions: SEE GPS
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electric Available, Cable TV, Phone Available, Sewer Available, Water Available, Under Ground

Structural Information

  • Architectural Style: Cottage, Ranch/Rambler
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Drain, Poured Concrete, Sump Pump, Unfinished, Other
  • Foundation: Concrete Perimeter
  • Roof: Architectural Shingle
  • Stories Description: Main
  • Square Feet: 759
  • Sq. Ft. Source: Assessor
  • Living Area: 759 Sq. Ft.
  • Finished Above Grnd: 759 Sq. Ft.
  • Year Built: 1930
  • Year Built Source: Assessor
  • Property Condition: Excellent, Very Good

Additional Structures

  • Other Structures: Shed Shop, Other

Lot Features

  • Property View: Garden/Lawn, Street
  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 3,920
  • Lot Size Source: Assessor
  • Street/Road Desc.: Approved, Black Top
  • Zoning: HR1
  • Fencing (Description): Fully

Financial Considerations

  • Price Per Sq. Ft.: $367.59
  • Assessment Year: 2025
  • City/TownTax: $1,200
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $151,000
  • Tax Amount: $1,200
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 759

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 23

Listed by Long & Foster Real Estate, Inc., Jacqueline Hitchcock

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Listing agent

— 424 Highland Ave —

  • Jacqueline Hitchcock

    Long & Foster Real Estate, Inc.

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 424 Highland Ave

School District:Winchester City Public Schools
NameGradesDistance
Virginia Ave. Charlotte Dehart Elementary School
550 Virginia Avenue, Winchester, VA 22601
PK-40.3 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-80.8 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-121.2 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 424 Highland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/20/2026
Listed
$279,000
26.82%
MLS
12/21/2023
Sold
$220,000
—
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 424 Highland Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$151,000
27%
2024
-100%
$118,600
—
2023
$982
20%
$118,600
35%
2022
$817
100%
$87,800
—
2021
$408
19%
$87,800
19%
2020
$342
—
$73,600
—
2018
$342
-46%
$73,600
5%
2018
$636
14%
$69,900
—
2016
$559
—
$69,900
14%
2016
$559
—
$61,400
—
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 424 Highland Ave

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Long & Foster Real Estate, Inc., Jacqueline Hitchcock

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424 Highland Avenue, Winchester, VA 22601 (MLS# VAWI2010002) is a Single Family property with 2 bedrooms and 1 full bathroom. 424 Highland Avenue is currently listed for $279,000 and was received on February 20, 2026. Want to learn more about 424 Highland Avenue? 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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