Central Oregon Homes, Land & Acreage for Sale

20180 Winston Loop, Bend, OR 97703

$2,850,000

Amazing setting right above downtown Tumalo!

Virtual Tour

https://www.zillow.com/view-imx/45b1d706-bdb7-449d-bb78-9b506448c5ad?wl=true&setAttribution=mls&initialViewType=pano

Freshly painted home interior and exterior with stained front door and new glass!

Tucked in the corner with great views of the back living space

Open concept Kitchen with seating for Four!

Beautiful views of the Cascade Mountains, Pool and backyard living area

Wet bar between the kitchen and dining area

Primary Bedroom with access to the main patio/living area

Ideal space for watching a movie or ball game!

Views Looking East over the pool and property!

Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 5,528 Lot Size (sq. ft.): 324,958 Status: Active

Current Price: $2,850,000 List Date: 5/27/2026 Last Modified: 8/30/2026

Overview

Description

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.

Listing Details MLS# 220222189

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 5
Bathrooms Total: 4
Bathrooms Full: 4
Garage YN: Yes
Garage Spaces: 6
Total Living Area SqFt: 5528
Main House SqFt: 5528
SqFt Source: Assessor
Year Built: 2000
Accessory Dwelling Unit YN: No
Rented YN: No
Short Term Rental Permit YN: No
New Construction YN: No
Elementary School: North Star Elementary
Middle Or Junior School: Sky View Middle
High School: Mountain View Sr High
Zoning: MUA10
Tax Annual Amount: 20690.17
Tax Year: 2025
Potential Tax Liability YN: No
Irrigation Water Rights YN: Yes
Irrigation Water Rights Acres: 6.4
Irrigation District: Swalley
CC&R's YN: Yes
Association YN: Yes
Association Fee: 395.08
Association Fee Frequency: Monthly
Senior Community YN: No
Horse Property YN: Yes
Preferred Escrow Company & Officer: First American Title - Sabrina Norton
FIRPTA YN: No
Sign On Property YN: Yes

Property Features

Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Architectural Style: Northwest; Traditional Common Walls: No Common Walls Construction Materials: Frame Cooling: Central Air; Heat Pump; Zoned Fireplace Features: Great Room; Office; Propane Flooring: Carpet; Hardwood; Stone Foundation Details: Stemwall Heating: Electric; Forced Air; Heat Pump; Zoned 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 Roof: Tile Rooms: Bonus Room; Dining Room; Eating Area; Great Room; Kitchen; Laundry; Living Room; Media Room; Office; Primary Bedroom Security Features: Carbon Monoxide Detector(s); Fire Sprinkler System; Security System Owned; Smoke Detector(s) Window Features: Double Pane Windows Easements: Irrigation Exterior Features: Built-in Barbecue; RV Dump; RV Hookup Irrigation Source: District Lot Features: Landscaped; Level; Pasture; Sprinkler Timer(s); Sprinklers In Front; Sprinklers In Rear Other Structures: RV/Boat Storage; Second Garage; Storage; Workshop Parking Features: Asphalt; Attached; Detached; Driveway; Garage Door Opener; RV Access/Parking; RV Garage; Tandem; Workshop in Garage Patio and Porch Features: Covered Pool Features: Heated; In Ground; Pool Cover Road Frontage Type: Private Access Road Surface Type: Paved View: Cascade Mountains; Panoramic; Territorial Utilities: Electricity Connected; Propane Association Amenities: Snow Removal Power Production: None Sewer: Septic Tank; Standard Leach Field Water Source: Well Listing Terms: Cash; Conventional Special Listing Conditions: Standard

Location Tax and Legal

Street Number: 20180
Street Name: Winston
Street Suffix: Loop
County: Deschutes
State: OR
Postal Code: 97703
Subdivision Name: Winston Ranch

Contract Information

Original List Price: 2950000
List Price per SqFt: 515.56
Listing Contract Date: 2026-05-27

Remarks and Miscellaneous

Public Remarks: 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.

Status Change Information

Status Change Timestamp: 2026-05-27

More Information

Documents

Listing Office: Cascade Hasson SIR

Last Updated: August - 30 - 2026

Information deemed reliable but not guaranteed.