Sunnyside Dr, Winston, OR Property Records

Douglas County property records for 19 addresses on Sunnyside Dr, Winston, OR · Last verified August 2026

Sunnyside Dr Highlights

Properties 19
Median Sale Price $335,900
Deeds and Mortgages on File 30
Median Price per Sqft $227
Owner Occupied 89%
Median Annual Tax Bill $3,238
Median Year Built 2005
Median Ownership Tenure 9 years

Properties on Sunnyside Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

300 Sunnyside Dr

3 bd · 2 ba · 1,571 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$162,000Jun 2012 $2,9722025 Amount on Record Oct 2008 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

310 Sunnyside Dr

3 bd · 2 ba · 1,534 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$231,000Apr 2006 $2,9842025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Feb 2026

320 Sunnyside Dr

3 bd · 2 ba · 1,588 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,000Apr 2013 $3,0302025 —Mar 2013 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

330 Sunnyside Dr

3 bd · 2 ba · 1,588 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,000Sep 2023 $3,5762025 Amount on Record Feb 2022 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

331 Sunnyside Dr

3 bd · 2 ba · 1,464 sqft · built 2015 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,000Jul 2021 $3,0932025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

340 Sunnyside Dr

3 bd · 2 ba · 1,535 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Apr 2025 $3,5242025 Amount on Record Nov 2023 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

350 Sunnyside Dr

3 bd · 2 ba · 1,407 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900Jun 2004 $2,6692025 Amount on Record Mar 2004 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

360 Sunnyside Dr

3 bd · 2 ba · 1,466 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,000Oct 2011 $3,2382025 —Jun 2006 1 Name on Record AssessorUpdated Feb 2026

361 Sunnyside Dr

3 bd · 2 ba · 1,484 sqft · built 2014 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,000Mar 2017 $2,9442025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

370 Sunnyside Dr

3 bd · 2 ba · 1,478 sqft · built 2008 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,900Jun 2023 $2,7882025 Amount on Record Jul 2005 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

371 Sunnyside Dr

3 bd · 2 ba · 1,566 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Apr 2016 $3,5112025 —Jun 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

380 Sunnyside Dr

3 bd · 2 ba · 1,433 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$356,300Jun 2026 $3,1392025 Amount on Record Jun 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

381 Sunnyside Dr

3 bd · 2 ba · 1,566 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,000Mar 2020 $3,5102025 Amount on Record Jun 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

400 Sunnyside Dr

3 bd · 2 ba · 1,514 sqft · built 2005 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$357,500Dec 2024 $3,0482025 Amount on Record Sep 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

401 Sunnyside Dr

3 bd · 2 ba · 1,374 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jul 2025 $3,2882025 Amount on Record Nov 2011 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

410 Sunnyside Dr

3 bd · 2 ba · 1,475 sqft · built 2004 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$326,000Dec 2021 $3,5032025 Amount on Record May 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

411 Sunnyside Dr

3 bd · 2 ba · 1,559 sqft · built 2003 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,900Nov 2012 $3,5082025 —May 2008 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

420 Sunnyside Dr

3 bd · 2 ba · 1,552 sqft · built 2005 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,500Apr 2012 $3,3862025 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

421 Sunnyside Dr

3 bd · 2 ba · 1,520 sqft · built 2006 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Apr 2007 $3,4442025 Amount on Record Nov 2004 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

Wildfire Risk on Sunnyside Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 34% of the US · above 12% of Oregon
Wildfire LikelihoodAbout 1 in 2,817 per year
ExposureDirect
1 of 2 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets