For sale

$3,500,000

Est. $20,437/mo —

•

1,500

sq ft

8690 Lookingglass Rd, Roseburg, OR 97471

About this home

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...

Single-familyProperty Type

1957Year Built

142.94 acresLot Size

$2,333Price/Sq.Ft.

2 car garageParking

Listed by Jennifer Kramer • RE/MAX Integrity

Listing updated: May 27, 2026 at 09:12am

Redfin checked: 3 minutes ago

•Source:RMLS #117186567

Payment calculator

$20,437 per month

Principal and interest$19,578

Property taxes

$305

HOA dues

Home insurance

$554

Utilities

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Affordability tools

See this home in person

This home is unavailable to tour on this day.

Next available date: Wednesday, October 14

Open houses

No upcoming open houses.

Nearby open houses (6)

OPEN THU, 12PM TO 2PM3D WALKTHROUGH
$1,275,000
3 beds4 baths3,371 sq ft
509 Jasmine Way, Roseburg, OR 97471
Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
OPEN SAT, 11AM TO 2PM
$329,500
4 beds2 baths1,620 sq ft
3801 Krohn Ln, Roseburg, OR 97471
Shae Ellison • Platinum Realty
OPEN SUN, 1PM TO 3PM
$465,000
3 beds2 baths2,072 sq ft
1480 W Tarragon Dr, Roseburg, OR 97471
Julie Bancroft • The Neil Company Real Estate
OPEN SUN, 1PM TO 3PM3D & VIDEO TOUR
$899,000
4 beds4 baths3,446 sq ft
250 Mountain Dr, Roseburg, OR 97471
Julie Bancroft • The Neil Company Real Estate
OPEN OCT 24, 12PM TO 3PM
$670,000
4 beds3 baths2,024 sq ft
21 N River Dr, Roseburg, OR 97470
Shae Ellison • Platinum Realty
OPEN NOV 7, 11AM TO 1PMVIDEO TOUR
$344,000
3 beds2 baths1,579 sq ft
3085 W Shasta Ave, Roseburg, OR 97471
Julie Bancroft • The Neil Company Real Estate

Around this home

Schools

K - 12
Preschool & daycare

Lookingglass Elementary School

Public PreK-5 • Assigned • 1.1mi

6/10

Winston Middle School

Public 6-8 • Assigned • 4.9mi

4/10

Douglas High School

Public 9-12 • Assigned • 3.8mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

8690 Lookingglass Rd · $3,500,000

Strong offer

$3.42M and above

75% chance or better to win

Why $3.42M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 55 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Ceiling fans
Garage door opener
Granite surfaces
Laundry room
Soaking tub
Tile flooring
Wall-to-wall carpet
Double-pane windows
Wood-burning fireplace
Crawl space foundation
Accessible features including garage on main, main-floor bedroom with bath, one-level living, and utility room on main

Bedrooms
Primary bedroom on main with suite and wall-to-wall carpet
Second bedroom on main
Third bedroom on main

Bathrooms
Two full bathrooms, both on the main level

Kitchen
Granite countertops
Dishwasher
Disposal
Free-standing range
Free-standing refrigerator
Microwave
Stainless steel appliances
Eat bar

Laundry & utility
Laundry area on main
Utility room on main
Electric hot water

Flooring
Tile
Wall-to-wall carpet

Heating & cooling
Heat pump for heating and cooling

Sale and tax history for 8690 Lookingglass Rd

Sale History
Tax History

Date

Event

Price

RMLS #117186567

May 27, 2026

Price Changed

$3,500,000

$2,333/sq ft

May 23, 2026

Relisted

—

Nov 10, 2025

Listed

$3,800,000

$2,533/sq ft

MLSCO #220137383

Dec 23, 2022

Listing Removed

—

Dec 23, 2022

Listed

$2,200,000

$1,467/sq ft

Jul 26, 2022

Price Changed

$2,200,000

$1,467/sq ft

Jan 7, 2022

Listed

$2,400,000

$1,600/sq ft

MLSCO #102995660

Apr 26, 2020

Listing Removed

—

Oct 29, 2018

Listed

$2,750,000

$1,833/sq ft

MLSCO #102994216

Apr 26, 2020

Listing Removed

—

Sep 17, 2018

Listed

$2,750,000

$1,833/sq ft

MLSCO #102912185

Apr 26, 2020

Listing Removed

—

Mar 16, 2010

Listed

$995,000

$663/sq ft

RMLS #14642259

Nov 5, 2014

Sold

$755,000

$503/sq ft

Aug 13, 2014

Pending

—

Jul 8, 2014

Price Changed

$759,000

$506/sq ft

Apr 7, 2014

Listed

$795,000

$530/sq ft

MLSCO #201002664

Nov 30, 2011

Listing Removed

—

Mar 18, 2010

Listed

$995,000

$663/sq ft

Public record

Public record
Zoning

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

21.8 Acres

Year renovated

1995

Finished Sq. Ft.

1,500

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,500

Year built

1957

Style

Ranch

County

Douglas County

APN

R44884

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2026.

BGH

Exclusive Farm Use-Grazing Zone

The purpose and intent of the Exclusive Farm Use-Grazing zone is to provide areas for the continued practice of agriculture and permit the establishment of only those new uses which are compatible with agricultural activities. The minimum property size established by this zone is intended to promote commercial agricultural pursuits, such as grazing, rangeland and other less intensive agricultural uses.; It is the purpose of this zone classification to provide the automatic farm use valuation for farms which automatically qualify under the provisions of ORS 308. Therefore, the Exclusive Farm Use Zone is to be applied to all lands designated Agriculture in the Comprehensive Plan in accordance with LCDC Goal No. 3 and the Douglas County Agricultural Element. ; The Exclusive Farm Use Zone is intended to guarantee the preservation and maintenance of the areas so classified for farm use free from conflicting nonfarm uses and influences

Zone overlays

Big Game Habitat Overlay
Floodplain Overlay

Permitted uses

Include but are not limited to:

Agriculture
Fire house

Climate risks

4/10 Flood Factor

Estimated 19-29% chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

8 days above 94° expected this year, 17 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

9/10 Air Factor

11 unhealthy days expected this year, 12 days in 30 years

Provided by First Street

Historical weather

Roseburg, OR • 97471

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

90/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 12% for direct sun exposure in Roseburg. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.9 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 8690 Lookingglass Rd

$2,969,921

$530K under list price of $3.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $357K to $800K.

SOLD FEB 20, 2026
$399,900 Last sold price
3 beds2 baths1,684 sq ft
364 NW Teal St, Winston, OR 97496
$2096/sq ft
smaller lot
50 years newer
SOLD SEP 18, 2026
$400,000 Last sold price
3 beds2 baths1,555 sq ft
265 SE Logan St, Winston, OR 97496
$2076/sq ft
smaller lot
69 years newer
SOLD JUL 31, 2026
$357,000 Last sold price
3 beds2 baths1,560 sq ft
176 Othello Ave, Roseburg, OR 97471
$2104/sq ft
smaller lot
50 years newer
SOLD AUG 20, 2026
$800,000 Last sold price
3 beds2 baths2,228 sq ft
8160 Lookingglass Rd, Roseburg, OR 97471
$1974/sq ft
smaller lot
16 years newer
SOLD AUG 7, 2026
$420,000 Last sold price
3 beds2 baths1,629 sq ft
260 SE Logan St, Winston, OR 97496
$2075/sq ft
smaller lot
69 years newer
SOLD NOV 19, 2025
$376,000 Last sold price
3 beds2 baths1,592 sq ft
140 Teresa Ln, Winston, OR 97496
$2097/sq ft
smaller lot
60 years newer

Rental earnings

Est. $2,201 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

Ask a question

(541) 204-3178

Early Access listings

EARLY ACCESSREDFIN OPEN SAT, 10:30AM TO 12:30PM

$825,000

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EARLY ACCESSREDFIN OPEN SAT, 11AM TO 1PM

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3 beds2 baths1,504 sq ft

2357 SE Lindenbrook Ct, Milwaukie, OR 97222

EARLY ACCESSREDFIN COMING SOON

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EARLY ACCESSREDFIN COMING SOON

$335,000

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Contact for price

4 beds3 baths2,089 sq ft

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EARLY ACCESSREDFIN COMING SOON

$765,000

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Nearby similar homes

$1,990,000

2 beds1 bath1,312 sq ft

5961 Lookingglass Rd, Roseburg, OR 97471

Brett Veatch • Berkshire Hathaway HomeServices NW Real Estate

$355,000

3 beds2 baths1,559 sq ft

411 Sunnyside Dr, Winston, OR 97496

Dannielle Glines • Neath The Wind Realty, Inc.

$349,500

3 beds2 baths1,518 sq ft

2082 Bel Air Ct, Roseburg, OR 97471

John Owen • RE/MAX Integrity

$405,000

3 beds3 baths1,778 sq ft

750 W Francis St, Roseburg, OR 97471

Shea Wheeler • RE/MAX Integrity

$430,000

3 beds2 baths1,832 sq ft

128 Watusi Ct, Winston, OR 97496

Rich Raynor • Heritage Real Estate

VIDEO TOUR

$599,000

3 beds3 baths2,074 sq ft

1049 W Copper Ct, Roseburg, OR 97471

Rachel Sturdevant • eXp Realty, LLC

New listings for sale in 97471

OPEN THU, 12PM TO 2PM3D WALKTHROUGH

$1,275,000

3 beds4 baths3,371 sq ft

509 Jasmine Way, Roseburg, OR 97471

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

3D WALKTHROUGH

$385,000

3 beds3 baths1,574 sq ft

839 W Luellen Dr, Roseburg, OR 97471

Daniel Gandee • Real Broker

$350,000

3 beds3 baths1,440 sq ft

776 W Altamont St, Roseburg, OR 97471

Aaron Bloom • Windermere RE Lane County

$445,000

3 beds2 baths1,446 sq ft

451 Woodruff Mountain Rd, Roseburg, OR 97471

Kelly Forney • Oregon Life Homes

3D & VIDEO TOUR

$749,000

3 beds2 baths2,484 sq ft

269 Bailey Dr, Roseburg, OR 97471

Mike Cook • RE/MAX Integrity

VIDEO TOUR

$639,500

3 beds3 baths2,758 sq ft

2233 Linnell Ave, Roseburg, OR 97471

Sherri Brown • The Neil Company Real Estate

$299,000

3 beds2 baths1,860 sq ft

3077 W Lorraine Ave, Roseburg, OR 97471

Tracy Grubbs • eXp Realty, LLC

$1,990,000

2 beds1 bath1,312 sq ft

5961 Lookingglass Rd, Roseburg, OR 97471

Brett Veatch • Berkshire Hathaway HomeServices NW Real Estate

VIDEO TOUR

$599,000

3 beds3 baths2,074 sq ft

1049 W Copper Ct, Roseburg, OR 97471

Rachel Sturdevant • eXp Realty, LLC

Details provided by RMLS and may not match the public record. Learn more.

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