423 Highland Avenue, Winchester, VA 22601 - Photo 1

1/1

$270,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1,300 Sq. Ft.

1/1

Property Description

âœ¨ Charming Winchester Home - Don't Let This One Slip Away! Welcome to this beautifully refreshed home in the heart of Winchester, offering exceptional value, versatility, and convenience. Thoughtfully updated throughout, this property is move-in ready while still leaving room to make it your own. Enjoy ample off-street parking for up to 8 cars with rear access from West Lane, fresh renovations, brand-new vinyl flooring on the main level, and a new upstairs deck - perfect for morning coffee or evening relaxation. Property Highlights: ðŸ›ï¸ 3 spacious bedrooms filled with natural light ðŸ› 2 full bathrooms - one on each level, with main-level laundry for added convenience ðŸ¡ Flexible main-level office or bonus room - ideal as a home office, guest room, or cozy reading nook ðŸŒ³ Fully fenced backyard perfect for entertaining, pets, or peaceful outdoor enjoyment ðŸª´ New upstairs deck offering additional outdoor living space ðŸš— Rear-alley parking with entry from West Lane, providing privacy, convenience, and space for up to 8 vehicles Perfectly located near downtown Winchester, shops, dining, and commuter routes, this home combines charm, practicality, and potential - all at an unbeatable price. ðŸ“… Don't miss this opportunity! Schedule your tour today!

Full Property Details

Full Property Details for 423 Highland Ave

General

Sold For: $270,000
Taxes: $1,374 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: VAWI2009152
Added to Site: 121 day(s) ago

Interior

Rooms/Areas: Dining Room, Kitchen, Family Room, Laundry

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Upper Floor Baths: 1
Upper - Full Baths: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 3
Bedrooms Upper: 3

Parking

Parking Type: On Street, Driveway, Alley

Location

County: WINCHESTER CITY
Subdivision: CITY
Driving Directions: From National Ave downtown Winchester take left on Gray ave, left on Grey ave, and left on Highland Ave
City Limits: Yes

School Information

School District: Winchester City Public Schools
High School: John Handley

Heating & Cooling

Cooling Type: None
Heating Type: Baseboard - Electric
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Style: Traditional
Structure Type: Detached
Construction: Vinyl Siding
Foundation: Stone, Crawl Space
Stories Description: Main, Upper 1
Square Feet: 1,300
Sq. Ft. Source: Estimated
Living Area: 1,300 Sq. Ft.
Finished Above Grnd: 1,300 Sq. Ft.
Year Built: 1930
Year Built Source: Estimated

Lot Features

Lot Size (Acres): 0.09
Lot Size (Sq. Ft.): 3,746
Lot Size Source: Estimated
Zoning: HR1

Financial Considerations

Price Per Sq. Ft.: $206.92
Assessment Year: 2025
City/TownTax: $1,374
City/TownTax Freq: Monthly
Tax w/Assessment: $172,900
Tax Amount: $1,374
Tax Year: 2025
Terms: Standard Sale

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 10

Listed by Samson Properties, Carlos da Rocha Soares Sr.
Sold by Vaze Realty, Beltmarys del Milagro Rodriguez Sposito

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Listing agent

— 423 Highland Ave —

Carlos da Rocha Soares Sr.

Samson Properties

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Schools

Schools serving 423 Highland Ave

School District:Winchester City Public Schools

Name	Grades	Distance
Virginia Ave. Charlotte Dehart Elementary School 550 Virginia Avenue, Winchester, VA 22601	PK-4	0.3 mi
Daniel Morgan Middle School 48 South Purcell Avenue, Winchester, VA 22601	7-8	0.8 mi
John Handley High School 425 Handley Boulevard, Winchester, VA 22601	9-12	1.2 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 423 Highland Ave

Date

Details

Price

Change

Source

1/21/2026

Sold

$270,000

0.37%

MLS

11/24/2025

Price Reduced

$269,000

-1.82%

MLS

11/20/2025

Price Reduced

$274,000

-1.79%

MLS

11/17/2025

Price Reduced

$279,000

-3.46%

MLS

11/13/2025

Price Reduced

$289,000

-2.03%

MLS

11/04/2025

Listed

$295,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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423 Highland Avenue, Winchester, VA 22601 (MLS# VAWI2009152) is a Single Family property that was sold at $270,000 on January 21, 2026. Want to learn more about 423 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.

423 Highland Ave Winchester, VA 22601