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142 Fortress Dr, 
Winchester, VA 22603

$598,895

3

Beds

4

Baths

4,395

Sq Ft

Single Family

Virtual Tour

Pending

Listed by

Robert W Caines

RE/MAX Distinctive Real Estate, Inc., (703) 858-9108, broker@remaxdistinctive.com

Last updated:

September 14, 2026, 08:16 AM

MLS#

VAFV2043880

Source:

BRIGHTMLS

About This Home

142 Fortress Dr

Enjoy the ease of true main-level living in this meticulously maintained ranch home offering more than 4,300 finished square feet on an oversized 0.37-acre lot in Winchester's desirable Star Fort community | NO HOA | With nearly 2,300 square feet on the main level and an additional 2,100+ finished square feet in the walk-out basement, this home offers an abundance of flexible living space, all complemented by breathtaking panoramic valley views from the expansive 63-foot deck | Covered Front Porch Leads to Welcoming Foyer | Spacious Dining Room w/Triple Window has Room for a Crowd as does the 17' x 15' Family Room w/Gas Fireplace | Immaculate Kitchen w/Updated Appliances, Recessed Lighting, Pantry & Breakfast Nook w/Sliding Doors to Deck | Main Level Primary Suite w/2 Huge Walk-In Closets + French Doors to the Deck + En Suite Bath with Walk-In Jetted Soaking Tub & Separate Shower | 2 Additional Bedrooms w/Great Closet Space on Main Level Share the 2nd Full Bath + 13' x 12' Flex Room for Guests or Home Office | Convenient Main Level Laundry/Mudroom + 2-Car Side-Load Garage | Fully Finished Walkout Basement has Tremendous Space for Anything! 35' x 33' Rec Room w/Built-in Cabinet Storage + 2 Additional Rooms (27' x 16' & 27' x 26') with Endless Possibilities + 3rd Full Bath | Delightful Fenced Back Yard + Covered Storage Under Deck | Numerous recent improvements including Painted Porch/Lead Walk, Interior Paint, New Flooring + Carpet/Padding & Updated Kitchen Appliances as well as a Resealed Deck (2026) + Replaced Deck Surface (2024), New Attic Insulation (2025), New Insulated Garage Door (2023), New Roof (2018), Washer & Dryer (2018/2017) Additional features include a whole-house generator, whole-house water softener, invisible fence + fully fenced back yard, and walk-in bathtub | Fantastic Winchester Location Convenient to Old Town Winchester & 81 + Shopping, Dining & Recreation

Home Facts

Single Family

4 Baths

3 Bedrooms

Built in 2003

Subdivision & Development:

STAR FORT

Price Summary

598,895

$136 per Sq. Ft.

MLS #:

VAFV2043880

Last Updated:

September 14, 2026, 08:16 AM

Added:

a month ago

Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

4,395 Sq. Ft.

Structure

Structure

Architectural Style:

Ranch/Rambler

Building Area:

4,395 Sq. Ft.

Year Built:

2003

Lot

Lot Size (Sq. Ft):

16,117

Finances & Disclosures

Finances

Price:

$598,895

Price per Sq. Ft:

$136 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

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 Contact, 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 a 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.