8690 Lookingglass Rd

Roseburg, OR
$ 3,500,000 Beds 3 Baths 2 Sq 1,500 Virtual Tour
Monthly Estimate* How much can I afford?

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...

Active

  • Price
  • $ 3,500,000
  • City
  • Roseburg
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • DOUGLAS
  • Half Bathrooms
  • 0
  • Area
  • 257
  • Lot Size
  • 142.94 Acres
  • Zip
  • 97471
  • Sqr Footage
  • 1,500
  • Year Built
  • 1957
  • Taxes
  • $ 3655
  • Style
  • Stories1,Craftsman
  • MLS#
  • 117186567
Listed By: RE/MAX Integrity -
Data Source: Regional Multiple Listing Service (RMLSOR)

Features

General

Sewer SepticTank
Heating HeatPump
Cooling HeatPump
Roof Composition
Appliances Dishwasher,Disposal,FreeStandingRange,FreeStandingRefrigerator,Granite,Microwave,StainlessSteelAppliance
Zoning FG
Garage Spaces 2.0
Architectural Style Stories1,Craftsman
Security Features SecurityGate
Year Built 1957
Stories Count 1
Property Subtype SingleFamilyResidence
Tax Year 2024
Parcel Number R44884
Waterfront Features Creek
Accessibility GarageonMain,MainFloorBedroomBath,OneLevel,UtilityRoomOnMain
County Douglas
Property Type Residential
HOA No
Full Baths 2
Status Active
Directions W on Harvard Ave,L on Lookingglass Rd to property on L
High School Douglas
City Roseburg
Body of Water Lookingglass Creek
Disclosures Disclosure
MLS Area _257
Lot Size Square Feet 6226466.0
Listing Terms Cash,Conventional
Elementary School Lookingglass
Tax Annual Amount 3655.63
Middle/Junior High School Other
Property Condition Resale
Standard Status Active
Accessory Dwelling Unit Y/N No
ViewDescription Mountain,TreesWoods,Vineyard
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
SeniorCommunityYn False
ADU False

Interior Features

Interior Amenities CeilingFan,GarageDoorOpener,Granite,Laundry,SoakingTub,TileFloor,WalltoWallCarpet
Basement CrawlSpace
Total Fireplaces 1
Fireplace Features WoodBurning
Hot Water Electricity
Window Features DoublePaneWindows
Total Bathrooms 2.0
FuelDescription Electricity
Total Bedrooms 3
Total Baths 2

Exterior Features

Exterior Amenities Barn,CoveredPatio,DogRun,Fenced,Outbuilding,Porch,RVParking,RVBoatStorage,Yard
Parking Features Driveway,RVAccessParking
Lot Features Gated,GentleSloping,Level,Trees
Water Source Community
Total Parking 2.0
Garage Type Detached,Oversized
Exterior Description BoardBattenSiding
Foundation Details ConcretePerimeter
Building Area Total 1500.0
Lot Size Acres 142.94
Road Surface Type Paved

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Hillsboro, OR office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Lookingglass Elementary School
Middle School Unknown Middle School
High School Douglas High School

Price History

11/11/2025 Listed $3,800,000
5/27/2026 8% - $3,500,000

Property vs Zip Code Average in 97471

Price
AVG $710K
$3.5M
Taxes
AVG $3,766
$3,655
Year Built
AVG 1981
1957
Visits
AVG 77
113
Data Provided by Inside Real Estate®

Areas That We Cover

8690 Lookingglass Rd Roseburg, OR is a Single Family Home for sale at $3500000 with 1500 sqft and a lot size of 142.94 Acres Acre(s). 8690 Lookingglass Rd Roseburg has 3 bedrooms, 2 baths and was built in 1957. The property's zip code is 97471 which is in Roseburg, OR

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.