About 8690 Lookingglass Rd
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...
Features of 8690 Lookingglass Rd
| MLS® # | 117186567 |
|---|---|
| Price | $3,500,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,500 |
| Acres | 142.94 |
| Year Built | 1957 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | 1 Story, Craftsman |
| Status | Active |
Community Information
| Address | 8690 Lookingglass Rd |
|---|---|
| Area | 257 - Douglas Co: Winston/southwest of Roseburg |
| City | Roseburg |
| County | Douglas |
| State | OR |
| Zip Code | 97471 |
Amenities
| Parking Spaces | 2 |
|---|---|
| Parking | Driveway, RV Access/Parking |
| # of Garages | 2 |
| Garages | Detached, Oversized |
| View | Mountain(s), Trees/Woods, Vineyard |
| Is Waterfront | No |
| Waterfront | Creek |
| Has Pool | No |
Interior
| Interior Features | Ceiling Fan(s), Garage Door Opener, Laundry, Tile Floor, Wall to Wall Carpet, Granite, Soaking Tub |
|---|---|
| Appliances | Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Stainless Steel Appliance(s), Granite, Microwave |
| Heating | Heat Pump |
| Cooling | Heat Pump |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Wood Burning |
| # of Stories | 1 |
| Basement | Crawl Space |
Exterior
| Exterior | Board & Batten Siding |
|---|---|
| Exterior Features | Fenced, Porch, Yard, Barn(s), Covered Patio, Dog Run, Outbuilding, RV/Boat Storage, RV Parking |
| Lot Description | Level, Trees, Gated, Gentle Sloping |
| Windows | Double Pane Windows |
| Roof | Composition |
| Foundation | Concrete Perimeter |
School Information
| Elementary | Lookingglass |
|---|---|
| Middle | Other |
| High | Douglas |
Additional Information
| Date Listed | November 10th, 2025 |
|---|---|
| Days on Market | 314 |
| Zoning | FG |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | RE/MAX Integrity |
|---|