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Under contract
  • $598,895

    142 Fortress Dr, Winchester, VA 22603

    3beds
    4,395sqft
    : 
    $3,563/mo
    Get pre-qualified
    Single Family Residence
    Built in 2003
    0.37 Acres Lot
    $594,100 Zestimate®
    $136/sqft
    $-- HOA

    What's special

    Breathtaking panoramic valley viewsFully finished walkout basementMain-level livingInterior paintWelcoming foyerRecessed lightingCovered front porch
    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
    33 days
    324
    7

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Bob Caines 703-475-9150,

    RE/MAX Distinctive Real Estate, Inc. (703) 858-9108,

    Listing Team: The Bob Caines Team

    Source: Bright MLS,MLS#: VAFV2043880MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 3
      • Main level bedrooms: 3
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Den, Foyer, Breakfast Room, Laundry, Office, Recreation Room, Utility Room, Bathroom 2, Bathroom 3, Bonus Room, Primary Bathroom, Half Bath
      Primary bedroom
      • Features: Flooring - Carpet, Ceiling Fan(s), Walk-In Closet(s), Attached Bathroom, Balcony Access, Crown Molding
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 15 X 13
      Bedroom 2
      • Features: Flooring - Carpet, Ceiling Fan(s)
      • Level: Main
      • Area: 144 Square Feet
      • Dimensions: 12 X 12
      Bedroom 3
      • Features: Flooring - Carpet, Ceiling Fan(s)
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 15 X 13
      Primary bathroom
      • Features: Bathroom - Stall Shower, Bathroom - Jetted Tub, Soaking Tub, Flooring - Vinyl
      • Level: Main
      • Area: 110 Square Feet
      • Dimensions: 10 X 11
      Bathroom 2
      • Features: Bathroom - Walk-In Shower, Flooring - Ceramic Tile
      • Level: Main
      • Area: 54 Square Feet
      • Dimensions: 6 X 9
      Bathroom 3
      • Features: Bathroom - Walk-In Shower
      • Level: Lower
      • Area: 42 Square Feet
      • Dimensions: 7 X 6
      Bonus room
      • Features: Flooring - Carpet, Ceiling Fan(s)
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 12 X 13
      Breakfast room
      • Features: Flooring - Vinyl, Crown Molding
      • Level: Main
      • Area: 117 Square Feet
      • Dimensions: 9 X 13
      Den
      • Features: Flooring - Carpet, Walk-In Closet(s)
      • Level: Lower
      • Area: 675 Square Feet
      • Dimensions: 25 X 27
      Dining room
      • Features: Flooring - Carpet, Chair Rail, Crown Molding, Formal Dining Room
      • Level: Main
      • Area: 196 Square Feet
      • Dimensions: 14 X 14
      Foyer
      • Features: Flooring - Luxury Vinyl Plank, Crown Molding
      • Level: Main
      • Area: 75 Square Feet
      • Dimensions: 15 X 5
      Half bath
      • Features: Flooring - Ceramic Tile, Crown Molding, Chair Rail
      • Level: Main
      • Area: 56 Square Feet
      • Dimensions: 8 X 7
      Kitchen
      • Features: Flooring - Vinyl, Breakfast Nook, Kitchen - Electric Cooking, Recessed Lighting, Pantry
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 12 X 13
      Laundry
      • Features: Flooring - Vinyl
      • Level: Main
      • Area: 49 Square Feet
      • Dimensions: 7 X 7
      Living room
      • Features: Flooring - Carpet, Fireplace - Gas, Crown Molding, Ceiling Fan(s)
      • Level: Main
      • Area: 255 Square Feet
      • Dimensions: 17 X 15
      Office
      • Features: Flooring - Carpet, Built-in Features
      • Level: Lower
      • Area: 405 Square Feet
      • Dimensions: 15 X 27
      Recreation room
      • Features: Flooring - Carpet, Built-in Features
      • Level: Lower
      • Area: 11649 Square Feet
      • Dimensions: 33 X 353
      Utility room
      • Level: Lower
      • Area: 54 Square Feet
      • Dimensions: 6 X 9
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Ceiling Fan(s), Programmable Thermostat, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Oven/Range - Electric, Double Oven, Refrigerator, Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Gas Water Heater
      • Laundry: Main Level, Dryer In Unit, Washer In Unit, Laundry Room
      Features
      • Soaking Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Chair Railings, Crown Molding, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Formal/Separate Dining Room, Pantry, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), 9'+ Ceilings
      • Flooring: Carpet, Vinyl
      • Doors: Sliding Glass, French Doors, Storm Door(s)
      • Windows: Replacement, Palladian, Window Treatments
      • Basement: Full,Finished,Exterior Entry,Interior Entry,Walk-Out Access,Windows
      • Number of fireplaces: 1
      • Fireplace features: Gas/Propane, Mantel(s), Marble
      Interior area
      • Total structure area: 4,624
      • Total interior livable area: 4,395 sqft
      • Finished area above ground: 2,292
      • Finished area below ground: 2,103
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: Garage Faces Side, Garage Door Opener, Inside Entrance, Driveway, Attached
      • Attached garage spaces: 2
      • Uncovered spaces: 4
      • Details: Garage Sqft: 390
      Accessibility
      • Accessibility features: Other
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Porch, Patio
      • Pool features: None
      • Has spa: Yes
      • Spa features: Bath
      • Fencing: Back Yard,Vinyl,Invisible
      • Has view: Yes
      • View description: Panoramic, Valley
      Lot
      • Size: 0.37 Acres
      • Features: Front Yard, Landscaped, Rear Yard
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 54N2345
      • Zoning: RP
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Architectural Shingle
      Condition
      • Very Good
      • New construction: No
      • Year built: 2003

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Fiber Optic

      Community & HOA

      Community
      • Security: Security System, Smoke Detector(s)
      • Subdivision: Star Fort
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $136/sqft
      • Tax assessed value: $604,800
      • Annual tax amount: $2,903
      • Date on market: 8/7/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $594,100

        $564,000 - $624,000

        $3,453/mo

        Price history

        DateEventPrice
        8/23/2026Contingent$598,895$136/sqft
        Source: Bright MLS #VAFV2043880 Report a problem
        8/7/2026Listed for sale$598,895$136/sqft
        Source: Bright MLS #VAFV2043880 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,903 +8.8%$604,800 +15.6%
        2024$2,667 $523,000
        2023$2,667 +113.1%$523,000 +27.4%
        2022$1,252 $410,400
        2021$1,252 -40%$410,400 +20%
        2020$2,087 -50%$342,100
        2019$4,174 +94.9%$342,100 +0.3%
        2018$2,141 +1.6%$341,200
        2017$2,107 +7.2%$341,200 +7.5%
        2016$1,965 +10.5%$317,500
        2015$1,778 +93.6%$317,500 +5.4%
        2014$919 $301,300
        2013-- $301,300 -0.8%
        2012-- $303,800
        2011-- $303,800 -4.1%
        2010-- $316,800
        2009-- $316,800 +7.8%
        2008-- $294,000
        2007-- $294,000 +716.7%
        2003-- $36,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 22603

        Getting around

        8 / 100
        Car-Dependent
        7 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Apple Pie Ridge
        • Middle: James Wood
        • High: James Wood
        • District: Frederick County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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