423 Highland Avenue

Off Market

423 Highland Avenue

Winchester VA 22601

1300 sq. ft.

3746 sq. ft.

Single-Family

Last sold for $270,000

Carlos Soares, last sold this property on 21 January 2026 after 77 days on market.

Overview

✨ 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: 🛏️ 3 spacious bedrooms filled with natural light 🛁 2 full bathrooms — one on each level, with main-level laundry for added convenience 🏡 Flexible main-level office or bonus room — ideal as a home office, guest room, or cozy reading nook 🌳 Fully fenced backyard perfect for entertaining, pets, or peaceful outdoor enjoyment 🪴 New upstairs deck offering additional outdoor living space 🚗 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. 📅 Don’t miss this opportunity! Schedule your tour today!

Features

3 bedrooms

2 bathrooms

1300 sq. ft. floor area

3746 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 423 Highland Avenue is $362.5k.

Median value

$362.5k

Estimated value range

$125k - $860k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 423 Highland Avenue

2026

Sold

$270,000

21 Jan 2026 by Carlos Soares, of Samson Properties

2023

Sold

$178,000

24 Jan 2023 by Israel Brooks, of Dominion Real Estate Associates

Happy sellers in Winchester

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Winchester

In the last 12 months, 125 three-bedroom single-family properties similar to 423 Highland Avenue, have been sold.

This represents a 17% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winchester for a market analysis.

Sharon Farinholt

at Realty ONE Group Old Towne | Winchester

(22 reviews)

Get a market analysis

Sarah Abderrazzaq

at Realty ONE Group Old Towne | Winchester

(80 reviews)

Get a market analysis

WILLIAM A. AMPOFO

at Avalar Smart Choice Realty

(1 review)

Get a market analysis

Kandi Ross

at Realty ONE Group Old Towne | Winchester

(4 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

Sharon Farinholt

Sharon Farinholt is a recommended agent for Winchester. They have 6 local sales and collected 2 local reviews across the last 12 months.

5 (22 reviews)
2 Reviews in Winchester
6 Sales in Winchester

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Sarah Abderrazzaq

Sarah Abderrazzaq is an award winning recommended agent for Winchester. They have 4 local sales and collected 1 local review across the last 12 months.