Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$319,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,362 Sq. Ft.
  • Updated 11 days ago
See This Home
Save This Home
See This Home
Save This Home
Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

Full Property Details for 553 Highland Ave

General

  • Price: $319,000
  • Taxes: $1,211 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2009182
  • Updated: 1/5/2026
  • Added to Site: 105 day(s) ago

Interior

  • Appliances: Built-In Microwave, Dishwasher, Washer, Dryer, Stove, Refrigerator, Stainless Steel Appliances, Oven - Double, Water Heater

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

Exterior

  • Exterior Features: Outbuilding(s), Secure Storage

Parking

  • Parking Type: Alley, On Street

Location

  • County: WINCHESTER CITY
  • Driving Directions: From Liberty Avenue, turn onto Highland Avenue and the house will be on your right. Highland is a one way street, so you need to enter at Liberty.

School Information

  • School District: Winchester City Public Schools
  • Elementary School: Virginia Avenue Charlotte Dehart
  • Middle School: Daniel Morgan
  • High School: John Handley

Heating & Cooling

  • Cooling Type: Ductless/Mini-Split
  • Cooling Fuel: Electric
  • Heating Type: Other, Programmable Thermostat
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Traditional
  • Structure Type: Detached
  • Construction: Combination
  • Foundation: Concrete Perimeter
  • Roof: Metal
  • Stories Description: Main, Upper 1
  • Square Feet: 1,362
  • Sq. Ft. Source: Estimated
  • Living Area: 1,362 Sq. Ft.
  • Finished Above Grnd: 1,362 Sq. Ft.
  • Year Built: 1921
  • Year Built Source: Estimated

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 3,920
  • Lot Size Source: Estimated
  • Zoning: HR1

Financial Considerations

  • Price Per Sq. Ft.: $234.21
  • Assessment Year: 2025
  • Tax w/Assessment: $152,300
  • Tax Amount: $1,211
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Corcoran McEnearney, Teri Domanski

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 553 Highland Ave —

  • Teri Domanski

    Corcoran McEnearney

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 553 Highland Ave

School District:Winchester City Public Schools
NameGradesDistance
Virginia Ave. Charlotte Dehart Elementary School
550 Virginia Avenue, Winchester, VA 22601
PK-40.3 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-80.9 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-121.4 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 553 Highland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/02/2026
Price Reduced
$319,000
-1.24%
MLS
12/05/2025
Price Reduced
$323,000
-3.29%
MLS
10/30/2025
Price Reduced
$334,000
-0.3%
MLS
10/03/2025
Listed
$335,000
134.27%
MLS
9/06/2024
Sold
$143,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 553 Highland Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$152,300
13%
2024
-100%
$134,800
—
2023
$1,119
20%
$134,800
34%
2022
$936
—
$100,600
—
2021
$936
20%
$100,600
20%
2020
$777
—
$83,500
—
2018
$777
7%
$83,500
5%
2018
$726
15%
$79,800
—
2016
$632
—
$79,800
15%
2016
$632
—
$69,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 553 Highland Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Corcoran McEnearney, Teri Domanski

Similar Properties near 553 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

27 Jackson Ave, Winchester, VA 22601 - Photo 1
$320,000
Open House

27 Jackson Ave  Winchester, VA 22601

  • Single Family
  • Active
  • 3
    Beds
  • 1
    Total Bath
  • 1,134
    Sq. Ft.
Listed by ERA Oakcrest Realty, Inc., Mikiala Ann Whitacre
511 Grouse Dr, Winchester, VA 22602 - Photo 1
$309,900

511 Grouse Dr  Winchester, VA 22602

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,333
    Sq. Ft.
Listed by Samson Properties, Benjamin Ashlock
315 Shepherds Mill Rd, Berryville, VA 22611 - Photo 1
$309,000

315 Shepherds Mill Rd  Berryville, VA 22611

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 960
    Sq. Ft.
Listed by Keller Williams Realty, Jennifer Hoskins
420 White Oak Ln, Bluemont, VA 20135 - Photo 1
$324,900

