This home's estimate is 149.5% higher than the average sale price ($372K) of 6 comparable homes.
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4189 Upper Olalla Rd, Winston, OR 97496
About this home
608 acre ranch nestled in the Olalla Valley, with just under 1 mile of year round creek frontage! Approximately 115 acres of irrigatable bottom ground, could grow a variety of crops. The remainder of the property consists of sloping hillside pastures and a variety of hardwood and evergreen trees. 1910 farmhouse,68x96 pole barn,36x36 century barn, feederbarn and 6+ fenced pastures.Located in close proximity to Ben Irving Reservoir for your boating & fishing needs and just 6 miles to town.

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Market trends in 97496, OR
Last updated October 2026
Buyer's Market
Seller's Market
Balanced market
- NEW 21 HRS AGO$459,9004 beds3 baths1,968 sq ft179 Danielle Dr, Winston, OR 97496Jodi Brecht • Stellar Realty Northwest
- COMING SOON$299,9003 beds2 baths1,724 sq ft230 NW Cary St, Winston, OR 97496Julie Bancroft • The Neil Company Real Estate
- OPEN SUN, 2PM TO 5PM$389,0003 beds3 baths1,750 sq ft122 SE Lebleu Ln, Winston, OR 97496Troy Schuyler • Keller Williams Southern Oregon-Umpqua Valley
- $250,0003 beds1 bath1,700 sq ft621 SE Thompson Ave, Winston, OR 97496Jackie Twyman • eXp Realty, LLC
- $340,0003 beds2 baths1,809 sq ft124 NW Woodland Dr, Winston, OR 97496Makayla Lippis • The Neil Company Real Estate
- $250,0004 beds2 baths— sq ft251 SE Grape Ave, Winston, OR 97496Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley
- $409,9003 beds2 baths1,580 sq ft630 SE Rose Ridge Dr, Winston, OR 97496Jodi Brecht • Stellar Realty Northwest
- $375,0003 beds3 baths2,610 sq ft11 NE Brosi Orchard Rd, Winston, OR 97496Anthony Beckham • Different Better Real Estate
See all
Provided by Redfin
Sale history for 4189 Upper Olalla Rd
$679/sq ft
$747/sq ft
$812/sq ft
$869/sq ft
Tax history for 4189 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
FG
BGH
FP
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- Big Game Habitat Overlay
- Floodplain Overlay
Include but are not limited to:
- Agriculture
- Fire house
Property details
Parking
- Parking Information
- Parking Features: Driveway, Off Street
Interior
- Appliances
- Appliances: Dishwasher, Free-Standing Range, Free-Standing Refrigerator
- Hot Water Description: Electricity
- Interior Features
- Interior Features: Ceiling Fan(s), Laundry, Vinyl Floor, Wall to Wall Carpet
- Fireplace YN: Yes
- Fireplaces Total: 1
- Fireplace Features: Stove, Wood Burning
- Window Features: Aluminum Frames, Vinyl Frames, Wood Frames
- Bathroom Information
- Bathrooms Full: 1
- Bathrooms Full Main Level: 1
- Bathrooms Total Integer: 1
- Bathrooms Total Main Level: 1
- Baths Total: 1
- Room 7 Information
- Area: 306
- Description: 2nd Bedroom
- Length: 17
- Width: 18
- Level: Upper
- Room 8 Information
- Area: 144
- Description: 3rd Bedroom
- Length: 8
- Width: 18
- Level: Upper
- Room 9 Information
- Area: 224
- Description: Dining Room
- Length: 14
- Width: 16
- Level: Main
- Room 10 Information
- Description: Family Room
- Room 11 Information
- Area: 182
- Description: Kitchen
- Length: 13
- Width: 14
- Level: Main
- Room 12 Information
- Area: 306
- Description: Living Room
- Length: 17
- Width: 18
- Level: Main
- Room 13 Information
- Area: 154
- Description: Primary Bedroom
- Length: 11
- Width: 14
- Level: Main
- Room 14 Information
- Description: Great Room
Exterior
- Exterior Features
- Roof: Composition
- Exterior Features: Barn(s), Cross Fenced, Fenced
- Exterior Description: Lap Siding, Wood Siding
- Waterfront Information
- Waterfront YN: Yes
- Waterfront Features: Creek
- Farm Information
- Farm YN: Yes
- Lot Information
- Lot Size Square Feet: 26,491,014
- Lot Size Range: 200+ Acres
- Lot Size Acres: 608.15
- Lot Size: 200+ Acres
- Lot Features: Gentle Sloping, Hilly, Level, Private
- Parcel Number: R69272
- Parcel Number 2: R69265
- Parcel Number 3: R69244
- Water Body Name: Olalla Creek
- Road Surface Type: Paved
- Property Information
- Property Type: Residential
- Property Sub Type: Single Family Residence
- Property Attached YN: No
- Property Condition: Resale
- Upper Level Area Total: 777
- Main Level Area Total: 1,064
- View YN: Yes
- View Description: Mountain(s), Trees/Woods, Valley
- Building Information
- Year Built: 1910
- Building Area Total: 1,841
- Building Area Description: Assessor
- Building Area Calculated: 1,841
- Foundation Details: Pillar/Post/Pier
Financial
- Tax Information
- Tax Year: 2021
- Tax Legal Description: T29 S07 R09 TL00300
- Tax Annual Amount: $3,582.54
Utilities
- Utility Information
- Green Certification YN: No
- Fuel Description: Electricity, Wood Burning
- Water Source: Spring
- Sewer: Standard Septic
- Heating & Cooling
- Heating YN: Yes
- Heating: Wall Furnace, Wood Stove
- Cooling YN: No
Location
- School Information
- Elementary School: Brockway
- Middle Or Junior School: Winston
- High School: Douglas
- Location Information
- Directions: South on Hwy 99 to Hwy 42 , West on Hwy 42, L on Hoover Hill Rd, L on Olalla Rd to property on R.
- Unparsed Address: 4189 UPPER OLALLA RD, Winston, OR 97496
- Community Information
- Senior Community YN: No
- Zoning: FF, FG
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: 74.82 acres
- Style: Ranch
- Year Built: —
- Year Renovated: —
- County: Douglas County
- APN: R69272
Other
- Listing Information
- MlsStatus: Sold
- Listing Price Information
- Price Type: List Price
- New Construction Information
- New Construction YN: No
Around this home
Schools
- K - 12
- Preschool & daycare
Public 3-5 • Assigned • 6.9mi
Public 6-8 • Assigned • 7.3mi
Public 9-12 • Assigned • 6.0mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
2% chance of being in a wildfire in next 30 years
8 days above 93° expected this year, 17 days in 30 years
Minimal risk of severe winds over next 30 years
11 unhealthy days expected this year, 11 days in 30 years
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.
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Home values near 4189 Upper Olalla Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 2 Baths | 1836 Sq. Ft. | $530,315 |
1 Beds | 2 Baths | 1104 Sq. Ft. | $921,854 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 4 Baths | 4304 Sq. Ft. | $912,553 |
3 Beds | 1 Baths | 1841 Sq. Ft. | — |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 1408 Sq. Ft. | $1,009,508 |
4 Beds | 2 Baths | 2774 Sq. Ft. | — |
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