Google street view image for 5265 Upper Olalla Rd, Winston, OR 97496

Off Market Mar 2019 for $300K

$472,811

Est. refi paymentEst. refi $379/mo

•

1,520

sq ft

5265 Upper Olalla Rd, Winston, OR 97496

About this home

Single-familyProperty Type

1976Year Built

2.52 acresLot Size

$311Est. Price/Sq.Ft.

4 car garageParking

Listed by Nancy Wood • RE/MAX Professional Realty

Bought with Alice Stanfill • Blue Wave Real Estate

Redfin checked: a minute ago

•Source:RMLS #18297900

Redfin Estimate

$472,811

$173K since sold in March 2019$0 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.6% higher than the average sale price ($349K) of 6 comparable homes.

SOLD JUN 11, 2026
$249,900
A
3 beds2 baths1,440 sq ft
2409 Ireland Rd, Winston, OR 97496
SOLD MAY 27, 2026
$265,000
B
3 beds2 baths1,512 sq ft
212 Dyke Rd, Dillard, OR 97432
SOLD BY REDFIN MAY 1, 2026
$317,000
C
3 beds2 baths1,538 sq ft
253 NW Glenhart Ave, Winston, OR 97496
SOLD FEB 25, 2026
$400,000
D
3 beds2 baths1,848 sq ft
164 Moon Hill Rd, Tenmile, OR 97481
SOLD JUL 6, 2026
$325,000
E
3 beds2 baths1,156 sq ft
301 NW Midway St, Winston, OR 97496
SOLD JUL 7, 2026
$535,000
F
3 beds2 baths1,794 sq ft
320 Rays Ln, Tenmile, OR 97481

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Earn from this home

Refinance

Est. cash available

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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

3 MoM

New listings for sale

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
See all

Provided by Redfin

Sale history for 5265 Upper Olalla Rd

Date

Event

Price

RMLS #18297900

Mar 28, 2019

Sold

$300,000

$197/sq ft

Mar 20, 2019

Pending

—

Mar 4, 2019

Price Changed

$310,000

$204/sq ft

Feb 7, 2019

Price Changed

$320,000

$211/sq ft

Jan 8, 2019

Price Changed

$330,000

$217/sq ft

Dec 11, 2018

Price Changed

$340,000

$224/sq ft

Nov 5, 2018

Price Changed

$350,000

$230/sq ft

Oct 5, 2018

Listed

$360,000

$237/sq ft

Public Records

Oct 5, 2018

Sold

$360,000

$237/sq ft

RMLS #18503016

Oct 8, 2018

Pending

—

Oct 5, 2018

Sold

$360,000

$237/sq ft

Aug 20, 2018

Price Changed

$369,900

$243/sq ft

Jul 12, 2018

Listed

$375,000

$247/sq ft

Public Records

Jul 1, 1990

Sold

$60,000

$39/sq ft

Tax history for 5265 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

2.44 Acres

Year renovated

2000

Sq. Ft.

1,520

Year built

1976

Style

Other

County

Douglas County

APN

R70161

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2026.

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

Floodplain Overlay
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

Parking

Parking Information
Parking Features: Driveway
RV Description: RV Parking, RV/Boat Storage
Parking Total: 4

Garage Information
Garage Type: Extra Deep, Tandem
Garage Spaces: 4

Interior

Appliances
Appliances: Dishwasher, Free-Standing Range, Free-Standing Refrigerator, Granite, Tile
Hot Water Description: Electricity

Interior Features
Has Accessibility: Yes
Accessibility Features: Minimal Steps, One Level
Interior Features: Ceiling Fan(s), Laminate Flooring, Wall to Wall Carpet
Fireplace YN: Yes
Fireplaces Total: 1
Basement: Crawl Space

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

Room 7 Information
Description: 2nd Bedroom
Level: Main

Room 8 Information
Description: 3rd Bedroom
Level: Main

Room 9 Information
Description: Dining Room
Level: Main

Room 10 Information
Description: Family Room
Level: Main

Room 11 Information
Description: Kitchen
Level: Main

Room 12 Information
Description: Living Room
Level: Main

Room 13 Information
Description: Primary Bedroom
Level: Main

Room 14 Information
Description: Great Room

Exterior

Exterior Features
Roof: Composition
Exterior Features: Covered Patio, RV Parking, RV/Boat Storage, Workshop, Yard
Exterior Description: Lap Siding

Waterfront Information
Waterfront YN: Yes
Waterfront Features: Creek

Lot Information
Lot Size Square Feet: 109,771
Lot Size Range: 1 to 2.99 Acres
Lot Size Acres: 2.52
Lot Size: 1 to 2.99 Acres
Lot Features: Level, Sloped
Parcel Number: R70161

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Property Attached YN: No
Property Condition: Approximately
Main Level Area Total: 1,520
View YN: Yes
View Description: Valley

Building Information
Year Built: 1976
Building Area Total: 1,520
Building Area Description: Western Ti
Building Area Calculated: 1,520
Foundation Details: Concrete Perimeter

Financial

Tax Information
Tax Year: 2017
Tax Legal Description: ACRES 2.44, (1) M&B INST 263484 (2) CCJ V21 P765 (PT VAC RD)& (3) 76-21414 Less PT SD (5) cc-71217 REF
Tax Annual Amount: $1,765.62

Utilities

Utility Information
Green Certification YN: No
Fuel Description: Electricity
Water Source: Other, Well
Sewer: Septic Tank

Heating & Cooling
Heating YN: Yes
Heating: Forced Air
Cooling YN: Yes
Cooling: Heat Pump

Location

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

Location Information
Directions: Hwy 42, Left on Upper Olalla to address on the Right.
Unparsed Address: 5265 UPPER OLALLA RD, Winston, OR 97496

Community Information
Senior Community YN: No
Zoning: R5

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,520
Stories: —
Lot Size: 2.44 acres
Style: Other
Year Built: 1976
Year Renovated: 2000
County: Douglas County
APN: R70161

Home facts updated by county records on Jul 20, 2026

Other

Listing Information
MlsStatus: Sold

Listing Price Information
Price Type: List Price

New Construction Information
New Construction YN: No

Around this home

Schools

Mcgovern Elementary School

Public 3-5 • Assigned • 7.7mi

7/10

Winston Middle School

Public 6-8 • Assigned • 8.1mi

4/10

Douglas High School

Public 9-12 • Assigned • 6.9mi

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, 17 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

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

$450,000 – $544,000

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

Nearby similar homes

$424,000

3 beds2 baths2,028 sq ft

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Karissa Pangelina • Keller Williams Southern Oregon-Umpqua Valley

$550,000

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Sabrina Jorgensen • The Neil Company Real Estate

$449,000

3 beds2 baths1,536 sq ft

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Shane Ronk • RE/MAX Integrity

$399,999

2 beds2 baths912 sq ft

1420 NW Grove St, Roseburg, OR 97471

Benjamin Tatone • Roseburg Realty

$375,000

3 beds2 baths1,508 sq ft

223 W Hazel St, Roseburg, OR 97471

Karissa Pangelina • Keller Williams Southern Oregon-Umpqua Valley

$499,900

3 beds2 baths4,024 sq ft

2620 NW Brockway Rd, Winston, OR 97496

Tyler Head • Turning Point Realty Group

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 5265 Upper Olalla Rd

Data from public records.

Address	Redfin Estimate
5191 Upper Olalla Rd, Winston, OR 3 Beds \| 2 Baths \| 1296 Sq. Ft.	$203,447
5350 Upper Olalla Rd, Winston, OR 3 Beds \| 1 Baths \| 924 Sq. Ft.	$118,457

Address	Redfin Estimate
5489 Upper Olalla Rd, Winston, OR 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$202,564
352 Ireland Rd, Winston, OR 3 Beds \| 2 Baths \| 1440 Sq. Ft.	$282,529

Address	Redfin Estimate
5490 Upper Olalla Rd, Winston, OR 1 Beds \| 1 Baths \| 588 Sq. Ft.	$151,186
179 Deer Haven Ln, Winston, OR 3 Beds \| 2 Baths \| 1440 Sq. Ft.	—

Property information provided by RMLS when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 97496, OR

Sale history for 5265 Upper Olalla Rd

Tax history for 5265 Upper Olalla Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 97496

Home values near 5265 Upper Olalla Rd

More real estate resources