5897 Upper Olalla Rd
Winston, OR 97496
3 Beds
2 Baths
1,812 sqft (on 5 acres)
3 Beds
2 Baths
1,812 sqft
(on 5 acres)
Local Information
- Map ViewExplore the area around 5897 Upper Olalla Rd.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
This single-family home is located at 5897 Upper Olalla Rd, Winston, OR. 5897 Upper Olalla Rd is in Winston, OR and in ZIP code 97496. This property has 3 bedrooms, 2 bathrooms and approximately 1,812 sqft of floor space. This property has a lot size of 5.00 acres and was built in 1951.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 5897 Upper Olalla Rd
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Heating & Cooling Heating: Heat PumpHeating Fuel: Heat Pump |
Interior Details Attic |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Other, Hardwood |
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Exterior Home Features Roof: CompositionExterior: OtherFoundation Type: Other |
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Year Built Year Built: 1951 |
Property Type / Style Property Type: Single Family Home |
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Lot Area: 5.00 acres |
Market trends in Winston
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
36
8MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $1,614 |
| Assessment | $347,484 |
Home facts updated by county records
Comparable Sales for 5897 Upper Olalla Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.90 | Single-Family Home | $425,000 | 08/05/25 | 4 | 3 | 2,129 | |
1.59 | Single-Family Home | $425,000 | 09/12/25 | 3 | 2 | 2,167 | |
1.66 | Single-Family Home | $650,000 | 08/08/25 | 3 | 2 | 2,600 | |
1.64 | Single-Family Home | $640,000 | 08/08/25 | 4 | 2 | 1,920 | |
2.22 | Single-Family Home | $400,000 | 05/04/26 | 2 | 2 | 1,040 | |
2.59 | Single-Family Home | $400,000 | 02/25/26 | 3 | 2 | 1,848 | |
2.57 | Single-Family Home | $400,000 | 02/25/26 | 3 | 1 | 1,030 | |
3.42 | Single-Family Home | $380,000 | 10/28/25 | 3 | 2 | 1,404 | |
3.78 | Single-Family Home | $465,000 | 07/30/25 | 4 | 2 | 2,465 | |
1.63 | Single-Family Home | $110,000 | 08/11/25 | - | - |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE
3D VIEW5 ACRESReal Broker, Active
OFF MARKETKeller Williams Southern Oregon-Umpqua Valley, Sold
Assigned Schools
These are the assigned schools for 5897 Upper Olalla Rd.
- Mcgovern Elementary School
- 3-5
- Public
- 229 Students
7/10GreatSchools RatingParent Rating AverageMy son has struggled in other schools, he often was pushed aside and strung along. He is now flourishing and exceeding standards I did not think was possible. His teacher is absolutely amazing, she has this way about her that just appeals to him I suppose, and she has so much patience and compassion about her job!Parent Review8y ago - Lookingglass Elementary School
- PK-5
- Public
- 131 Students
6/10GreatSchools RatingParent Rating AverageA school is about so much more than results on standardized tests. I've attended 7 schools in my life and Lookingglass Elementary is the only one I give 10 out of 10. I truly felt cared for by the instructors at Lookingglass, on my first day (4th grade) I received aptitude testing that they effective used to target areas that I could improve on and worked with me to do so now I am three years into college Dean's List all the way. This is a great school any child would be lucky to attend, they helped to teach me morals during regular education. The schools gardening program is an exceptional concept that builds well rounded individuals. There isn't enough I can say to express my gratitude to this school and I know my sibling feels the same way.Student Review15y ago - Winston Middle School
- 6-8
- Public
- 310 Students
4/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Douglas High School
- 9-12
- Public
- 357 Students
5/10GreatSchools RatingParent Rating AverageThis school has horrible sportsmanship. Year after year when volleyball teams play against Douglas at their home court, their student body harasses the other team. They call the girls pigs and tell them they look like boys. These girls are left in tears. What does the staff do? Nothing. Something needs to be done. So if you don't want to send your child to a school with bullies do not send them here!Other Review6y ago 
Check out schools near 5897 Upper Olalla Rd.
What Locals Say about Winston
At least 37 Trulia users voted on each feature.
98 % Say yards are well-kept
98 % Say it's dog friendly
89 % Say parking is easy
87 % Say car is needed
76 % Say there's holiday spirit
73 % Say kids play outside
68 % Say there's wildlife
67 % Say it's quiet
62 % Say there are sidewalks
60 % Say neighbors are friendly
57 % Say they plan to stay for at least 5 years
56 % Say it's walkable to grocery stores
55 % Say it's walkable to restaurants
53 % Say people would walk alone at night
51 % Say streets are well-lit
23 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 5897 Upper Olalla Rd
FOR SALE BY OWNER
12.89 ACRESThe Neil Company Real Estate, Active
See more homes for sale inWinston
Off Market Homes Near 5897 Upper Olalla Rd
SOLDJUN 11, 2026Pacific Properties, Sold
SOLDMAR 26, 2026The Neil Company Real Estate, Sold
SOLDMAR 13, 2026Oregon Life Homes, Sold
SOLDFEB 25, 2026
SOLDJAN 16, 2026Cutting Edge Real Estate, Sold
SOLDOCT 31, 2025Oregon Life Homes, Sold
SOLDOCT 28, 2025Sundance Realty LLC, Sold
SOLDSEP 12, 2025The Neil Company Real Estate, Sold- See more homes for sale inWinston
5897 Upper Olalla Rd, Winston, OR 97496 is a 3 bedroom, 2 bathroom, 1,812 sqft single-family home built in 1951. This property is not currently available for sale. The current Trulia Estimate for 5897 Upper Olalla Rd is $415,100.