SE Gregory Dr, Winston, OR Property Records

Douglas County property records for 73 addresses on SE Gregory Dr, Winston, OR · Last verified August 2026

SE Gregory Dr Highlights

Properties 73
Median Sale Price $225,000
Deeds and Mortgages on File 69
Median Price per Sqft $180
Owner Occupied 40%
Median Annual Tax Bill $1,871
Median Year Built 1971
Median Ownership Tenure 11 years

Properties on SE Gregory Dr

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

60 SE Gregory Dr

3 bd · 1 ba · 1,000 sqft · 0.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$240,000Oct 2021 $2,2302025 Amount on Record Jun 2019 1 Name on Record Assessor + 3 DocumentsUpdated Feb 2026

71 SE Gregory Dr

3 bd · 1 ba · 1,120 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,500Feb 2009 $1,8512025 Amount on Record Oct 2008 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

80 SE Gregory Dr

2 bd · 2 ba · 1,188 sqft · 0.189 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$70,000Dec 2016 $1,7572025 —Aug 2016 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

81 SE Gregory Dr

2 bd · 1 ba · 852 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$75,000Dec 2015 $1,5512025 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

91 SE Gregory Dr

3 bd · 2 ba · 1,296 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 2020 $2,0422025 Amount on Record May 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Feb 2026

100 SE Gregory Dr

1 bd · 1 ba · 544 sqft · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,000Mar 2017 $9292025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

106 SE Gregory Dr

3 bd · 2 ba · 1,188 sqft · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1998 $1,8712025 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

110 SE Gregory Dr

0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$74,900Jul 2018 $1,0322025 Amount on Record Sep 2016 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

111 SE Gregory Dr

1 ba · 550 sqft · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5422025 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

121 SE Gregory Dr

4,416 sqft · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated Feb 2026

130 SE Gregory Dr, Unit 1

1 bd · 1.5 ba · 396 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Feb 2019 $6972025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

132 SE Gregory Dr, Unit 1

11,196 sqft · Built 1977 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Feb 2019 $8,7942025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

148 SE Gregory Dr

2 bd · 1 ba · 864 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 2005 $8102025 1 Name on Record AssessorUpdated Feb 2026

150 SE Gregory Dr

2 bd · 1 ba · 792 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 2005 $1,0602025 1 Name on Record AssessorUpdated Feb 2026

176 SE Gregory Dr

1 ba · 1,854 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 2007 $4,6402025 —Dec 2005 1 Name on Record AssessorUpdated Feb 2026

178 SE Gregory Dr

1 ba · 1,854 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,900Feb 2021 $2,5352025 Amount on Record Dec 2005 2 Names on Record Assessor + 2 DocumentsUpdated Feb 2026

184 SE Gregory Dr

1 ba · 1,854 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000May 2018 $2,5772025 —Jul 2012 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

190 SE Gregory Dr

3 bd · 1 ba · 960 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,100Jan 2017 $1,8332025 Amount on Record — 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

192 SE Gregory Dr

3 bd · 2 ba · 2,824 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Aug 2015 $7,5252025 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

200 SE Gregory Dr

3 bd · 2 ba · 2,584 sqft · 0.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$227,000Aug 2014 $3,7622025 —Aug 2014 1 Name on Record AssessorUpdated Feb 2026

220 SE Gregory Dr

3 bd · 2 ba · 1,388 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Feb 2023 $2,2312025 Amount on Record Mar 2022 2 Names on Record Assessor + 5 DocumentsUpdated Jun 2026

221 SE Gregory Dr

2 bd · 2 ba · 1,056 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$8812025 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

222 SE Gregory Dr

6,250 sqft · Built 2002 · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$76,900Feb 2002 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

223 SE Gregory Dr

2 bd · 1 ba · 910 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$9592025 2 Names on Record AssessorUpdated Feb 2026

240 SE Gregory Dr

4 bd · 2 ba · 1,062 sqft · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Feb 2022 $2,0362025 —Jan 2022 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

241 SE Gregory Dr

2 bd · 1 ba · 1,351 sqft · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Nov 2023 $1,4632025 —Nov 2023 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

244 SE Gregory Dr

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Dec 2015 $9562025 2 Names on Record AssessorUpdated Feb 2026

248 SE Gregory Dr

3 bd · 2 ba · 1,302 sqft · 0.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$289,900Oct 2021 $4,9172025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

251 SE Gregory Dr

3 bd · 2 ba · 1,080 sqft · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 2017 $1,8392025 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

252 SE Gregory Dr

2 ba · 2,184 sqft · 0.419 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,000Oct 2012 $6,9002025 Amount on Record Jun 2008 1 Name on Record AssessorUpdated Feb 2026

261 SE Gregory Dr

3 bd · 2 ba · 1,809 sqft · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Oct 2016 $1,9682025 2 Names on Record AssessorUpdated Feb 2026

270 SE Gregory Dr

3 bd · 2 ba · 1,782 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Jul 2005 $2,7402025 2 Names on Record AssessorUpdated Feb 2026

272 SE Gregory Dr

1,760 sqft · Built 2006 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Jul 2005 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

275 SE Gregory Dr

2 bd · 1 ba · 1,322 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1978 $1,5012025 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

290 SE Gregory Dr

2 bd · 1 ba · 832 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Feb 2001 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

291 SE Gregory Dr

2 bd · 1 ba · 1,600 sqft · 0.45 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$26,800Mar 1979 $2,7842025 2 Names on Record Assessor + 1 DocumentUpdated Feb 2026

