Winston Loop, Bend, OR Property Records

Deschutes County property records for 11 addresses on Winston Loop, Bend, OR · Last verified July 2026

Winston Loop Highlights

Properties 11
Median Sale Price $1,610,000
Deeds and Mortgages on File 16
Median Price per Sqft $461
Owner Occupied 82%
Median Annual Tax Bill $10,223
Median Year Built 1994
Median Ownership Tenure 7 years

Properties on Winston Loop

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

20100 Winston Loop

3 bd · 3 ba · 2,036 sqft · 3.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$439,000Jan 2012 $7,9442025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

20101 Winston Loop

5 bd · 3 ba · 3,973 sqft · 5.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$820,000May 2017 $10,2232025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

20110 Winston Loop

4 bd · 4 ba · 4,122 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,137,000Jun 2025 $15,4442025 Amount on Record Aug 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20111 Winston Loop

5 bd · 5 ba · 4,129 sqft · 12.9 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$14,0762025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

20120 Winston Loop

4 bd · 3 ba · 3,727 sqft · 5.25 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$780,000Jun 2015 $10,5812025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

20130 Winston Loop

4 bd · 4 ba · 3,424 sqft · 5.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,750,000Jul 2021 $9,7672025 Amount on Record Jan 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

20140 Winston Loop

5.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jan 2012 $3,7022025 1 Name on Record AssessorUpdated Jan 2026

20150 Winston Loop

4 bd · 4 ba · 4,253 sqft · 5.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,230,000Oct 2019 $15,6182025 Amount on Record May 2017 3 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

20180 Winston Loop

5 bd · 4 ba · 5,528 sqft · 7.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,550,000Mar 2022 $20,6902025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

20185 Winston Loop

3 bd · 3 ba · 2,374 sqft · 7.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,610,000Jul 2020 $8,0272025 Amount on Record Jan 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

20195 Winston Loop

3 bd · 3 ba · 3,132 sqft · 6.71 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,6742025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

Wildfire Risk on Winston Loop

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

Wildfire RiskModerate
this street's cells rank at the 65th percentile of exposed land nationally · 27th in Oregon
Wildfire LikelihoodModerate — about 1 in 408 per year
ExposureDirect
4 of 6 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets