OFF MARKET
Google street view image for 8256 Upper Olalla Rd, Winston, OR 97496
OFF MARKET
$372,236
3
bd
•
2 ba
•
1,752
sq ft

8256 Upper Olalla Rd, Winston, OR 97496

map-entry

About this home

8256 Upper Olalla Rd is a 1,752 square foot property on a 5 acre lot with 3 bedrooms and 2 bathrooms. Based on Redfin's Winston data, we estimate the home's value is $372,236.
1980Year Built
5 acresLot Size
$212Est. Price/Sq.Ft.
2 car garageParking
Source:Public Records

Redfin Estimate

$372,236

This home's estimate is 1.8% higher than the average sale price ($366K) of 6 comparable homes.

Claim this home to receive a free report every month with insights on the changing estimate.

Market trends in 97496, OR

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price
97.5%

0.7% MoM

Median sale price
$355K

$32K MoM

Avg. days on market
57d

0 days MoM

Recently sold homes
21

3 MoM

New listings for sale

Provided by Redfin

Sale history for 8256 Upper Olalla Rd

Tax history for 8256 Upper Olalla Rd

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

Zoning

5R

BGH

Rural Residential-5 Zone

The Rural Residential-5 classification is intended to provide for low density rural home sites in an open space environment in order to encourage the continued existence of rural family life. The 5R zone is also intended to provide a transition from more intense residential development to the agriculture, timber and open space areas of the County. The zone may be applied to areas committed to nonresource use or reserved for rural residential expansion at this density, as specifically provided in the Douglas County Comprehensive Plan.
Zone overlays
  • Big Game Habitat Overlay
Permitted uses

Include but are not limited to:

  • Religious facility
  • Housing-Single unit
  • Infrastructure
  • Golf related
  • Communications tower
  • Park & open space

Property details

Around this home

Schools

Mcgovern Elementary School

Public 3-5 • Assigned • 8.9mi

7/10
Winston Middle School

Public 6-8 • Assigned • 9.1mi

4/10
Douglas High School

Public 9-12 • Assigned • 8.1mi

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

4/10 Heat Factor

8 days above 91° expected this year, 16 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

9/10 Air Factor

14 unhealthy days expected this year, 14 days in 30 years

Provided by First Street

Historical weather

Winston, OR • 97496
Average low and high temperatures (°F)
48
35
53
38
60
42
65
44
72
48
79
53
87
59
86
58
80
55
67
46
55
43
51
40
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap
Estimated sale price
$354,000 – $429,000

Sell confidently with a local market expert in Winston. 3 minutes to get started.

Nearby similar homes

3D WALKTHROUGH
$619,900
4 beds4 baths3,072 sq ft
635 Wil Way, Winston, OR 97496
Anthony Beckham • Different Better Real Estate
$499,900
3 beds2 baths4,024 sq ft
2620 NW Brockway Rd, Winston, OR 97496
Tyler Head • Turning Point Realty Group
OPEN SAT, 12PM TO 2PM
$345,000
3 beds2 baths1,320 sq ft
108 Jensen Ct, Roseburg, OR 97471
Thomas Gulan • RE/MAX Integrity
$375,000
3 beds2 baths1,508 sq ft
223 W Hazel St, Roseburg, OR 97471
Karissa Pangelina • Keller Williams Southern Oregon-Umpqua Valley
$309,900
3 beds1 bath960 sq ft
351 SE Darrell Ave, Winston, OR 97496
Debra Moore • Currieco Real Estate
VIDEO TOUR
$795,000
3 beds3 baths3,168 sq ft
466 Laurel Dr, Roseburg, OR 97471
Lorrie Normann • Triple Oaks Realty LLC

New listings for sale in 97496

OPEN SAT, 12PM TO 2PM
$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 8256 Upper Olalla Rd

Data from public records.
AddressRedfin Estimate
- Beds | - Baths | - Sq. Ft.
$344,417
2 Beds | 1 Baths | 672 Sq. Ft.
$189,821
AddressRedfin Estimate
3 Beds | 2 Baths | 1740 Sq. Ft.
$491,215
3 Beds | 2 Baths | 1393 Sq. Ft.
$476,567
AddressRedfin Estimate
2 Beds | 2 Baths | 1188 Sq. Ft.
—
- Beds | - Baths | - Sq. Ft.
$401,265

More real estate resources

Myrtle Creek homes for sale
Roseburg homes for sale
Sutherlin homes for sale
Download the Redfin App on the Apple App Store
Download the Redfin App from the Google Play Store

Join us

Become an Agent
Get referrals
Careers

Find homes faster

Download the Redfin App on the Apple App Store
Download the Redfin App from the Google Play Store

About us

Why Redfin?
Community Impact
Inclusion
Culture
Press
Investors
Blog
Real Estate News

Find us

Contact Us
Help Center
Advertise

Subsidiaries

Rent.
ApartmentGuide

Affiliated Business

Rocket Close
Rocket Mortgage

Countries

US flagUnited States

Canadian flagCanada

Copyright: © 2026 Redfin. All rights reserved.

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.