8690 Lookingglass Rd

Roseburg, OR 97471

$3,800,000
Price
3
Beds
1,500 Sq. Ft.
$2,533 / Sq. Ft.
1,500
Sq. Ft.
$2,533
per Sq. Ft.
Virtual Tour
Virtual Tour
a view of a house with backyard and sitting area
a view of a swimming pool with an outdoor space
a view of a patio with swimming pool and table and chairs
a view of swimming pool from a lake view
a house view with a garden space
a front view of a house with a ocean view
a house view with a outdoor space
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a workspace with furniture window and wooden floor
a view of a dining room with furniture
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and cabinets
a kitchen with stainless steel appliances kitchen island granite countertop a sink and cabinets
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with lots of counter top space
a bedroom with a bed and a night stand
a bathroom with a granite countertop toilet a sink and mirror
a bathroom with a granite countertop sink and a mirror
a bedroom with a bed and a desk
a bedroom with a bed and a window
a living room with furniture and a window
a living room with furniture a flat screen tv and a floor to ceiling window
a living room with furniture and a window
a living room with furniture and a flat screen tv
a bathroom with a granite countertop sink toilet a mirror and shower
a room with furniture and window
a view of a house with patio
a view of a house with backyard
a backyard of a house
a view of a house with a wooden fence
a view of a house with a yard
a view of outdoor space with garden
a view of a chairs and table in the patio
a view of a bunch of flowers
a sign broad on the wall
a house view with a outdoor space
a backyard of a house with yard and outdoor seating
a view of outdoor space with seating area
a view of an ocean and a mountain
a view of an ocean and beach
a view of an outdoor space and a yard
a view of an ocean and a mountain
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a view of an ocean and beach
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a view of swimming pool

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...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...
  1. Listed by Jennifer Kramer • RE/MAX Integrity

Property Details for 8690 Lookingglass Road

Style
Stories1, Craftsman
Parking Features
Driveway, RVAccess Parking
Zoning
FG
View
Mountain, Trees Woods, Vineyard
Garage Spaces
2.00
Parking Total
2.00
LISTING UPDATED: 11/10/2025 04:14 PM

Property Details for 8690 Lookingglass Road

StatusActive
MLS #117186567
Days on Market44
Taxes$3,656 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1957
Lot Size142.94 AC / 6,226,466 SF
CountyDouglas County

Location

Listing Courtesy of RE/MAX Integrity
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Building Information for 8690 Lookingglass Road

