Listing provided courtesy of Cascade Hasson SIR- MLS# 220222189MLS Provider

20180 Winston LoopBend, OR 97703

Single Family · 5 Beds · 4 Full Baths · 5,528 Sq. ft. | 7.46 Acres
$2,950,000 Active

20180 Winston Loop Overview

Time on Site:
33 days
Visits:
11

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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20180 Winston Loop Facts & Features

  • Type Single Family
  • Sq. ft. 5,528
  • Price/Sq.ft. $534
  • Lot 7.46 Acres

Details

General

Association/HOA

  • Association Amenities: Snow Removal
  • Association Fee: 395.08
  • Association Fee Frequency: Monthly
  • Association: true

School Information

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

Building Information

  • New Construction: false
  • Year Built: 2000

Location/Region

  • County Or Parish: Deschutes
  • Subdivision Name: Winston Ranch

Tax Information

  • Tax Annual Amount: 20690.17
  • Tax Year: 2025

General Information

  • Listing Terms: Cash,Conventional
  • Parcel Number: 154885
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: false
  • Special Listing Conditions: Standard

Interior

Parking Information

  • Garage Spaces: 6.0
  • Garage: true

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 0
  • Bathrooms Total: 4
  • Bedrooms Total: 5

Building Interior

  • Building Area Total: 5528.0

General Information

  • Appliances: Dishwasher,Dryer,Microwave,Oven,Range,Refrigerator,Washer
  • Common Walls: No Common Walls
  • Fireplace Features: Great Room,Office,Propane
  • Fireplace: true
  • Flooring: Carpet,Hardwood,Stone
  • Foundation Details: Stemwall
  • 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)
  • Levels: Two
  • Living Area: 5528.0
  • Living Area Source: Assessor
  • Security Features: Carbon Monoxide Detector(s),Fire Sprinkler System,Security System Owned,Smoke Detector(s)
  • Window Features: Double Pane Windows

Exterior

Parking Information

  • Parking Features: Asphalt,Attached,Detached,Driveway,Garage Door Opener,RV Access/Parking,RV Garage,Tandem,Workshop in Garage

Lot Information

  • Additional Parcels: false
  • Irrigation Source: District
  • Irrigation Water Rights Acres: 6.4
  • Irrigation Water Rights: true
  • Lot Features: Landscaped,Level,Pasture,Sprinkler Timer(s),Sprinklers In Front,Sprinklers In Rear
  • Lot Size Acres: 7.46
  • Lot Size Area: 7.46
  • Lot Size Square Feet: 324957.6
  • Lot Size Units: Acres
  • Road Surface Type: Paved
  • Water Source: Well

Waterfront/View

  • View: Cascade Mountains,Panoramic,Territorial

Building Exterior/Construction

  • Architectural Style: Northwest,Traditional
  • Attached Garage: true
  • Construction Materials: Frame
  • Roof: Tile

General Information

  • Exterior Features: Built-in Barbecue,RV Dump,RV Hookup
  • Horse: true
  • Other Structures: RV/Boat Storage,Second Garage,Storage,Workshop
  • Road Frontage Type: Private Access
  • Sewer: Septic Tank,Standard Leach Field

20180 Winston Loop Neighborhood

Community

97703 (Bend) Demographics

Median Age
Population Density (per sq. mile)
College Educated
Estimated Median Income
Estimated Total Home Owners
Estimated Total Renters
/
Estimated Owner / Renter Divide
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

20180 Winston Loop Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

20180 Winston Loop Market Data

Based on the last 30 days in this zip code

$1,433,546
Average List Price
$564
Average Price per Square Foot
75
Properties Sold
107
Average Days on Market
376
Properties for Sale
Calculations provided by Reliance Network

20180 Winston Loop History

Date Event Value Agent
5/27/2026Source: Oregon Datashare Added to Database
May 27, 2026