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    • Price cut: $300K (5/27)
    $3,500,000

    8690 Lookingglass Rd, Roseburg, OR 97471

    3beds
    1,500sqft
    : 
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    Residential, Single Family Residence
    Built in 1957
    142.94 Acres Lot
    $3,187,100 Zestimate®
    $2,333/sqft
    $-- HOA

    What's special

    Large shopHistoric barnPeaceful vineyard viewsEstablished and producing vineyardSteel end postsWind machinesOversized detached two-car garage
    Welcome to Lookingglass Vineyard, a remarkable 142.94-acre estate nestled in the highly sought-after South Valley Wine Loop of the renowned Umpqua Valley AVA. This established and producing vineyard features 99.94± acres planted in Pinot Noir and an additional 1/2-acre parcel with other select varietals, offering an exceptional opportunity for both lifestyle and investment. The vineyard is fully equipped with drip irrigation, steel end posts, and wind machines, ensuring optimal fruit quality and efficiency. The property also includes a historic barn, large shop, oversized detached two-car garage, and a storage building, all set behind a gated entrance for privacy and security. Irrigation rights are in place, further enhancing the value and sustainability of this exceptional property. At the heart of the estate sits a charming 3-bedroom, 2-bathroom, 1,500 sq. ft. home—ideal as an on-site caretaker’s residence or a successful Airbnb as it has been used in the past. The home enjoys peaceful vineyard views and easy access to all operational facilities. This property represents a rare opportunity to own one of the Umpqua Valley’s notable vineyard estates—combining income potential, scenic beauty, and a true Oregon wine country lifestyle. Call for your private tour today...
    229 days
    |
    327
    |
    3
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jennifer Kramer 541-580-6767,

    RE/MAX Integrity

    Source: RMLS (OR),MLS#: 117186567MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      Rooms
      • Room types: Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
      Primary bedroom
      • Features: Suite, Wallto Wall Carpet
      • Level: Main
      Bedroom 2
      • Level: Main
      Bedroom 3
      • Level: Main
      Dining room
      • Level: Main
      Kitchen
      • Features: Dishwasher, Disposal, Eat Bar, Microwave, Free Standing Range, Free Standing Refrigerator, Granite
      • Level: Main
      Living room
      • Features: Fireplace, Wallto Wall Carpet
      • Level: Main
      Heating
      • Heat Pump, Fireplace(s)
      Cooling
      • Heat Pump
      Appliances
      • Included: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Microwave, Stainless Steel Appliance(s), Electric Water Heater
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s), Granite, Soaking Tub, Eat Bar, Suite
      • Flooring: Tile, Wall to Wall Carpet
      • Windows: Double Pane Windows
      • Basement: Crawl Space
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 1,500
      • Total interior livable area: 1,500 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, RV Access/Parking, RV Boat Storage, Garage Door Opener, Detached, Oversized
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Garage On Main, Main Floor Bedroom Bath, One Level, Utility Room On Main, Accessibility
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered Patio, Porch
      • Exterior features: Dog Run, Yard
      • Fencing: Fenced
      • Has view: Yes
      • View description: Mountain(s), Trees/Woods, Vineyard
      • Waterfront features: Creek
      • Body of water: Lookingglass Creek
      Lot
      • Size: 142.94 Acres
      • Features: Gated, Gentle Sloping, Level, Trees, Acres 100 to 200
      Details
      • Additional structures: Barn, Outbuilding, RVParking, RVBoatStorage
      • Additional parcels included: R44891,R35881
      • Parcel number: R44884
      • Zoning: FG

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Craftsman
      • Property subtype: Residential, Single Family Residence
      Materials
      • Board & Batten Siding
      • Foundation: Concrete Perimeter
      • Roof: Composition
      Condition
      • Resale
      • New construction: No
      • Year built: 1957

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Community

      Community & HOA

      Community
      • Security: Security Gate
      HOA
      • Has HOA: No
      Location
      • Region: Roseburg

      Financial & listing details

      • Price per square foot: $2,333/sqft
      • Annual tax amount: $3,655
      • Date on market: 11/10/2025
      • Listing terms: Cash,Conventional
      • Road surface type: Paved

        Estimated market value

        $3,187,100

        $3.03M - $3.35M

        $2,044/mo

        Price history

        DateEventPrice
        5/27/2026Price change$3,500,000-7.9%$2,333/sqft
        Source: RMLS (OR) #117186567 Report a problem
        5/23/2026Listed for sale$3,800,000$2,533/sqft
        Source: RMLS (OR) #117186567 Report a problem
        5/11/2026Listing removed$3,800,000$2,533/sqft
        Source: RMLS (OR) #117186567 Report a problem
        11/11/2025Listed for sale$3,800,000+72.7%$2,533/sqft
        Source: RMLS (OR) #117186567 Report a problem
        11/11/2023Listing removed$2,200,000$1,467/sqft
        Source: Oregon Datashare #220137383 Report a problem
        9/5/2022Pending sale$2,200,000$1,467/sqft
        Source: Oregon Datashare #220137383 Report a problem
        7/26/2022Price change$2,200,000-8.3%$1,467/sqft
        Source: Oregon Datashare #220137383 Report a problem
        1/8/2022Listed for sale$2,400,000-12.7%$1,600/sqft
        Source: Oregon Datashare #220137383 Report a problem
        9/18/2019Listing removed$2,750,000$1,833/sqft
        Source: Fay Ranches Inc #2994216 Report a problem
        10/15/2018Price change$2,750,000-29.5%$1,833/sqft
        Source: Fay Ranches Inc #2994216 Report a problem
        9/18/2018Listed for sale$3,900,000+416.6%$2,600/sqft
        Source: Fay Ranches Inc #2994216 Report a problem
        11/5/2014Sold$755,000-0.5%$503/sqft
        Source: RMLS (OR) #14642259 Report a problem
        8/14/2014Pending sale$759,000$506/sqft
        Source: RE/MAX PROFESSIONAL REALTY #14642259 Report a problem
        7/9/2014Price change$759,000-4.5%$506/sqft
        Source: RE/MAX PROFESSIONAL REALTY #14642259 Report a problem
        4/8/2014Listed for sale$795,000$530/sqft
        Source: RE/MAX PROFESSIONAL REALTY #14642259 Report a problem
        10/28/2013Listing removed$795,000$530/sqft
        Source: RE/MAX PROFESSIONAL REALTY #13012915 Report a problem
        5/3/2013Listed for sale$795,000-20.1%$530/sqft
        Source: RE/MAX PROFESSIONAL REALTY #13012915 Report a problem
        1/12/2012Listing removed$995,000$663/sqft
        Source: RE/MAX PROFESSIONAL REALTY #11622180 Report a problem
        11/3/2010Price change$995,000-33.4%$663/sqft
        Source: Cushman & Tebbs Sotheby's International Realty #201002664 Report a problem
        3/20/2010Listed for sale$1,495,000$997/sqft
        Source: Cushman & Tebbs Sotheby's International Realty #201002664 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 97471

          Getting around

          0 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          23 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Lookingglass
          • High: Douglas

          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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