20180 Winston Loop, Bend, OR

$2,850,000

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5

Beds

4

Baths

5,528

Square feet

7.46

Acres

About 20180 Winston Loop

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.

Features of 20180 Winston Loop

MLS® # 220222189
Price $2,850,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 5,528
Acres 7.46
Year Built 2000
Type Residential
Sub-Type Single Family Residence
Style Northwest, Traditional
Status Active

Community Information

Address 20180 Winston Loop
Subdivision Winston Ranch
City Bend
County Deschutes
State OR
Zip Code 97703

Amenities

Amenities Snow Removal
Parking Asphalt, Attached, Detached, Driveway, Garage Door Opener, RV Access/Parking, RV Garage, Tandem, Workshop in Garage
# of Garages 6
View Cascade Mountains, Panoramic, Territorial
Is Waterfront No

Interior

Interior 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)
Appliances Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Heating Electric, Forced Air, Heat Pump, Zoned
Cooling Central Air, Heat Pump, Zoned
Fireplace No
Fireplaces Great Room, Office, Propane
Stories Two

Exterior

Exterior Features Built-in Barbecue, RV Dump, RV Hookup
Lot Description Landscaped, Level, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear
Windows Double Pane Windows
Roof Tile
Construction Frame
Foundation Stemwall

School Information

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

Additional Information

Date Listed May 27th, 2026
Days on Market 95
Zoning MUA10
HOA Fees 395.08
HOA Fees Freq. Monthly

Listing Details

OfficeCascade Hasson SIR

Listing Map

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