Active

Price cut: $100K (7/10)

$2,850,000

20180 Winston Loop, Bend, OR 97703

5beds

4baths

5,528sqft

$20,239/mo

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Single Family Residence

Built in 2000

7.46 Acres Lot

$2,696,700 Zestimate^®

$516/sqft

$395/mo HOA

What's special

Private movie theaterUpdated fixturesLarge walk-in closetPicture-perfect tubUnderground dog fenceGround-level primary suiteReworked primary ensuite

Set above downtown Tumalo on just over 7 acres, this legacy estate in Winston Ranch is the kind of property that rarely comes available. Mornings open to 180-degree Cascade Mountain views, afternoons unfold by the pool, and evenings settle into a private movie theater or the one-of-a-kind office and den wrapped in spectacular woodwork. Freshly updated throughout with new interior and exterior paint, hardwood flooring, new carpet, updated fixtures, and a reworked primary ensuite, the home feels both timeless and ready. The ground-level primary suite frames an incredible mountain view with a large walk-in closet, picture-perfect tub, and dual vanities, while cherry cabinetry and an open-concept kitchen and living space anchor everyday life. A finished shop with bathroom and workspace and a 44' RV bay deliver rare flexibility. HOA-managed underground irrigation, a 1-mile private loop, and an underground dog fence make country living effortless. Call for a private tour.

64 days

825

40

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 4

Heating

Electric, Forced Air, Heat Pump, Zoned

Cooling

Central Air, Heat Pump, Zoned

Appliances

Included: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer

Features

Breakfast Bar, Built-in Features, Ceiling Fan(s), Double Vanity, Dry Bar, Enclosed Toilet(s), Granite Counters, Kitchen Island, Linen Closet, Open Floorplan, Pantry, Primary Downstairs, Soaking Tub, Tile Counters, Tile Shower, Walk-In Closet(s)
Flooring: Carpet, Hardwood, Stone
Windows: Double Pane Windows
Has fireplace: Yes
Fireplace features: Great Room, Office, Propane
Common walls with other units/homes: No Common Walls

Interior area

Total structure area: 5,528
Total interior livable area: 5,528 sqft

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 6
Parking features: Asphalt, Attached, Detached, Driveway, Garage Door Opener, RV Access/Parking, RV Garage, Tandem, Workshop in Garage
Attached garage spaces: 6
Has uncovered spaces: Yes

Features

Levels: Two
Stories: 2
Patio & porch: Covered
Exterior features: Built-in Barbecue, RV Dump, RV Hookup
Has private pool: Yes
Pool features: Heated, In Ground, Pool Cover
Has view: Yes
View description: Mountain(s), Panoramic, Territorial

Lot

Size: 7.46 Acres
Features: Landscaped, Level, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear

Details

Additional structures: RV/Boat Storage, Second Garage, Storage, Workshop
Parcel number: 154885
Zoning description: MUA10
Special conditions: Standard
Horses can be raised: Yes

Construction

Type & style

Home type: SingleFamily
Architectural style: Northwest,Traditional
Property subtype: Single Family Residence

Materials

Frame
Foundation: Stemwall
Roof: Tile

Condition

New construction: No
Year built: 2000

Utilities & green energy

Sewer: Septic Tank, Standard Leach Field
Water: Well

Community & HOA

Community

Security: Carbon Monoxide Detector(s), Fire Sprinkler System, Security System Owned, Smoke Detector(s)
Subdivision: Winston Ranch

HOA

Has HOA: Yes
Amenities included: Snow Removal
HOA fee: $395 monthly

Location

Region: Bend

Financial & listing details

Price per square foot: $516/sqft
Tax assessed value: $2,884,350
Annual tax amount: $20,690
Date on market: 5/27/2026
Cumulative days on market: 64 days
Listing terms: Cash,Conventional
Has irrigation water rights: Yes
Road surface type: Paved

Estimated market value

$2,696,700

$2.56M - $2.83M

$7,861/mo

Price history

Date	Event	Price
7/10/2026	Price change	$2,850,000-3.4%$516/sqft
Source: Oregon Datashare #220222189 Report a problem
5/27/2026	Listed for sale	$2,950,000+9.3%$534/sqft
Source: Oregon Datashare #220222189 Report a problem
10/7/2025	Listing removed	$2,700,000$488/sqft
Source: Oregon Datashare #220206606 Report a problem
9/26/2025	Pending sale	$2,700,000$488/sqft
Source: Oregon Datashare #220206606 Report a problem
7/29/2025	Listed for sale	$2,700,000+5.9%$488/sqft
Source: Oregon Datashare #220206606 Report a problem
3/2/2022	Sold	$2,550,000-1.9%$461/sqft
Source: Public Record Report a problem
9/2/2021	Listing removed	--
Source: Oregon Datashare #220119471 Report a problem
7/19/2021	Price change	$2,600,000-1.9%$470/sqft
Source: Oregon Datashare #220119471 Report a problem
6/21/2021	Price change	$2,650,000-3.6%$479/sqft
Source: Oregon Datashare #220119471 Report a problem
4/2/2021	Listed for sale	$2,750,000+10%$497/sqft
Source: Oregon Datashare #220119471 Report a problem
10/6/2020	Listing removed	$2,500,000$452/sqft
Source: Bend River Realty Inc #220104452 Report a problem
7/8/2020	Listed for sale	$2,500,000+4.2%$452/sqft
Source: Bend River Realty Inc #220104452 Report a problem
10/13/2018	Listing removed	$2,399,999$434/sqft
Source: Bend River Realty Inc #201807153 Report a problem
7/12/2018	Listed for sale	$2,399,999$434/sqft
Source: Bend River Realty Inc #201807153 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$20,690 +4.5%	$1,381,260 +3%
2024	$19,795 +6.3%	$1,341,030 +6.9%
2023	$18,628 +6%	$1,254,380
2022	$17,573 +2.5%	$1,254,380 +6.1%
2021	$17,150	$1,182,380
2020	--	$1,182,380 +6.1%
2019	$15,735	$1,114,520
2018	$15,735 +3%	$1,114,520 +3%
2017	$15,275 +8.1%	$1,082,060 +3%
2016	$14,130	$1,050,550 +3%
2015	$14,130 +6.3%	$1,019,960 +3%
2014	$13,292	$990,260 +3%
2013	--	$961,420 +3%
2012	--	$933,420 +3%
2011	--	$906,240 +3%
2010	--	$879,850 +3%
2009	--	$854,230 +3%
2008	--	$829,350 -18.5%
2002	--	$1,017,470 +34.4%
2001	--	$756,835

Find assessor info on the county website

Monthly payment

Est. payment

Payment breakdown

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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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Climate risks

Neighborhood: 97703

Getting around

0 / 100

Car-Dependent

0 / 100

No Nearby Transit

24 / 100

Somewhat Bikeable

Nearby schools

GreatSchools rating

8/10
North Star Elementary
Grades: K-5Distance: 2.9 mi
7/10
Sky View Middle School
Grades: 6-8Distance: 3.5 mi
7/10
Mountain View Senior High School
Grades: 9-12Distance: 5.7 mi

Schools provided by the listing agent

Elementary: North Star Elementary
Middle: Sky View Middle
High: Mountain View Sr High

Source: Oregon Datashare. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.