420 White Oak Ln  Bluemont, VA 20135

  • Single Family
  • Active
  • Updated 4 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 720
    Sq. Ft.
Listed by Momentum Realty LLC, Carol A Kearney

Just Listed near 553 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

113 Timberlake Terrace, Stephens City, VA 22655 - Photo 1 Just Listed
$229,000

113 Timberlake Terrace  #2  Stephens City, VA 22655

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,054
    Sq. Ft.
Listed by MarketPlace REALTY, Kimberly D Hurst
109 Columbia Cir, Stephens City, VA 22655 - Photo 1 Just Listed
$399,900

109 Columbia Cir  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,690
    Sq. Ft.
Listed by M.O. Wilson Properties, Jeff Weiss
556 Garden Gate Dr, Stephens City, VA 22655 - Photo 1 Just Listed
$480,000

556 Garden Gate Dr  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 16 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,248
    Sq. Ft.
Listed by Samson Properties, Ann M. Conley
120 Amelia Ave, Stephens City, VA 22655 - Photo 1 Just Listed
$425,000

120 Amelia Ave  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 3,192
    Sq. Ft.
Listed by Real Broker LLC, Mark S Francis

Price Reduced near 553 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

106 Woodtop Ct, Stephens City, VA 22655 - Photo 1 Price Reduced
-$5,500 (-1.43%)
$379,500

106 Woodtop Ct  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,184
    Sq. Ft.
Listed by Thomas and Talbot Estate Properties, Inc., David W. Wilson
112 Jefferson Ct, Stephens City, VA 22655 - Photo 1 Price Reduced
-$3,000 (-0.71%)
$422,000

112 Jefferson Ct  Stephens City, VA 22655

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,682
    Sq. Ft.
Listed by ERA Oakcrest Realty, Inc., Tiffany J Hunter and ERA Oakcrest Realty, Inc., Tracie Clawson
64 Salem Church Rd, Boyce, VA 22620 - Photo 1 Price Reduced
-$160,000 (-13.91%)
$990,000

64 Salem Church Rd  Boyce, VA 22620

  • Farm Single-Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,400
    Sq. Ft.
Listed by Thomas and Talbot Estate Properties, Inc., Maria Eldredge
10 Whiting Ave, Boyce, VA 22620 - Photo 1 Price Reduced
-$25,000 (-7.69%)
$300,000

10 Whiting Ave  Boyce, VA 22620

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,300
    Sq. Ft.
Listed by EXP Realty, LLC, Christopher Craddock and EXP Realty, LLC, Teddy Thomas Rueckert

Recent Sales near 553 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

301 Liberty Ave, Winchester, VA 22601 - Photo 1 Sold
$340,000

301 Liberty Ave  Winchester, VA 22601

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,293
    Sq. Ft.
Listed by Equity Realty, John C Ashton
Sold by Realty ONE Group Old Towne, Jeremiah Joseph Wilson
613 Watson Ave, Winchester, VA 22601 - Photo 1 Sold
$329,400

613 Watson Ave  Winchester, VA 22601

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,668
    Sq. Ft.
Listed by Corcoran McEnearney, Teri Domanski
Sold by Pearson Smith Realty, LLC, Kristin Diane Ahearn
601 Fairview Ave, Winchester, VA 22601 - Photo 1 Sold
$350,000

601 Fairview Ave  Winchester, VA 22601

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,060
    Sq. Ft.
Listed by Samson Properties, Jorge M Najarro
Sold by Samson Properties, Erla Y. Reyes
621 Butler Ave, Winchester, VA 22601 - Photo 1 Sold
$300,000

621 Butler Ave  Winchester, VA 22601

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,803
    Sq. Ft.
Listed by RE/MAX Roots, Kaitlyn Behr
Sold by Five Star Real Estate, Justin Goodman

553 Highland Avenue, Winchester, VA 22601 (MLS# VAWI2009182) is a Single Family property with 3 bedrooms and 2 full bathrooms. 553 Highland Avenue is currently listed for $319,000 and was received on October 03, 2025. Want to learn more about 553 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.

Tour this property