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
$2,950,000
20180 Winston Loop, Bend, OR 97703
5beds
4baths
5,528sqft
Single Family Residence
Built in 2000
7.46 Acres Lot
$2,758,800 Zestimate®
$534/sqft
$395/mo HOA
What's special
Private movie theaterUpdated fixturesLarge walk-in closetPicture-perfect tubUnderground dog fenceGround-level primary suiteReworked primary ensuite
- 16 days |
- 848 |
- 49 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Cascade Hasson SIR 541-383-7600
Source: Oregon Datashare,MLS#: 220222189
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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: $534/sqft
- Tax assessed value: $2,884,350
- Annual tax amount: $20,690
- Date on market: 5/27/2026
- Cumulative days on market: 17 days
- Listing terms: Cash,Conventional
- Has irrigation water rights: Yes
- Road surface type: Paved
Estimated market value
$2,758,800
$2.62M - $2.90M
$7,861/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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 | -- | $756,835 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 97703
Nearby schools
GreatSchools rating
- 8/10North Star ElementaryGrades: K-5Distance: 2.9 mi
- 7/10Sky View Middle SchoolGrades: 6-8Distance: 3.5 mi
- 7/10Mountain View Senior High SchoolGrades: 9-12Distance: 5.7 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Oregon
- Deschutes County
- Bend
- 97703
- 20180 Winston Loop
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