292 SE Gregory Dr

6,886 sqft · Built 2001 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Feb 2001 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

295 SE Gregory Dr

2 bd · 1 ba · 928 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$54,000Dec 2002 $1,6022025 2 Names on Record AssessorUpdated Feb 2026

305 SE Gregory Dr

3 bd · 2 ba · 1,404 sqft · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Sep 2005 $2,2232025 1 Name on Record Assessor + 1 DocumentUpdated Feb 2026

307 SE Gregory Dr

2 bd · 1 ba · 702 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,500May 2011 $7642025 2 Names on Record AssessorUpdated Feb 2026

310 SE Gregory Dr

3 bd · 1 ba · 988 sqft · 0.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$33,000Oct 2013 $1,8872025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

311 SE Gregory Dr

2 bd · 1 ba · 1,040 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$64,000Jul 1995 $1,6742025 2 Names on Record AssessorUpdated Feb 2026

320 SE Gregory Dr

3 bd · 1 ba · 1,525 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$13,500Jun 1990 $1,2812025 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

322 SE Gregory Dr

0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,000Apr 2006 $5442025 2 Names on Record AssessorUpdated Feb 2026

326 SE Gregory Dr

Built 2006 · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$45,000Apr 2006 $1,1862025 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

330 SE Gregory Dr

2 bd · 1 ba · 906 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$129,000Feb 2018 $2,0782025 Amount on Record Sep 2014 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

331 SE Gregory Dr

3 bd · 1 ba · 824 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Feb 2024 $1,9982025 Amount on Record Dec 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

350 SE Gregory Dr

3 bd · 1 ba · 1,272 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Feb 2021 $2,3982025 Amount on Record Feb 2018 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

360 SE Gregory Dr

3 bd · 1 ba · 1,426 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,000Jul 2012 $2,6882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

370 SE Gregory Dr

2 bd · 1 ba · 990 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$272,000May 2024 $2,5872025 Amount on Record Feb 2024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

381 SE Gregory Dr

2 bd · 1 ba · 1,323 sqft · 0.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,800Jan 2026 $3,0802025 —Jul 2025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

390 SE Gregory Dr

2 bd · 1 ba · 768 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2023 $1,6712025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

391 SE Gregory Dr

3 bd · 2 ba · 1,733 sqft · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$71,900Jun 2000 $2,5632025 1 Name on Record AssessorUpdated Feb 2026

400 SE Gregory Dr

2 bd · 1 ba · 912 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2017 $1,1102025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Feb 2026

401 SE Gregory Dr

3 bd · 2 ba · 1,568 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2020 $2,0682025 Amount on Record Mar 2016 2 Names on Record AssessorUpdated Feb 2026

410 SE Gregory Dr

3 bd · 1 ba · 988 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2018 $1,8562025 1 Name on Record AssessorUpdated Feb 2026

420 SE Gregory Dr

3 bd · 1 ba · 864 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250May 2001 $1,3782025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

421 SE Gregory Dr

3 bd · 1 ba · 1,034 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Aug 2021 $2,6092025 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

440 SE Gregory Dr

2 bd · 1 ba · 855 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Feb 2001 $1,3822025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

441 SE Gregory Dr

3 bd · 2 ba · 1,324 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,000Aug 1975 $2,5382025 2 Names on Record Owner Occupied AssessorUpdated Feb 2026

460 SE Gregory Dr

3 bd · 1 ba · 1,604 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$44,000Jan 1991 $2,3872025 2 Names on Record AssessorUpdated Feb 2026

461 SE Gregory Dr

0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,500May 2014 $1,7152025 2 Names on Record AssessorUpdated Feb 2026

463 SE Gregory Dr

2 bd · 2 ba · 1,274 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,000Jul 2026 $1,3262025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

465 SE Gregory Dr

3 bd · 2 ba · 1,620 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Nov 2025 $3,4002025 Amount on Record Dec 2019 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

471 SE Gregory Dr

2 bd · 1 ba · 1,080 sqft · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6682025 —Sep 2005 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

481 SE Gregory Dr

3 bd · 2 ba · 1,008 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Sep 2025 $1,1772025 —Sep 2025 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

485 SE Gregory Dr

1 ba · 1,838 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jan 2024 $2,7902025 —Dec 2023 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

491 SE Gregory Dr

1 ba · 2,162 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$78,500Sep 1996 $2,9132025 2 Names on Record AssessorUpdated Feb 2026

545 SE Gregory Dr

3 bd · 1 ba · 1,050 sqft · 0.139 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$270,000Feb 2024 $1,6692025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

546 SE Gregory Dr

4 bd · 2 ba · 1,684 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Mar 2026 $2,0272025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

562 SE Gregory Dr

2 bd · 1 ba · 858 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Sep 2023 $1,4592025 Amount on Record Apr 2021 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

565 SE Gregory Dr

3 bd · 1 ba · 1,050 sqft · 0.169 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jan 1995 $1,7012025 1 Name on Record Owner Occupied AssessorUpdated Feb 2026

570 SE Gregory Dr

2 bd · 2 ba · 1,152 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,000Aug 2015 $1,5232025 Amount on Record Sep 2010 1 Name on Record AssessorUpdated Feb 2026

Wildfire Risk on SE Gregory Dr

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

Wildfire RiskLow
this street's cells rank above 22% of the US · above 7% of Oregon
Wildfire LikelihoodAbout 1 in 5,505 per year
ExposureDirect
1 of 6 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets