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.
Active
Price cut: $100K (7/10)
$2,850,000
20180 Winston Loop, Bend, OR 97703
5beds
4baths
5,528sqft
Single Family Residence
Built in 2000
7.46 Acres Lot
$2,696,100 Zestimate®
$516/sqft
$395/mo HOA
What's special
Private movie theaterUpdated fixturesLarge walk-in closetPicture-perfect tubUnderground dog fenceGround-level primary suiteReworked primary ensuite
- 110 days
- 769
- 47
Zillow last checked:
Listing updated:
Listed by:
Cascade Hasson SIR 541-383-7600
Source: Oregon Datashare,MLS#: 220222189
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
Heating
- Electric, Forced Air, Heat Pump, Zoned
Cooling
- Central Air, Heat Pump, Zoned
Appliances
- Included: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
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)
- Flooring: Carpet, Hardwood, Stone
- Windows: Double Pane Windows
- Has fireplace: Yes
- Fireplace features: Great Room, Office, Propane
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 5,528
- Total interior livable area: 5,528 sqft
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Asphalt, Attached, Detached, Driveway, Garage Door Opener, RV Access/Parking, RV Garage, Tandem, Workshop in Garage
- Attached garage spaces: 6
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered
- Exterior features: Built-in Barbecue, RV Dump, RV Hookup
- Has private pool: Yes
- Pool features: Heated, In Ground, Pool Cover
- Has view: Yes
- View description: Mountain(s), Panoramic, Territorial
Lot
- Size: 7.46 Acres
- Features: Landscaped, Level, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear
Details
- Additional structures: RV/Boat Storage, Second Garage, Storage, Workshop
- Parcel number: 154885
- Zoning description: MUA10
- Special conditions: Standard
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Northwest,Traditional
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stemwall
- Roof: Tile
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Septic Tank, Standard Leach Field
- Water: Well
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Fire Sprinkler System, Security System Owned, Smoke Detector(s)
- Subdivision: Winston Ranch
HOA
- Has HOA: Yes
- Amenities included: Snow Removal
- HOA fee: $395 monthly
Location
- Region: Bend
Financial & listing details
- Price per square foot: $516/sqft
- Tax assessed value: $2,884,350
- Annual tax amount: $20,690
- Date on market: 5/27/2026
- Cumulative days on market: 110 days
- Listing terms: Cash,Conventional
- Has irrigation water rights: Yes
- Road surface type: Paved
Estimated market value
$2,696,100
$2.56M - $2.83M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/10/2026 | Price change | $2,850,000-3.4%$516/sqft |
Source:  Oregon Datashare #220222189 Report a problem | ||
| 5/27/2026 | Listed for sale | $2,950,000+9.3%$534/sqft |
Source: Oregon Datashare #220222189 Report a problem | ||
| 10/7/2025 | Listing removed | $2,700,000$488/sqft |
Source: Oregon Datashare #220206606 Report a problem | ||
| 9/26/2025 | Pending sale | $2,700,000$488/sqft |
Source: Oregon Datashare #220206606 Report a problem | ||
| 7/29/2025 | Listed for sale | $2,700,000+5.9%$488/sqft |
Source: Oregon Datashare #220206606 Report a problem | ||
| 3/2/2022 | Sold | $2,550,000-1.9%$461/sqft |
Source: Public Record Report a problem | ||
| 9/2/2021 | Listing removed | -- |
Source: Oregon Datashare #220119471 Report a problem | ||
| 7/19/2021 | Price change | $2,600,000-1.9%$470/sqft |
Source: Oregon Datashare #220119471 Report a problem | ||
| 6/21/2021 | Price change | $2,650,000-3.6%$479/sqft |
Source: Oregon Datashare #220119471 Report a problem | ||
| 4/2/2021 | Listed for sale | $2,750,000+10%$497/sqft |
Source: Oregon Datashare #220119471 Report a problem | ||
| 10/6/2020 | Listing removed | $2,500,000$452/sqft |
Source: Bend River Realty Inc #220104452 Report a problem | ||
| 7/8/2020 | Listed for sale | $2,500,000+4.2%$452/sqft |
Source: Bend River Realty Inc #220104452 Report a problem | ||
| 10/13/2018 | Listing removed | $2,399,999$434/sqft |
Source: Bend River Realty Inc #201807153 Report a problem | ||
| 7/12/2018 | Listed for sale | $2,399,999$434/sqft |
Source: Bend River Realty Inc #201807153 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,690 +4.5% | $1,381,260 +3% |
| 2024 | $19,795 +6.3% | $1,341,030 +6.9% |
| 2023 | $18,628 +6% | $1,254,380 |
| 2022 | $17,573 +2.5% | $1,254,380 +6.1% |
| 2021 | $17,150 | $1,182,380 |
| 2020 | -- | $1,182,380 +6.1% |
| 2019 | $15,735 | $1,114,520 |
| 2018 | $15,735 +3% | $1,114,520 +3% |
| 2017 | $15,275 +8.1% | $1,082,060 +3% |
| 2016 | $14,130 | $1,050,550 +3% |
| 2015 | $14,130 +6.3% | $1,019,960 +3% |
| 2014 | $13,292 | $990,260 +3% |
| 2013 | -- | $961,420 +3% |
| 2012 | -- | $933,420 +3% |
| 2011 | -- | $906,240 +3% |
| 2010 | -- | $879,850 +3% |
| 2009 | -- | $854,230 +3% |
| 2008 | -- | $829,350 -18.5% |
| 2002 | -- | $1,017,470 +34.4% |
| 2001 | -- | $756,835 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 97703
Nearby schools
Schools provided by the listing agent
- Elementary: North Star Elementary
- Middle: Sky View Middle
- High: Mountain View Sr High
Source: Oregon Datashare. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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