Stories1Year Built1957Building Size-Lot Size142.94 AC / 6,226,466 SF

Payment Calculator

$19,082 per month

30 year fixed, 6.28% Interest

Principal and Interest

$18,777

Property Taxes

$305

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 8690 Lookingglass Road

Summary
Location and General Information
  • Accessibility Features: Garageon Main, Main Floor Bedroom Bath, One Level, Utility Room On Main
  • Country: US
  • Directions: W on Harvard Ave, L on Lookingglass Rd to property on L
  • Road Surface: Paved
School Information
  • Elementary School: Lookingglass
  • High School: Douglas
  • Middle Or Junior School: Other
Parking
  • Garage Type: Detached, Oversized
Taxes and HOA
  • Tax Year: 2024
  • Tax Annual Amount: $3,655.63
  • Parcel Number: R44884
  • Parcel Number 2: R44891
  • Parcel Number 3: R35881
  • 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
Virtual Tour
Property
Lot Information
  • Acres: 142.94
  • Lot Description: Gated, Gentle Sloping, Level, Trees
  • Lot Size Square Feet: 6226466.0
  • Lot Size Range: Acres100to200
  • Lot Size: 100 to 199.99 Acres
  • SqFt Source: Cust Serv
Property and Assessments
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Water Description: Community
  • Property Condition: Resale
  • Year Built: 1957
Utilities
  • Cooling Description: Heat Pump
  • Fuel Description: Electricity
  • Heating Description: Heat Pump
  • Hot Water Description: Electricity
  • Sewer Description: Septic Tank
Interior and Exterior Features
Exterior Features
  • Exterior Description: Board Batten Siding
  • Exterior Features: Barn, Covered Patio, Dog Run, Fenced, Outbuilding, Porch, RVParking, RVBoat Storage, Yard
  • Roof Type: Composition
  • Waterfront Description: Creek
  • Water Name: Lookingglass Creek
  • RV Description: RVParking, RVBoat Storage
Interior Features
  • Basement: Crawl Space
  • Foundation Details: Concrete Perimeter
  • Window Features: Double Pane Windows
  • Fireplace Description: Wood Burning
  • Fireplaces Total: 1
  • Interior Features: Ceiling Fan, Garage Door Opener, Granite, Laundry, Soaking Tub, Tile Floor, Wallto Wall Carpet
  • SqFt Calculated: 1500
  • SqFt Lower Level Total: 0
  • SqFt Main Level Total: 1500
  • SqFt Upper Level Total: 0
  • Bedrooms Total: 3
  • Stories: 1
  • Baths Total: 2.0
Master Bedroom
  • Room Description: Primary Bedroom
  • Primary Bedroom Additional Features: Suite, Wallto Wall Carpet
  • Primary Bedroom Level: Main
Bedroom 2
  • Room Description: _2nd Bedroom
  • Bedroom 2 Level: Main
Bedroom 3
  • Room Description: _3rd Bedroom
  • Bedroom 3 Level: Main
Dining Room
  • Room Description: Dining Room
  • Dining Room Level: Main
Family Room
  • Room Description: Family Room
Kitchen
  • Room Description: Kitchen
  • Kitchen Appliances: Dishwasher, Disposal, Free Standing Range, Free Standing Refrigerator, Granite, Microwave, Stainless Steel Appliance
  • Kitchen Room Features: Dishwasher, Disposal, Eat Bar, Microwave
  • Kitchen Room Additional Features: Free Standing Range, Free Standing Refrigerator, Granite
  • Kitchen Room Level: Main
Living Room
  • Room Description: Living Room
  • Living Room Features: Fireplace
  • Living Room additional Features: Wallto Wall Carpet
  • Living Room Level: Main
Baths
  • Baths Lower Level Full: 0
  • Baths Lower Level Partial: 0
  • Baths Lower Level Total: 0.0
  • Baths Main Level Full: 2
  • BathsMainLevelPartial: 0
  • Baths Main Level Total: 2.0
  • Bathrooms Full: 2
  • Baths Partial: 0
  • Total Bathrooms: 2
  • Baths Upper Leve lFull: 0
  • Baths Upper Level Partial: 0
  • Baths Upper Level Total: 0.0
Multi Family
Multi-Family Information
  • Security Features: Security Gate
  • SqFt Approximate Building Total: 1500

Property History for 8690 Lookingglass Road

DateEvent & SourcePriceAppreciation
Oct 17, 2014

Sold (Public Record)

Public Record #474292817

$755,000—
DateEvent & SourcePrice
10/17/2014

Sold (Public Record)

Public Record #474292817

$755,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 8690 Lookingglass Road

Taxable ValueLand-Additions-Total-
Tax Record2022$437 ($36 / month)
Home Facts
Total Finished SqFt1,500 SqFtAbove Grade Finished SqFt1,500 SqFtLot Size4,582,512 SqFtStyleFarmsYear Built1957ZoningFGCountyDOUGLASAPN28-07W-01-00800Fireplace TypeHas Fireplace

Schools near 8690 Lookingglass Road

This home is within Winston-Dillard School District 116.
Rating
School
Type
Grades
Distance
Lookingglass Elementary School
Public - K to 5
Winston Middle School
Public - 6 to 8
Douglas High School
Public - 9 to 12
Brockway Elementary School
Public - PK to 2
Rating
School
Distance
Lookingglass Elementary School
PublicK to 5

Winston Middle School
Public6 to 8

Douglas High School
Public9 to 12

Brockway Elementary School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 8690 Lookingglass Road, Roseburg, OR 97471

8690 Lookingglass Road is a single family home for sale in Roseburg, OR 97471. This property was listed for sale on November 10, 2025 by RE/MAX Integrity, it's currently listed at $3,800,000. It has been on the market for a total of 44 days and was last sold on October 17, 2014. This listing's school district is Winston-Dillard School District 116. Nearby schools include Lookingglass Elementary School, Winston Middle School and Douglas High School. 8690 Lookingglass Road is a 3-bed, 2-bath, 1,500 sqft single family home built in 1957.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX Integrity

All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Compass are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2025 RMLS, Portland, Oregon. Last updated: 11/10/2025 04:14 PM