20180 Winston Loop, Bend, OR 97703
Local realty services provided by:CENTURY 21 Showcase Realtors®, Inc.
Listed by: betsey leever little
Office: cascade hasson sir
MLS#:220222189
Source:OR_SOMLS
Price summary
- Price:$2,950,000
- Price per sq. ft.:$533.65
- Monthly HOA dues:$395
About this home

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.
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Home facts
- Year built:2000
- Listing ID #:220222189
- Added:12 day(s) ago
- Updated:June 09, 2026 at 02:37 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Carpet, Hardwood, Stone
- Bathrooms Description:Double Vanity, Enclosed Toilet(s), Soaking Tub, Tile Shower
- Kitchen Description:Dishwasher, Microwave, Oven, Range, Refrigerator
- Bedroom Description:Primary Downstairs
- Living area:5,528 sq. ft.
Heating and cooling
- Cooling:Central Air, Heat Pump, Zoned
- Heating:Electric, Forced Air, Heat Pump, Zoned
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:2000
- Building area:5,528 sq. ft.
- Lot area:7.46 Acres
- Lot Features:Landscaped, Level, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear
- Architectural Style:Northwest, Traditional
- Construction Materials:Frame
- Exterior Features:RV Dump, RV Hookup
- Foundation Description:Stemwall
- Levels:2 Story
Schools
- High school:Mountain View Sr High
- Middle school:Sky View Middle
- Elementary school:North Star Elementary
Utilities
- Water:Well
- Sewer:Septic Tank, Standard Leach Field
Finances and disclosures
- Price:$2,950,000
- Price per sq. ft.:$533.65
- Tax amount:$20,690 (2025)
Features and amenities
- Appliances:Dishwasher, Microwave, Oven, Range, Refrigerator, Washer
Parking
- Parking description:Asphalt, Attached, Detached, Driveway, Garage Door Opener, RV Access/Parking, RV Garage, Tandem
- Garage:Yes
- Garage spaces:6
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