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20180 Winston Loop, Bend, OR 97703

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For Sale
Sale Pending

$2,700,000

6 beds • 4 baths • 6,028 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • $447.91
    Price per square foot

  • 21-30 Years Old
    Age

Explore this Property

Rare opportunity to own a legacy estate in Winston Ranch before it's withdrawn for renovation and re-listed in 2026. Offering stunning 180-degree views of the Cascade Mountains, this spacious home features a solar and gas-heated pool with power cover, fenced backyard, private movie theater, two wet bars, cherry cabinetry, a richly paneled den, and dual refrigerators and dishwashers. Additional highlights include a separate guest apartment, finished shop, expansive insulated attic storage, a large covered deck, impressive garage space--including a 44' motorhome bay with hookups, plus tandem garages. Enjoy the peace and tranquility of country living without the work: underground irrigation is conveniently managed by the HOA. Enjoy peaceful walks or bike rides with big mountain views along the 1-mile private loop. Underground dog fence. Located in a private community perched above Tumalo, this is truly a one-of-a-kind offering.
MLS# 220206606

Courtesy Of Engel & Voelkers Bend

(541) 350-8256

Property Features

  • Age
    21-30 Years Old
  • Amenities
    Wet Bar
  • Appliances
    Cooktop, Dishwasher, Dryer, Garbage Disposer, Microwave, Refrigerator, Washer
  • Architecture Style
    Other
  • Floor Covering
    Carpet, Hardwood, Tile
  • Heating System
    Forced Air
  • Lot Size
    7.46 Acres
  • Roof Type
    Tile
  • Rooms
    Bonus Room, Dining Room, Family Room, Great Room, Kitchen, Living Room, Loft, Media Room, Office
  • View Type
    Mountain, Panorama, Territorial

Map and Directions

Directions to 20180 Winston Loop, Bend, OR 97703

Home seller CENTURY 21 North Homes Realty

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 North Homes Realty

(541) 593-8688
Learn More About Us

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Monthly Payment Breakdown

  • Principle and Interest
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  • Property Taxes
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  • Hazard Insurance
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  • Private Mortgage Insurance
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  • HOA Dues
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Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

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Copyright © 2025 MLS of Central Oregon. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.