5490 Upper Olalla Road

Off Market
Off Market
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Off Market
Price Unknown
1 bed1 bath588 sqft
5490 Upper Olalla Rd, Winston, OR 97496

Recent comparable sales

Median sold price

$178,000

Avg days on market

108

Sale-to-list ratio

89.8%

Winston, OR

9 comparable properties found

29918 145th Street, Winston, MO 64689
1

-

Sold 09/16/25

1
Bedrooms
515
Square Feet
3.3
Acres

29918 145th Street, Winston, MO 64689

$178,000 | 780 Bushnell Drive, Winston, OR 97496
1/21
2

$178,000

Sold 01/24/25

1
Bedrooms
2,000
Square Feet
5.43
Acres

780 Bushnell Drive, Winston, OR 97496

$184,400 | 338 Northwest Civil Bend Avenue, Winston, OR 97496
1/20
3

$184,400

Sold 05/23/25

1
Bedrooms
728
Square Feet
0.33
Acres

338 Northwest Civil Bend Avenue, Winston, OR 97496

4

$185,000

Sold 04/15/26

1
Bedrooms
436
Square Feet
11.2
Acres

5022 Daniell Mill Road, Winston, GA 30187

a house view with a outdoor space
1/8
5

$148,000

Sold 03/19/26

1
Bedrooms
978
Square Feet
0.5
Acres

31 Darrell Avenue, Winston, OR 97496

6

$195,000

Sold 12/05/25

1
Bedrooms
1
Bathrooms
1,302
Square Feet
1
Acres

7616 Post Road, Winston, GA 30187

7

$150,000

Sold 03/03/26

2
Bedrooms
1
Bathrooms
560
Square Feet
0.19
Acres

300 Reston Avenue, Winston, OR 97496

8

$375,000

Sold 08/07/25

2
Bedrooms
2
Bathrooms
1,704
Square Feet
6.28
Acres

5491 Upper Olalla Road, Winston, OR 97496

a backyard of a house with table and chairs
1/23
9

$165,000

Sold 05/01/25

2
Bedrooms
672
Square Feet
10.32
Acres

326 Rice Creek Road, Winston, OR 97496

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Location

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Property Information for 5490 Upper Olalla Road

Property Details
  • MLS Type: Sale / Residential / MISCELLANEOUS / 1
  • Lot Size: 96.51 AC / 4,203,976 SF
  • County: Douglas County
Building Information
  • Lot Size: 96.51 AC / 4,203,976 SF

Public Records for 5490 Upper Olalla Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,607 ($217 / month)
Home Facts
Beds1Total Finished SqFt588 SqFtAbove Grade Finished SqFt588 SqFtLot Size4,203,976 SqFtStyleMiscellaneous ResidentialZoningFFCountyDOUGLASAPN29-07W-08-00900Fireplace TypeHas Fireplace

Schools near 5490 Upper Olalla Road

This home is within Winston-Dillard School District 116.
Rating
School
Type
Grades
Distance
Brockway Elementary School
Public - PK to 2
Winston Middle School
Public - 6 to 8
Douglas High School
Public - 9 to 12
Dillard Alternative High School
Public - 9 to 12
Rating
School
Distance
Brockway Elementary School
PublicPK to 2

Winston Middle School
Public6 to 8

Douglas High School
Public9 to 12

Dillard Alternative High School
Public9 to 12

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5490 Upper Olalla Road, Winston, OR 97496
–
1
1
588
4,203,976
5489 Upper Olalla Road, Winston, OR 97496
$170,000
2
1,008
43,995
5491 Upper Olalla Road, Winston, OR 97496
$375,000
2
2
1,704
273,557
5350 Upper Olalla Road, Winston, OR 97496
–
–
1
924
211,702
179 Deer Haven Lane, Winston, OR 97496
–
–
–
–
217,800
268 Deer Haven Lane, Winston, OR 97496
$300,000
–
–
–
437,342

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