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$2,950,000
New Listing

20180 Winston Loop
Bend, OR 97703

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
5,528
SqFt
$534
/SqFt
2000
Built
Subdivision:
Winston Ranch
County:
Deschutes

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: (541)280-2363
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(541)280-2363
20180 Winston Loop20180 Winston Loop20180 Winston Loop20180 Winston Loop
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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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Listing Snapshot
Price 
$2,950,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,528 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
7.46 Acres
Year Built 
2000
MLS® Number 
220222189
Status 
Active
Property Tax 
$20,690.17
HOA/Condo/Coop Fees 
$395.08 monthly
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
an hour agoListing first seen on site
an hour agoListing updated with changes from the MLS®
General Features
Acres 
7.46
Attached Garage 
Yes
Cross Street 
Tumalo Road
Garage 
Yes
Garage Spaces 
6
Levels 
Two
Parking 
AsphaltAttachedDetachedDrivewayGarage Door OpenerRV Access/ParkingRV GarageTandemWorkshop in Garage
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Fire Sprinkler SystemSecurity System OwnedSmoke Detector(s)
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Total 
5528
Style 
NorthwestTraditional
Water Source 
PrivateWell
Zoning 
MUA10
Interior Features
Appliances 
DishwasherDryerMicrowaveOvenRangeRefrigeratorWasher
Cooling 
Ceiling Fan(s)Central AirHeat PumpZoned
Fireplace 
Yes
Fireplace Features 
Great RoomPropane
Flooring 
CarpetHardwoodStone
Heating 
ElectricForced AirHeat PumpZoned
Interior 
BarBreakfast BarBuilt-in FeaturesCeiling Fan(s)Double VanityDry BarGranite CountersKitchen IslandOpen FloorplanPantrySoaking TubTile CountersWalk-In Closet(s)
Window Features 
Double Pane Windows
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Exterior Features
Construction Details 
StoneFrame
Exterior 
BarbecueBuilt-in BarbecueRV Hookup
Lot Features 
LandscapedLevelPastureSprinklers In FrontSprinklers In Rear
Other Structures 
RV/Boat StorageSecond GarageStorageWorkshop
Patio And Porch 
Covered
Pool Features 
HeatedIn GroundPool Cover
Roof 
Tile
View 
Mountain(s)PanoramicTerritorial
Waterview 
Mountain(s)PanoramicTerritorial
Windows/Doors 
Double Pane Windows
Community Features
Association Amenities 
Snow Removal
Association Dues 
395.08
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Monthly
Horse Allowed 
Yes
Roads 
Paved
Schools
School District
Unknown
Elementary School
North Star Elementary
Middle School
Sky View Middle
High School
Mountain View Sr High
Listing courtesy of Cascade Hasson SIR



© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Cascade Hasson SIR are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. Data Services by Constellation Data Labs.

This content last updated on 2026-05-27 12:21 PM PDT. Some properties which appear for sale on this website may subsequently have sold or may no longer be available. Source: Oregon Datashare.

Neighborhood & Commute
Source: Walkscore
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