20180 Winston Loop, Bend, OR 97703

Bend
Local realty services provided by:Better Homes and Gardens Real Estate Equinox
20180 Winston Loop,Bend, OR 97703
$2,725,000
Virtual Tour
  • 5 Beds
  • 4 Baths
  • 5,528 sq. ft.
  • Single family
  • Active
Listed by: betsey leever little
Office: cascade hasson sir
MLS#:220222189
Source:OR_SOMLS

Price summary

  • Price:$2,725,000
  • Price per sq. ft.:$492.95
  • 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
  • Subdivision & Development:Winston Ranch
  • Listing ID #:220222189
  • Added:167 day(s) ago
  • Updated:November 11, 2026 at 03:46 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:$2,725,000
  • Price per sq. ft.:$492.95
  • Tax amount:$21,264 (2026)

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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