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

  423 Highland Avenue Winchester, VA 22601

Active (40 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 14 2025 at 1:12 AM GMT+0000
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
Map View | Street View
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time
Powered by Walk Score®
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 12/13/25 17:12
Home
Properties
About Me
Neighborhood News
eho-89x83.png
ILHM_CLHMS_Seal_Grayscale_thumbnail_125_1187628351_7872
PSA_logo_Round2_v2_withtitle
PSA_White
epro
realtor_white-71x83.png

Terms Of Use | Privacy Policy | Accessibility Statement | Fair Housing Notice

© 2022 Coldwell Banker Realty

©2022 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. This application does not include information on all of the properties available for sale at this time. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. The enhancements are as follows: MORTGAGE CALCULATOR. The source of these enhancements are: Chime Technologies, Inc. BRIGHT MLS | Data provided by Bright MLS. Property information is for the users personal, non-commercial use. Information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties that appear on the website may no longer be for sale, and may be under contract or sold. ©2024 Bright MLS, All Rights Reserved. Information is reliable but not guaranteed.IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Coldwell Banker Premier Terms & Conditions | Privacy Policy | STEVE DUBRUELER, BROKER. ©2024 COLDWELL BANKER PREMIER

1682 S. Pleasant Valley Road, Winchester, VA 22601 | 800.835.0811 | PremierMove.com