423 Highland Avenue Winchester, VA 22601
Listing Courtesy of: BRIGHT IDX / Samson Properties

  423 Highland Avenue Winchester, VA 22601

Active (33 Days)
$269,000 (USD)
3
BED
2
BATH
1,300
SQFT
See Similar Listings

Description

✨ 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 vehiclesPerfectly 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!

MLS #:
VAWI2009152
Taxes
$1,374(2025)
Lot Size
3,746 SQFT
Type
Single-Family Home
Year Built
1930
Style
Traditional
School District
Winchester City Public Schools

Listed By

Carlos Da Rocha Soares Sr., Samson Properties
Source
BRIGHT IDX
Last checked Dec 6 2025 at 10:38 PM EST
Bathroom Details
  • Full Bathrooms: 2
Subdivision
  • City
Property Features
  • Above Grade
  • Below Grade
  • Foundation: Crawl Space
  • Foundation: Stone
Heating and Cooling
  • Baseboard - Electric
  • None
Exterior Features
  • Vinyl Siding
Utility Information
  • Sewer: Public Sewer
  • Fuel: Electric
School Information
  • High School: John Handley
Stories
  • 2
Living Area
  • 1,300 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Nov 24, 2025
Price Changed
$269,000
-2%
-$5,000
Nov 20, 2025
Price Changed
$274,000
-2%
-$5,000
Nov 17, 2025
Price Changed
$279,000
-3%
-$10,000
Nov 13, 2025
Price Changed
$289,000
-2%
-$6,000
Location
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Disclaimer: Copyright 2025 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 12/6/25 14:38
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Contact Us:

1682 S. Pleasant Valley Road, Winchester, VA 22601

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800.835.0811

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