Date
Details
Price
Change
Source
11/10/2025
Listed
$3,800,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,800,000
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Property Description
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...
Full Property Details
Full Property Details for 8690 Lookingglass Rd
General
- Price: $3,800,000
- Taxes: $3,655 (2024)
- Status: Active
- Type: Single Family
- Source: RWMLS
- MLS ID: 117186567
- Updated: 11/10/2025
- Added to Site: 68 day(s) ago
Interior
- Interior Features: Ceiling Fan(s), Garage Door Opener, Granite, Laundry, Soaking Tub, Tile Floor, Wall to Wall Carpet
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood Burning
- Appliances: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Granite, Microwave, Stainless Steel Appliance(s)
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Main
- Bedroom 2: Main
- Bedroom 3: Main
Other Rooms
- Living Room: Main
- Kitchen: Main
- Dining Room: Main
Additional Information
- Security/Safety: Security Gate
Exterior
- Exterior Features: Barn(s), Covered Patio, Dog Run, Fenced, Outbuilding, Porch, RV Parking, RV/Boat Storage, Yard
Parking
- Garage: Yes
- Total Spaces: 2
- Parking Features: Driveway, RV Access/Parking
Location
- County: Douglas
- Driving Directions: W on Harvard Ave, L on Lookingglass Rd to property on L
School Information
- Elementary School: Lookingglass
- Middle School: Other
- High School: Douglas
Community
- Community Name: 257 - Douglas Co: Winston/southwest of Roseburg
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump
- Heating Type: Heat Pump
- Heating Fuel: Electricity
Utilities
- Sewer: Septic Tank
- Water: Community
Structural Information
- Property Detached: Yes
- Architectural Style: 1 Story, Craftsman
- Basement Desc.: Crawl Space
- Roof: Composition
- Windows: Double Pane Windows
- Stories/Levels: 1
- Square Feet: 1,500
- Year Built: 1957
- Property Condition: Resale
Lot Features
- Lot Size (Acres): 142.94
- Lot Size (Sq. Ft.): 6,226,466
- Lot Size: 100 to 199.99 Acres
- Frontage: Paved
- Lot Features: Gated, Gentle Sloping, Level, Trees
Water Features
- Water Front: Yes
- Water Front Name: Lookingglass Creek
- Water Front Desc.: Creek
Financial Considerations
- Tax Amount: $3,655.63
- Tax Year: 2024
- Terms: Cash, Conventional
Disclosures and Reports
- 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
- Disclosures/Reports: Disclosure
- Property ID: R44884
Listed by RE/MAX Integrity (541) 673-3272, Jennifer Kramer (541) 580-6767
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Listing agent
— 8690 Lookingglass Rd —
Jennifer Kramer
RE/MAX Integrity
541-673-3272
NMLS#: 1598647
Get Pre-Approved Today
Get a Great Insurance Rate
Schools
Schools serving 8690 Lookingglass Rd
School District:Winston-Dillard School District 116
| Name | Grades | Distance |
|---|---|---|
Douglas High School 1381 Northwest Douglas Boulevard, Winston, OR 97496 | 9-12 | 3.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 8690 Lookingglass Rd
Estimate the Cost
Estimate the Cost for 8690 Lookingglass Rd
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,565Sq. Ft.
Listed by Keller Williams Southern Oregon-Umpqua Valley, Mary Gilbert and Keller Williams Southern Oregon-Umpqua Valley, Jill DeLoach
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 1,909Sq. Ft.
Listed by Oregon Life Homes, Craig Avery
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 1Total Bath
- 1,196Sq. Ft.
Listed by RE/MAX Integrity, Cindy Mahaffy
- Manufactured Home
- Active
- Updated 21 hours ago
- 3Beds
- 2Total Baths
- 1,620Sq. Ft.
Listed by North County Realty, Brett Findlay and North County Realty, Adrienne Fotopoulos
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- Manufactured Home
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,848Sq. Ft.
Listed by The Neil Company Real Estate, John McVeigh
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 2,067Sq. Ft.
Listed by Winston Realty & Insurance, Brent Yop
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,684Sq. Ft.
Listed by Berkshire Hathaway HomeServices Real Estate Professionals, Joseph Hajos
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 1Total Bath
- 550Sq. Ft.
Listed by Gold Standard Realty, Beverly Walters
8690 Lookingglass Rd, Roseburg, OR 97471 (MLS# 117186567) is a Single Family property with 3 bedrooms and 2 full bathrooms. 8690 Lookingglass Rd is currently listed for $3,800,000 and was received on November 10, 2025. Want to learn more about 8690 Lookingglass Rd? Do you have questions about finding other Single Family real estate for sale in Roseburg? You can browse all Roseburg real estate or contact a Coldwell Banker agent to request more information.