8690 LOOKINGGLASS RD
Roseburg, OR 97471
$3,500,000
Listing Courtesy of: RE/MAX Integrity
Listing Agent: Jennifer Kramer
541-580-6767
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...
| Listing Id: | 117186567 |
|---|---|
| List Price: | $3,500,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bank Owned Yn: | No |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Building Area Total: | 1,500 |
| Tax Annual Amount: | $3,656 |
| Lot Size Square Feet: | 6,226,466.0 |
| Lot Size Acres: | 142.94 |
| Architectural Style: | Stories1 and Craftsman |
| Waterfront?: | Yes |
| City: | Roseburg |
| County Or Parish: | Douglas |
| Postal Code: | 97471 |
| Year Built: | 1957 |
| Accessibility Features: | Garageon Main, Main Floor Bedroom Bath, One Level, and Utility Room On Main |
| Accessibility Yn: | Yes |
| Appliances: | Dishwasher, Disposal, Free Standing Range, Free Standing Refrigerator, Granite, Microwave, and Stainless Steel Appliance |
| Basement: | False |
| Basement: | Crawl Space |
| Bathrooms Full Main Level: | 2 |
| Bathrooms Total Integer: | 2 |
| Bathrooms Total Main Level: | 2.0 |
| Baths Total: | 2.0 |
| Building Area Calculated: | 1,500 |
| Building Area Description: | Cust Serv |
| Cooling: | Heat Pump |
| Cooling?: | Yes |
| Country: | US |
| Directions: | W on Harvard Ave, L on Lookingglass Rd to property on L |
| Disclosures: | Disclosure |
| Elementary School: | Lookingglass |
| Exterior Description: | Board Batten Siding |
| Exterior Features: | Barn, Covered Patio, Dog Run, Fenced, Outbuilding, Porch, Rv Parking, Rv Boat Storage, and Yard |
| Fireplace Features: | Wood Burning |
| Fireplace?: | Yes |
| Fireplaces Total: | 1 |
| Foundation Details: | Concrete Perimeter |
| Fuel Description: | Electricity |
| Garage Spaces: | 2.0 |
| Garage Type: | Detached and Oversized |
| Heating: | Heat Pump |
| Heating?: | Yes |
| High School: | Douglas |
| Hot Sheet Date: | 2026-05-27 |
| Hot Water Description: | Electricity |
| Interior Features: | Ceiling Fan, Garage Door Opener, Granite, Laundry, Soaking Tub, Tile Floor, and Wallto Wall Carpet |
| Listing Contract Date: | 2025-11-10 |
| Listing Service: | Full Service |
| Listing Terms: | Cash and Conventional |
| Lot Features: | Gated, Gentle Sloping, Level, and Trees |
| Lot Size Range: | Acres100to200 |
| MLS Area Major: | _257 |
| Main Level Area Total: | 1,500 |
| Middle Or Junior School: | Other |
| Offer Instructions: | Sellers Agent Only |
| Original List Price: | $3,800,000 |
| Parcel Number: | R44884 |
| Parcel Number2: | R44891 |
| Parcel Number3: | R35881 |
| Parking Features: | Driveway and Rv Access Parking |
| Parking Total: | 2 |
| Price Type: | List Price |
| Property Condition: | Resale |
| Rv Description: | RVParking, RVBoatStorage |
| Road Surface Type: | Paved |
| Roof: | Composition |
| Room10 Description: | FamilyRoom |
| Room11 Description: | Kitchen |
| Room11 Features: | Dishwasher, Disposal, Eat Bar, and Microwave |
| Room11 Features Cont: | Free Standing Range, Free Standing Refrigerator, and Granite |
| Room11 Level: | Main |
| Room12 Description: | LivingRoom |
| Room12 Features: | Fireplace |
| Room12 Features Cont: | Wallto Wall Carpet |
| Room12 Level: | Main |
| Room13 Description: | PrimaryBedroom |
| Room13 Features Cont: | Suite and Wallto Wall Carpet |
| Room13 Level: | Main |
| Room7 Description: | _2ndBedroom |
| Room7 Level: | Main |
| Room8 Description: | _3rdBedroom |
| Room8 Level: | Main |
| Room9 Description: | DiningRoom |
| Room9 Level: | Main |
| Security Features: | Security Gate |
| Sewer: | Septic Tank |
| Status: | Active |
| State Or Province: | OR |
| Stories: | 1 |
| Tax Legal Description: | TRACT M&B V99 P227 V104 P414 LESS RD & PT INST 77-9132 (IN FIRE)SEE R44891 FOR BAL TL, ACRES 21.80 |
| Tax Year: | 2024 |
| View Description: | Mountain, Trees Woods, and Vineyard |
| View?: | Yes |
| Water Body Name: | Lookingglass Creek |
| Water Source: | Community |
| Waterfront Features: | Creek |
| Window Features: | Double Pane Windows |
| Zoning: | FG |
| Room14 Description: | GreatRoom |
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This content last updated on October 11, 2026 11:26 PM - PT. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
All information is believed accurate but not guaranteed.
Property Last Updated: October 11, 2026 11:26 PM - PT















































