OFF MARKET

Off Market Jul 2020 for $1.6M

$2,029,117

Est. refi paymentEst. refi $4,120/mo

•

2,740

sq ft

20185 Winston Loop, Bend, OR 97703

About this home

Panoramic 8 white Cascade Mountain views. Spectacular newly redone single level NW ranch home located in Tumalo. Vaulted great room plan w/ floor to ceiling windows to stunning Cascade Mountain views. 3 full bedrooms & baths plus office. Full interior remodel 2019. Knotty Alder cabinetry throughout home. All counters granite or Caesar stone. Floor to ceiling dry stack stone fireplace. Kitchen w/ slab granite island, informal bar seating, Jenn Air gas cooktop, Bosch appliances, Blanco sink, pantry. Wonderful master suite w/ views. Bath w/ in-floor radiant heat, European shower. Eagle Creek Prestigious Collection engineered hickory hardwood front & back decks. Waterfall/creek w/ Koi fish pond. Presidential roof, new exterior paint & gutters, new well pump 2018, 3-car oversized garage. Shrubbery/flowers auto drip/auto sprinklers. Lush irrigated fenced pasture on 2 sides, 6.6 irrigated acres. Mountain views are protected in CC & R's. Assessor 2374 SF doesn't include 366 SF permitted 2008 office.

Single-familyProperty Type

1996Year Built

7.5 acresLot Size

$741Est. Price/Sq.Ft.

3 car garageParking

Listed by Virginia Ross • Coldwell Banker Bain

Bought with Anna Ruder • RE/MAX Key Properties

Redfin checked: a minute ago

•Source:MLSCO #220103698

Redfin Estimate

$2,029,117

$419K since sold in July 2020$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 45.2% higher than the average sale price ($1.40M) of 6 comparable homes.

SOLD MAY 28, 2026
$1,765,000
A
3 beds2.5 baths3,007 sq ft
64155 Hunnell Rd, Bend, OR 97703
SOLD JAN 9, 2026
$1,200,000
B
3 beds3 baths2,416 sq ft
65010 Gerking Market Rd, Bend, OR 97703
SOLD JUN 26, 2026
$2,180,000
C
3 beds3 baths4,123 sq ft
64145 Hunnell Rd, Bend, OR 97703
SOLD JUN 26, 2026
$965,000
D
3 beds3 baths2,084 sq ft
63940 E Quail Haven Dr, Bend, OR 97703
SOLD JAN 9, 2026
$1,150,000
E
3 beds3 baths2,525 sq ft
20087 Beaver Ln, Bend, OR 97703
SOLD JUL 27, 2026
$1,125,000
F
4 beds2.5 baths2,092 sq ft
20123 Elder Ln, Bend, OR 97703

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Earn from this home

Sell

$778,561

Est. take-home

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Refinance

Est. cash available

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Rent

$4,826/mo

Redfin rental estimate

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Market trends in 97703, OR

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.3%

0.0% MoM

Median sale price

$1.2M

$17K MoM

Avg. days on market

31d

6 days MoM

Recently sold homes

238

29 MoM

New listings for sale

NEW 7 HRS AGO
$1,249,000
3 beds3 baths2,811 sq ft
2530 NW Peoples Ct, Bend, OR 97703
NEW 8 HRS AGO
$1,650,000
3 beds3 baths2,914 sq ft
2378 NW Wyeth Pl, Bend, OR 97703
OPEN SAT, 11AM TO 1PM
$1,585,000
4 beds2.5 baths2,549 sq ft
2215 NW High Lakes Loop, Bend, OR 97703
OPEN SAT, 12PM TO 1PM
$1,295,000
3 beds2.5 baths2,870 sq ft
19052 NW Mt. Shasta Dr, Bend, OR 97703
NEW 29 HRS AGO
$1,699,900
4 beds4 baths2,398 sq ft
1506 NW Awbrey Rd, Bend, OR 97703
Darryl Bodle • Keller Williams Realty Portland Premiere
OPEN SAT, 10AM TO 1PM
$945,000
3 beds2.5 baths1,793 sq ft
1683 NW Lewis St, Bend, OR 97703
OPEN SAT, 1PM TO 3PM
$725,000
3 beds2.5 baths2,226 sq ft
20256 Halfway Rd, Bend, OR 97703
OPEN SAT, 12PM TO 3PM
$1,890,000
4 beds3 baths2,364 sq ft
1964 NW 1st St, Bend, OR 97703
OPEN SAT, 11AM TO 1PM
$899,000
2 beds2 baths1,691 sq ft
770 NW Broken Arrow Rd, Bend, OR 97703
3D WALKTHROUGH
$1,795,000
4 beds3 baths2,503 sq ft
3154 NW Strickland Way, Bend, OR 97703
See all

Provided by Redfin

Sale history for 20185 Winston Loop

Date

Event

Price

MLSCO #220103698

Jul 13, 2020

Sold

$1,610,000

$588/sq ft

Jul 2, 2020

Pending

—

Jun 26, 2020

Listed

$1,395,000

$509/sq ft

MLSCO #201801098

Jan 19, 2018

Sold

$1,040,000

$380/sq ft

Jan 19, 2018

Listed

$1,049,500

$383/sq ft

MLSCO #201106375

Jul 22, 2012

Listing Removed

—

Jul 27, 2011

Listed

$654,000

$239/sq ft

MLSCO #2907525

Jan 30, 2011

Listing Removed

—

Aug 4, 2009

Listed

$869,500

$317/sq ft

Public Records

Aug 19, 1996

Sold

$145,000

$53/sq ft

Public Records

Oct 1, 1991

Sold

$92,500

$34/sq ft

Tax history for 20185 Winston Loop

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

7.5 Acres

Year renovated

—

Sq. Ft.

2,374

Year built

1996

Style

Single Family Residential

County

Deschutes County

APN

154887

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Feb 9, 2024 • Final

Residential structural

Construct a detached garage that includes an art studio and a bathroom.

ADU

Feb 2, 2024 • Final

Residential electrical

Construct a detached garage that includes an art studio and a bathroom.

Bathroom

Electrical

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Has Garage
Attached Garage
Garage Spaces: 3
Parking Features: Asphalt, Attached, Driveway, Garage Door Opener, Workshop in Garage, Other

Interior

Virtual Tours
Virtual Tour Unbranded (External Link)

Bathroom Information
Bathrooms Total Integer: 3
Bathrooms Total Decimal: 3
Bathrooms Full: 3

Bedroom Information
Bedrooms Total: 3

Heating & Cooling
Has Heating
Cooling: Central Air, Heat Pump, Other
Heating: Forced Air, Heat Pump, Hot Water, Propane, Wood
Has Cooling

Interior Features
Interior Features: Breakfast Bar, Ceiling Fan(s), Double Vanity, Enclosed Toilet(s), Granite Counters, Kitchen Island, Linen Closet, Open Floorplan, Pantry, Primary Downstairs, Shower/Tub Combo, Soaking Tub, Solid Surface Counters, Tile Shower, Vaulted Ceiling(s), Walk-In Closet(s)
Fireplace Features: Gas, Great Room, Primary Bedroom, Wood Burning
Has Fireplace(s)
Appliances: Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Oven, Range, Refrigerator, Washer, Water Heater
Flooring: Hardwood, Tile
Accessibility Features: Accessible Bedroom, Accessible Closets, Accessible Doors, Accessible Entrance, Accessible Full Bath, Accessible Hallway(s), Accessible Kitchen

Other Rooms Information
Primary Bedroom
Office
Mud Room
Kitchen
Great Room
Eating Area
Dining Room
Basement: None

Exterior

Exterior Features
Roof: Composition
Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
Window Features: Double Pane Windows, Tinted Windows, Vinyl Frames, Wood Frames

Building Information
Year Built: 1996
Living Area: 2740.0
Building Area Total: 2740.0
Common Walls: No Common Walls
Levels: One
Construction Materials: Frame
Other Structures: Corral(s), Shed(s), Storage
Accessory Dwelling Unit YN: No
Foundation Details: Stemwall

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Audio Surveillance on Premises YN: No
Video Surveillance on Premises YN: No
Short Term Rental Permit YN: No

Land Information
Road Surface Type: Paved
Road Frontage Type: Private Access
Irrigation District: Swalley
Irrigation Source: District
Irrigation Water Rights YN: Yes
Easements Irrigation: Yes
Irrigation Water Rights Acres: 6.6

Lot Information
Lot Size Sq. Ft.: 326700.0
Lot Size Acres: 7.5
Lot Size Area: 7.5
Lot Features: Fenced, Landscaped, Native Plants, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear, Water Feature, Wooded
Lot Size Units: Acres
AdditionalParcelsYN: No
Easements Access: Yes
Zoning Description: MUA10

Financial

Tax Information
Tax Annual Amount: 5616.56
Tax Year: 2019
FIRPTA YN: No

Lease Information
Rented YN: No

Financing Information
Buyer Financing: Cash

Utilities

Utility Information
Water Source: Backflow Domestic, Cistern, Well
Sewer: Septic Tank, Standard Leach Field
Public Utilities
Easements Utilities: Yes

