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  • Price cut: $20K (8/6)
    $465,000

    299 Wild Fern Dr, Winchester, OR 97495

    4beds
    1,920sqft
    : 
    $3,045/mo
    Get pre-qualified
    Residential, Single Family Residence
    Built in 1980
    0.38 Acres Lot
    $454,800 Zestimate®
    $242/sqft
    $50/mo HOA

    What's special

    Quality finishesQuality craftsmanshipCustom woodworkingDedicated bbq area
    Welcome to the Wild Fern community in Winchester, where quality craftsmanship, neighborhood amenities, and a beautiful natural setting come together. This meticulously maintained 4-bedroom, 2.5-bath home showcases custom woodworking, quality finishes, and an inviting floor plan designed for comfortable everyday living and entertaining.Step outside to multiple expansive decks overlooking a peaceful backyard where seasonal Winchester Creek meanders through the property, creating a picturesque setting for relaxing and entertaining. A dedicated BBQ area makes outdoor gatherings easy while the surrounding landscape provides a wonderful connection to nature.Wild Fern residents enjoy community amenities including a swimming pool, tennis courts, and basketball court, along with miles of paved neighborhood streets ideal for walking and enjoying the surroundings. The Winchester location offers the added benefit of city services while enjoying lower county property taxes.Conveniently located near Umpqua Community College, shopping, dining, schools, and Roseburg, with nearby hiking and outdoor recreation just minutes away. This exceptional home offers a rare combination of craftsmanship, comfort, community amenities, and natural beauty in one of Winchester's most desirable neighborhoods. Schedule your private showing today!
    35 days
    970
    64

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Mary Gilbert 541-204-4646,

    Keller Williams Southern Oregon-Umpqua Valley,

    Sabrina Schexnider 541-671-1886,

    Keller Williams Southern Oregon-Umpqua Valley

    Source: RMLS (OR),MLS#: 404977959MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • Partial bathrooms: 1
      Rooms
      • Room types: Bedroom 4, Laundry, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
      Primary bedroom
      • Features: Tile Floor, Walkin Closet, Walkin Shower, Wallto Wall Carpet
      • Level: Upper
      Bedroom 2
      • Features: Builtin Features, Ceiling Fan, Closet, Wallto Wall Carpet
      • Level: Upper
      Bedroom 3
      • Features: Double Closet, Wallto Wall Carpet
      • Level: Upper
      Bedroom 4
      • Features: Closet, Wallto Wall Carpet
      • Level: Upper
      Dining room
      • Features: Wallto Wall Carpet
      • Level: Main
      Family room
      • Features: Builtin Features, Wallto Wall Carpet, Wood Stove
      • Level: Main
      Kitchen
      • Features: Dishwasher, Disposal, Down Draft, Eat Bar, Nook, Free Standing Range, Free Standing Refrigerator, Laminate Flooring
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Heat Pump, Wood Stove
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Dishwasher, Disposal, Down Draft, Free-Standing Range, Free-Standing Refrigerator, Stainless Steel Appliance(s), Washer/Dryer, Electric Water Heater
      • Laundry: Laundry Room
      Features
      • Closet, Built-in Features, Ceiling Fan(s), Double Closet, Eat Bar, Nook, Walk-In Closet(s), Walkin Shower
      • Flooring: Hardwood, Laminate, Tile, Vinyl, Wall to Wall Carpet, Wood
      • Windows: Aluminum Frames, Double Pane Windows
      • Basement: Crawl Space
      • Number of fireplaces: 2
      • Fireplace features: Gas, Wood Burning, Wood Burning Stove
      Interior area
      • Total structure area: 1,920
      • Total interior livable area: 1,920 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Garage On Main, Natural Lighting, Parking, Walkin Shower, Accessibility
      Features
      • Levels: Tri Level
      • Stories: 3
      • Exterior features: Yard
      • Has view: Yes
      • View description: Creek/Stream, Seasonal
      • Has water view: Yes
      • Water view: Creek/Stream
      • Waterfront features: Creek
      • Body of water: Winchester Creek
      Lot
      • Size: 0.38 Acres
      • Features: Gentle Sloping, Level, Trees, Sprinkler, SqFt 15000 to 19999
      Details
      • Parcel number: R32156
      • Zoning: R1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Custom Style
      • Property subtype: Residential, Single Family Residence
      Materials
      • Brick, T111 Siding
      • Foundation: Slab
      • Roof: Composition
      Condition
      • Resale
      • New construction: No
      • Year built: 1980

      Utilities & green energy

      • Gas: Gas
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected

      Community & HOA

      Community
      • Subdivision: Wild Fern
      HOA
      • Has HOA: Yes
      • Amenities included: Commons, Pool, Tennis Court
      • HOA fee: $50 monthly
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $242/sqft
      • Tax assessed value: $492,334
      • Annual tax amount: $2,670
      • Date on market: 8/6/2026
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Road surface type: Paved

        Estimated market value

        $454,800

        $432,000 - $478,000

        $2,538/mo

        Price history

        DateEventPrice
        8/6/2026Price change$465,000-4.1%$242/sqft
        Source: RMLS (OR) #404977959 Report a problem
        6/5/2026Listed for sale$485,000$253/sqft
        Source: Owner Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,670 +3%$285,423 +3%
        2024$2,592 +3%$277,110 +3%
        2023$2,517 +3%$269,039 +3%
        2022$2,444 +3%$261,203 +3%
        2021$2,372 -1%$253,596 +3%
        2020$2,395 +1.9%$246,210 +3%
        2019$2,352 +2.4%$239,039 +3%
        2018$2,296 $232,077 +3%
        2017$2,296 +4.9%$225,318 +3%
        2016$2,189 $218,756 +3.5%
        2015$2,189 +3.9%$211,444 +1.3%
        2014$2,106 $208,628 +5.6%
        2013$2,106 +3.8%$197,619 -1.1%
        2012$2,029 -5.8%$199,765 -5.9%
        2011$2,155 +1.7%$212,385 +2.3%
        2010$2,118 +3.1%$207,669 +3%
        2009$2,054 +2.8%$201,621 +3%
        2008$1,997 +3.3%$195,749 +3%
        2007$1,933 +5.4%$190,048 +3%
        2006$1,834 +3.1%$184,513 +3%
        2005$1,780 +4.7%$179,139 +6.1%
        2003$1,699 +2.6%$168,857 +3%
        2002$1,657 $163,939
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 97495

        Getting around

        3 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Winchester
        • Middle: Joseph Lane
        • High: Roseburg

        Source: RMLS (OR). This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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