8186 Upper Olalla Road

Off Market

Off Market

Price Unknown

4 beds2 baths3,414 sqft

8186 Upper Olalla Rd, Winston, OR 97496

Recent comparable sales

Median sold price

$445,000

Avg days on market

Sale-to-list ratio

90.5%

1/49

$640,000

Sold 08/08/25

4
Bedrooms: 2
Bathrooms: 1,920
Square Feet: 12.07
Acres

1950 Byron Creek Road, Winston, OR 97496

1/49

$1,109,000

Sold 10/30/24

3
Bedrooms: 2
Bathrooms: 3,564
Square Feet: 20.63
Acres

6910 Upper Olalla Road, Winston, OR 97496

1/49

$712,000

Sold 06/30/26

4
Bedrooms: 2
Bathrooms: 3,746
Square Feet: 1.12
Acres

500 Winston Section Road, Winston, OR 97496

1/49

$445,000

Sold 05/30/25

3
Bedrooms: 2
Bathrooms: 1,393
Square Feet: 3.33
Acres

7950 Upper Olalla Road, Winston, OR 97496

1/49

$425,000

Sold 09/12/25

3
Bedrooms: 2
Bathrooms: 2,167
Square Feet: 5.01
Acres

7941 Upper Olalla Road, Winston, OR 97496

1/49

$355,000

Sold 03/21/25

3
Bedrooms: 2
Bathrooms: 1,808
Square Feet: 5
Acres

660 Byron Creek Road, Winston, OR 97496

1/34

$400,000

Sold 06/11/25

3
Bedrooms: 2
Bathrooms: 1,650
Square Feet: 7.82
Acres

901 Byron Creek Road, Winston, OR 97496

$425,000

Sold 07/02/25

4
Bedrooms: 3
Bathrooms: 1,040
Square Feet: 2.15
Acres

6720 Upper Olalla Road, Winston, OR 97496

$1,567,020

Sold 07/22/25

4
Bedrooms: 3
Bathrooms: 3,502
Square Feet: 26.33
Acres

7970 Berea Road, Winston, GA 30187

Get preapproved with Rocket Mortgage¹

Location

Homepage
OR
Douglas County
Winston
97496
8186 Upper Olalla Rd

Add your commute

Property Information for 8186 Upper Olalla Road

Property Details

MLS Type: Sale / Residential / MISCELLANEOUS / 1
Year Built: 1982
Lot Size: 5.65 AC / 246,114 SF
County: Douglas County

Building Information

Year Built: 1982
Lot Size: 5.65 AC / 246,114 SF

Public Records for 8186 Upper Olalla Road

Taxable ValueLand-Additions-Total-

Tax Record2025$81 ($7 / month)

Home Facts

Beds4Total Finished SqFt3,414 SqFtAbove Grade Finished SqFt3,414 SqFtLot Size246,114 SqFtStyleMiscellaneous ResidentialYear Built1982CountyDOUGLASAPN29-07W-20-01700Fireplace TypeHas Fireplace

Schools near 8186 Upper Olalla Road

This home is within Winston-Dillard School District 116.


Rating	School	Type	Grades	Distance
NR	Brockway Elementary School	Public - Nearby school	PK to 2	8.3 mi
4/10	Winston Middle School	Public - Nearby school	6 to 8	9.0 mi
5/10	Douglas High School	Public - Serves this home	9 to 12	8.0 mi
NR	Dillard Alternative High School	Public - Choice school	9 to 12	7.6 mi
7/10	Mcgovern Elementary School	Public - Nearby school	3 to 5	8.8 mi
6/10	Lookingglass Elementary School	Public - Nearby school	PK to 5	10.5 mi


Rating	School	Distance
NR	Brockway Elementary School PublicPK to 2 Nearby school	8.3 mi
4/10	Winston Middle School Public6 to 8 Nearby school	9.0 mi
5/10	Douglas High School Public9 to 12 Serves this home	8.0 mi
NR	Dillard Alternative High School Public9 to 12 Choice school	7.6 mi
7/10	Mcgovern Elementary School Public3 to 5 Nearby school	8.8 mi
6/10	Lookingglass Elementary School PublicPK to 5 Nearby school	10.5 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 97496

1/34

$399,900

3
Bedrooms: 2
Bathrooms: 1,296
Square Feet: 0.4
Acres

2461 Northwest Brockway Road, Winston, OR 97496

1/48

$379,900

3
Bedrooms: 2
Bathrooms: 1,245
Square Feet: 0.24
Acres

754 Southeast Hall Street, Winston, OR 97496

1/17

$979,500

3
Bedrooms: 2
Bathrooms: 1,526
Square Feet: 0.39
Acres

591 Northwest Douglas Boulevard, Winston, OR 97496

1/29

$364,000

3
Bedrooms: 2
Bathrooms: 1,559
Square Feet: 0.14
Acres

411 Southeast Sunnyside Drive, Winston, OR 97496

1/9

$219,000

2
Bedrooms: 1
Bathrooms: 1,242
Square Feet: 0.23
Acres

70 Northwest Brosi Orchard Road, Winston, OR 97496

a view of a house with small yard and plants

1/10

$439,900

3
Bedrooms: 2
Bathrooms: 1,564
Square Feet: 0.2
Acres

158 Collins Road, Winston, OR 97496

1/41

$319,000

3
Bedrooms: 2
Bathrooms: 1,318
Square Feet: Unavailable
Acres

76 Southeast Darrell Avenue, Winston, OR 97496

1/29

Virtual Tour

$469,900

3
Bedrooms: 2
Bathrooms: 1,770
Square Feet: 0.2
Acres

161 Collins Road, Winston, OR 97496

1/48

$487,000

3
Bedrooms: 2
Bathrooms: 1,800
Square Feet: 0.36
Acres

112 Kenya Court, Winston, OR 97496

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 8186 Upper Olalla Road, Winston, OR 97496	–	4	2	3,414	246,114
8124 Upper Olalla Road, Winston, OR 97496	$330,000	3	2	1,740	431,679
8161 Upper Olalla Road, Winston, OR 97496	$255,000	2	2	1,188	597,643
7950 Upper Olalla Road, Winston, OR 97496	$445,000	3	2	1,393	145,054
7941 Upper Olalla Road, Winston, OR 97496	$425,000	3	2	2,167	218,235
340 Fountain Lane, Winston, OR 97496	–	3	2	1,782	75,794
8460 Upper Olalla Road, Winston, OR 97496	$190,000	3	1	1,832	217,800
7902 Upper Olalla Road, Winston, OR 97496	$235,000	–	1	750	213,444
8440 Upper Olalla Road, Winston, OR 97496	–	–	–	640	217,800
400 Fountain Lane, Winston, OR 97496	–	3	2	1,566	217,800
7680 Upper Olalla Road, Winston, OR 97496	–	–	2	1,782	118,483
1786 Byron Creek Road, Winston, OR 97496	$218,000	3	2	1,630	220,849
1560 Byron Creek Road, Winston, OR 97496	–	3	3	2,221	217,800
8525 Upper Olalla Road, Winston, OR 97496	$205,000	3	2	2,080	287,931
1568 Byron Creek Road, Winston, OR 97496	$239,000	3	2	1,456	217,800
7781 Upper Olalla Road, Winston, OR 97496	$339,000	2	2	1,512	217,800

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Compass are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2026 RMLS, Portland, Oregon. Last updated:

Winston, OR

Explore Nearby Homes

Homes in Nearby 97496 Neighborhoods

Homes in Nearby 97496 Cities

Homes in Nearby 97496 Zip Codes