Location

HOA Information
Has Association
Association Fee: $1,600
Association Fee Frequency: Annually
Association Amenities: Snow Removal

School Information
Elementary School: North Star Elementary
Middle Or Junior School: Sky View Middle
High School: Mountain View Sr High

Community Information
CCR's YN: Yes

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,374
Stories: 1.0
Lot Size: 7.5 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Deschutes County
APN: 154887

Home facts updated by county records on Aug 13, 2026

Around this home

Schools

North Star Elementary

Public K-5 • Assigned • 2.9mi

8/10

Sky View Middle School

Public 6-8 • Assigned • 3.4mi

7/10

Mountain View Senior High School

Public 9-12 • Assigned • 5.6mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

5/10 Fire Factor

5% chance of being in a wildfire in next 30 years

3/10 Heat Factor

5 days above 91° expected this year, 12 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

10/10 Air Factor

21 unhealthy days expected this year, 24 days in 30 years

Provided by First Street

Historical weather

Bend, OR • 97703

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 11 hours in June and 2.4 hours in December, which is comparable to the U.S. average for solar exposure.

11 hrs

2.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.93M – $2.33M

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Nearby similar homes

NEW 34 HRS AGO3D WALKTHROUGH

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OPEN SEP 13, 12PM TO 2PM3D WALKTHROUGH

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NEW CONSTRUCTION

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3D WALKTHROUGH

$2,850,000

5 beds4 baths5,528 sq ft

20180 Winston Loop, Bend, OR 97703

NEW CONSTRUCTION

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Land— sq ft

64141 US 20, Bend, OR 97703

New listings for sale in 97703

NEW 7 HRS AGO

$1,249,000

3 beds3 baths2,811 sq ft

2530 NW Peoples Ct, Bend, OR 97703

NEW 8 HRS AGO3D WALKTHROUGH

$1,650,000

3 beds3 baths2,914 sq ft

2378 NW Wyeth Pl, Bend, OR 97703

OPEN SAT, 11AM TO 1PM

$1,585,000

4 beds2.5 baths2,549 sq ft

2215 NW High Lakes Loop, Bend, OR 97703

OPEN SAT, 12PM TO 1PM3D WALKTHROUGH

$1,295,000

3 beds2.5 baths2,870 sq ft

19052 NW Mt. Shasta Dr, Bend, OR 97703

NEW 29 HRS AGOVIDEO TOUR

$1,699,900

4 beds4 baths2,398 sq ft

1506 NW Awbrey Rd, Bend, OR 97703

Darryl Bodle • Keller Williams Realty Portland Premiere

OPEN SAT, 10AM TO 1PM3D WALKTHROUGH

$945,000

3 beds2.5 baths1,793 sq ft

1683 NW Lewis St, Bend, OR 97703

OPEN SAT, 1PM TO 3PM

$725,000

3 beds2.5 baths2,226 sq ft

20256 Halfway Rd, Bend, OR 97703

OPEN SAT, 12PM TO 3PM3D WALKTHROUGH

$1,890,000

4 beds3 baths2,364 sq ft

1964 NW 1st St, Bend, OR 97703

OPEN SAT, 11AM TO 1PM

$899,000

2 beds2 baths1,691 sq ft

770 NW Broken Arrow Rd, Bend, OR 97703

Home values near 20185 Winston Loop

Data from public records.

Address	Redfin Estimate
20160 Winston Ct, Bend, OR 3 Beds \| 4 Baths \| 3694 Sq. Ft.	$1,856,579
20150 Winston Loop, Bend, OR 4 Beds \| 4 Baths \| 4253 Sq. Ft.	$1,959,421

Address	Redfin Estimate
20110 Winston Loop, Bend, OR 4 Beds \| 3.5 Baths \| 4122 Sq. Ft.	$2,225,926
20100 Winston Loop, Bend, OR 3 Beds \| 2.5 Baths \| 2036 Sq. Ft.	$1,167,563

Address	Redfin Estimate
20120 Winston Loop, Bend, OR 3 Beds \| 2.5 Baths \| 3727 Sq. Ft.	$1,549,383
20101 Winston Loop, Bend, OR 5 Beds \| 3 Baths \| 3094 Sq. Ft.	$1,438,546

Property information provided by MLSCO when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 97703, OR

Sale history for 20185 Winston Loop

Tax history for 20185 Winston Loop

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 97703

Home values near 20185 Winston Loop

More real estate resources