Google satellite image for 5905 Upper Olalla Rd, Winston, OR 97496

Off Market Oct 2016 for $525K

$987,947

•

3,213

sq ft

5905 Upper Olalla Rd, Winston, OR 97496

About this home

The ultimate in privacy overlooking 11 acres of cross fenced pasture. 6 Acres irrigated plus year round pond. 60+ acres of 22 year old reprod timber. 5 bedroom home includes separated master suite guest quarters, large family room with vaulted ceiling. 40x60 Finished shop with 3 phase power & built in work benches, refrigerated meat locker room plus huge storage area above. Feeder barn for animals plus 24x48 equipment storage building

Single-familyProperty Type

1940Year Built

75.26 acresLot Size

$307Est. Price/Sq.Ft.

2 car garageParking

Listed by Denny Kruse • G. Stiles Realty

Bought with Kelly Forney • RE/MAX Professional Realty

Redfin checked: 4 minutes ago

•Source:RMLS #16235715

Redfin Estimate

$987,947

$463K since sold in October 2016$36K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 108.4% higher than the average sale price ($474K) of 6 comparable homes.

SOLD APR 17, 2026
$269,000
A
3 beds2 baths1,152 sq ft
171 2nd St, Dillard, OR 97432
SOLD AUG 20, 2026
$800,000
B
3 beds2 baths2,228 sq ft
8160 Lookingglass Rd, Roseburg, OR 97471
SOLD MAR 6, 2026
$465,000
C
4 beds2 baths2,534 sq ft
13224 SE Lookingglass Rd, Winston, OR 97496
SOLD OCT 7, 2025
$375,000
D
4 beds2 baths2,604 sq ft
123 1st St, Dillard, OR 97432
SOLD MAR 5, 2026
$645,000
E
4 beds2 baths2,225 sq ft
982 Reston Rd, Roseburg, OR 97471
SOLD JUL 17, 2026
$290,000
F
4 beds2 baths1,782 sq ft
70 SE Darrell Ave, Winston, OR 97496

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Earn from this home

Sell

$599,154

Est. take-home

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Rent

$2,697/mo

Redfin rental estimate

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Market trends in 97496, OR

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.5%

+1.0% MoM

Median sale price

$353K

$2K MoM

Avg. days on market

59d

3 days MoM

Recently sold homes

0 MoM

New listings for sale

NEW 3 HRS AGO
$364,000
3 beds2 baths1,559 sq ft
411 Sunnyside Dr, Winston, OR 97496
Dannielle Glines • Neath The Wind Realty, Inc.
$420,000
2 beds2 baths1,294 sq ft
61 SW Oak St, Winston, OR 97496
Nathan Johnson • The Neil Company Real Estate
See all

Provided by Redfin

Sale history for 5905 Upper Olalla Rd

Tax history for 5905 Upper Olalla Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

5 Acres

Year renovated

1979

Sq. Ft.

2,403

Year built

1940

Style

Ranch

County

Douglas County

APN

R70707

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2026.

BGH

Farm Forest Zone

The Farm Forest Classification is intended to promote management, utilization, and conservation of forested grazing lands, lands which might not be forested but have such potential, and non-tillable grazing lands adjacent to forested lands. The purpose of this classification is to encourage sound management practices on such lands for agricultural or forest resource uses, including but not limited to: watershed management; recreation; fish and wildlife management; and agricultural activities consistent with sound forest and agricultural management practices, to retain lands within this district for farm and forest use, protecting such land from nonresource use and conflicts.

Zone overlays

Floodplain Overlay
Big Game Habitat Overlay

Permitted uses

Include but are not limited to:

Agriculture

Property details

Parking

Parking Information
Parking Features: Driveway, RV Access/Parking
Parking Total: 2

Garage Information
Garage Type: Carport
Garage Spaces: 2

Interior

Virtual Tour Information
Has Virtual Tour Unbranded: Yes
Has Virtual Tour Unbranded 2: Yes

Appliances
Appliances: Dishwasher, Pantry
Hot Water Description: Electricity

Interior Features
Interior Features: Ceiling Fan(s), Jetted Tub, Laundry, Vaulted Ceiling(s)
Fireplace YN: Yes
Fireplaces Total: 2
Fireplace Features: Pellet Stove, Wood Burning
Basement: Crawl Space, Daylight, Finished

Bathroom Information
Bathrooms Full: 2
Bathrooms Full Main Level: 2
Bathrooms Total Integer: 2
Bathrooms Total Main Level: 2
Baths Total: 2

Room 4 Information
Area: 154
Description: 4th Bedroom
Length: 11
Width: 14
Level: Main

Room 5 Information
Area: 104
Description: 5th Bedroom
Length: 8
Width: 13
Level: Main

Room 6 Information
Area: 90
Description: Utility Room
Length: 9
Width: 10
Level: Main

Room 7 Information
Area: 209
Description: 2nd Bedroom
Features: Patio
Features Cont: Closet
Length: 11
Width: 19
Level: Lower

Room 8 Information
Area: 143
Description: 3rd Bedroom
Features Cont: Closet
Length: 11
Width: 13
Level: Lower

Room 9 Information
Description: Dining Room

Room 10 Information
Area: 437
Description: Family Room
Features: Beamed Ceilings, Fireplace
Features Cont: Vaulted Ceiling(s)
Length: 19
Width: 23
Level: Main

Room 11 Information
Area: 143
Description: Kitchen
Features: Dishwasher
Length: 11
Width: 13
Level: Main

Room 12 Information
Area: 368
Description: Living Room
Features: Fireplace
Length: 16
Width: 23
Level: Main

Room 13 Information
Area: 209
Description: Primary Bedroom
Features: Bathroom
Features Cont: Walk in Closet
Length: 11
Width: 19
Level: Main

Room 14 Information
Description: Great Room

Exterior

Exterior Features
Roof: Composition
Fencing: Cross Fenced
Exterior Features: Barn(s), Covered Deck, Covered Patio, Fenced, Guest Quarters, Outbuilding, RV Hookup, RV Parking, Workshop
Exterior Description: Lap Siding, T-111 Siding, Wood Composite

Waterfront Information
Waterfront YN: Yes
Waterfront Features: Creek

Farm Information
Pasture Area: 11
Irrigation Water Rights YN: Yes
Irrigation Water Rights Acres: 6
Irrigation Source: Creek
Farm YN: Yes
Farm Type: Ranch
Farm Addl Dwelling Desc: For Shop
Farm Addl Dwelling YN: Yes

Lot Information
Lot Size Square Feet: 3,278,325
Lot Size Range: 50 to 99.99 Acres
Lot Size Acres: 75.26
Lot Size: 50 to 99.99 Acres
Lot Features: Pond, Private, Reproduced Timber, Trees
Parcel Number: R70707
Water Body Name: Olalla

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Property Attached YN: No
Property Condition: Resale
Possible Use: Cattle, Growing Hay, Pasture, Tree Farm
Main Level Area Total: 2,653
Lower Level Area Total: 560
View YN: Yes
View Description: Creek/Stream, Mountain(s)

Building Information
Year Built: 1940
Building Area Total: 3,213
Building Area Description: County
Building Area Calculated: 2,653

Financial

Tax Information
Tax Legal Description: T29 R07W S17 TL00800 & TL01000
Tax Annual Amount: $1,949

Rent Information
Rent Amount: $1,500

Utilities

Utility Information
Electric On Property YN: Yes
Electric On Property Desc: 3-Phase
Green Certification YN: No
Fuel Description: Electricity
Water Source: Spring, Well
Sewer: Septic Tank

Heating & Cooling
Heating YN: Yes
Heating: Baseboard, Wood Stove
Cooling YN: Yes
Cooling: Wall Unit(s)

Location

School Information
Elementary School: Brockway
Middle Or Junior School: Winston
High School: Douglas

Location Information
Directions: Exit 119, Hwy 42 West, L on Hoover Hill, L on Olalla, L on Upper Olalla
Unparsed Address: 5905 UPPER OLALLA RD, Winston, OR 97496

Community Information
Senior Community YN: No
Zoning: FF

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,403
Stories: —
Lot Size: 5 acres
Style: Ranch
Year Built: 1940
Year Renovated: 1979
County: Douglas County
APN: R70707

Home facts updated by county records on Jul 20, 2026

Other

Listing Information
MlsStatus: Sold

Listing Price Information
Price Type: List Price

Remarks
Public Remarks Farm: 11 Acres fenced pasture with 6 acres irrigated with water rights from the creek. Year-round pond. Over 60 acres of 22 year old reprod timber.

New Construction Information
New Construction YN: No

Around this home

Schools

Mcgovern Elementary School

Public 3-5 • Assigned • 8.0mi

7/10

Winston Middle School

Public 6-8 • Assigned • 8.3mi

4/10

Douglas High School

Public 9-12 • Assigned • 7.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 91° expected this year, 14 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

8/10 Air Factor

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

Provided by First Street

Historical weather

Winston, OR • 97496

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.7 hours in June and 2.4 hours in December, placing it below the U.S. average for solar exposure.

10.7 hrs

2.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$939,000 – $1.14M

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New listings for sale in 97496

NEW 3 HRS AGO

$364,000

3 beds2 baths1,559 sq ft

411 Sunnyside Dr, Winston, OR 97496

Dannielle Glines • Neath The Wind Realty, Inc.

$420,000

2 beds2 baths1,294 sq ft

61 SW Oak St, Winston, OR 97496

Nathan Johnson • The Neil Company Real Estate

Home values near 5905 Upper Olalla Rd

Data from public records.

Address	Redfin Estimate
5489 Upper Olalla Road, Winston, OR 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$185,103
6200 Upper Olalla Road, Winston, OR 4 Beds \| 3 Baths \| 3050 Sq. Ft.	—

Address	Redfin Estimate
5490 Upper Olalla Road, Winston, OR 1 Beds \| 1 Baths \| 588 Sq. Ft.	$154,889
6200 Upper Olalla Road, Winston, OR 1 Beds \| 1 Baths \| 656 Sq. Ft.	—

Address	Redfin Estimate
5897 Upper Olalla Road, Winston, OR 3 Beds \| 2 Baths \| 1922 Sq. Ft.	$503,461
6211 Upper Olalla Road, Winston, OR 3 Beds \| 2 Baths \| 2230 Sq. Ft.	—

Property information provided by RMLS when last listed in 2016. This data may not match . Learn more.

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