$295,000
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423 Highland Avenue, Winchester, VA 22601

3 Beds
2 Baths
1,300 Sq Ft

Charming Winchester Home Dont 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. Seller is motivated and offering $7,000 in closing cost assistance making this an incredible opportunity for qualified buyers!Enjoy ample off-street parking with rear-alley access, fresh renovations, brand-new vinyl flooring on the main level, and a new upstairs deckperfect 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 provides privacy and easy accessPerfectly located near downtown Winchester, shops, dining, and commuter routes, this home combines charm, practicality, and potential all at an unbeatable price. Dont miss this opportunity! Schedule your tour today and take advantage of the $7,000 closing cost incentive before its gone.

  • MLS# VAWI2009152
  • Date Listed11/04/2025
  • Days on Realty 4 Days
  • Bedrooms 3
  • Bathrooms 2 Full baths
  • Lot Size 0.09 acres (3,746 sq. ft)
  • Sewer Public Sewer
  • Subdivision CITY
  • Property Type Single Family
  • County WINCHESTER CITY
  • Year Built 1930
  • Water Public
  • Square Feet 1,300 sq. ft
  • Price Per Sq. Ft $226.92

Interior Features

  • Appliances Electric Water Heater
  • Cooling None
  • Heating Electric, Baseboard

Exterior / Lot Features

  • Roof -
  • Lot Size Acres 0.09
  • Lot Size SQFT 3,746.00
  • Lot Features -

Financial Considerations

  • Tax Amount $1,374
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in VA / 22601

Source: Walkscore

79/100

Very Walkable

Walk Score ®

49/100

Bikable

Bike Score ®

Overview

Most errands can be accomplished on foot. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 16/100, Transit Score: 0/100, Bike Score: 25/100.

Property Change History

Agent added 39 new photos to the listing
241 photos
Property description updated with new details

Points of Interest near 423 HIGHLAND AVENUE, WINCHESTER, VA 22601

Frequently Asked Questions for 423 HIGHLAND AVENUE

Source: Realty.com

423 HIGHLAND AVENUE, WINCHESTER, VA 22601 is a Single Family 1,300 sq. ft. home listed for sale. Realty.com has 41 photos available of this 3 bed, 2 bath house, listed at $295,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 41 photos of 423 HIGHLAND AVENUE.

Our records indicate that 423 HIGHLAND AVENUE was built in 1930.

The full address for this home is 423 HIGHLAND AVENUE, WINCHESTER, VA 22601.

423 HIGHLAND AVENUE has been listed on Realty.com since Tue November 04, 2025

Most errands can be accomplished on foot. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 16/100, Transit Score: 0/100, Bike Score: 25/100.

There are 3 schools assigned to this home. Check out the schools near 423 HIGHLAND AVENUE. Virginia Ave. Charlotte Dehart Elementary School (Grades: PK - 4), Daniel Morgan Intermediate School (Grades: 5 - 6), John Handley High School (Grades: 9 - 12)

Listing provided courtesy of: Samson Properties (tel: 540-348-4911)
Listing agent: Carlos Soares (tel: 540-532-2112) (#3308841)

This content last refreshed on 2025-11-09 04:03:29. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 423 HIGHLAND AVENUE, WINCHESTER, VA 22601 : MLS# VAWI2009152