What if your favorite getaway was home? Set above Lookingglass Creek with stunning views of Abacela Vineyard, this property offers the kind of lifestyle that's getting harder to find. Spend summer afternoons at your own swimming hole, grow fresh produce in the fenced garden and greenhouse, and enjoy the satisfaction of having water rights, irrigation, a K-line system, and pump already in place.The land is set up for living well and staying busy in all the best ways. A fantastic finished shop provides space for projects and hobbies, while the large carport with multiple storage rooms keeps equipment, toys, and tools organized. Covered RV parking with 50-amp service makes it easy to host visitors or keep your next adventure ready to roll.Whether you're raising kids who would rather explore a creek than stare at a screen, or you're looking for a property that supports gardening, traveling, creating, and enjoying the outdoors, this is a place that adapts to the way you want to live.Comfortable, functional, and surrounded by some of Douglas County's most beautiful scenery, this two-story ranch offers more than a home. It offers a reason to spend less time rushing and more time enjoying where you are.
Active
Price cut: $5K (8/25)
$680,000
411 Woodland Dr, Winston, OR 97496
4beds
2,240sqft
Residential, Single Family Residence
Built in 1968
6.32 Acres Lot
$-- Zestimate®
$304/sqft
$-- HOA
What's special
Swimming holeFenced garden and greenhouse
- 314 days
- 358
- 20
Zillow last checked:
Listing updated:
Listed by:
Nataly Mattox 541-580-2051,
RE/MAX Integrity
Source: RMLS (OR),MLS#: 289799981
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Laundry, Bedroom 4, Sun Room, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
Primary bedroom
- Features: Wallto Wall Carpet
- Level: Main
Bedroom 2
- Features: Wallto Wall Carpet
- Level: Main
Bedroom 3
- Features: Wallto Wall Carpet
- Level: Lower
Bedroom 4
- Features: French Doors, Wallto Wall Carpet
- Level: Lower
Dining room
- Features: Vinyl Floor
- Level: Main
Family room
- Features: Ceiling Fan, Pellet Stove, Wallto Wall Carpet
- Level: Lower
Kitchen
- Features: Vinyl Floor
- Level: Main
Living room
- Features: Wallto Wall Carpet, Wood Stove
- Level: Main
Heating
- Heat Pump
Cooling
- Heat Pump
Appliances
- Included: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Microwave, Washer/Dryer, Propane Water Heater
- Laundry: Laundry Room
Features
- Ceiling Fan(s), High Speed Internet
- Flooring: Vinyl, Wall to Wall Carpet
- Doors: French Doors
- Windows: Double Pane Windows, Vinyl Frames
- Basement: Daylight
- Number of fireplaces: 2
- Fireplace features: Pellet Stove, Stove, Wood Burning, Wood Burning Stove
Interior area
- Total structure area: 2,240
- Total interior livable area: 2,240 sqft
Property
Parking
- Total spaces: 2
- Parking features: Parking Pad, RV Access/Parking, RV Boat Storage, Detached
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Deck, Porch
- Exterior features: Dog Run, Garden, Raised Beds, RV Hookup
- Has spa: Yes
- Spa features: Free Standing Hot Tub
- Fencing: Cross Fenced,Fenced
- Has view: Yes
- View description: Mountain(s), Vineyard
- Waterfront features: Creek
- Body of water: Lookingglass Creek
Lot
- Size: 6.32 Acres
- Features: Gentle Sloping, Level, Pasture, Private, Acres 5 to 7
Details
- Additional structures: Barn, Greenhouse, RVHookup, RVBoatStorage, Workshop
- Additional parcels included: R39745,R143326
- Parcel number: R39721
- Zoning: FG FP
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Daylight Ranch
- Property subtype: Residential, Single Family Residence
Materials
- T111 Siding
- Foundation: Slab
- Roof: Composition
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1968
Utilities & green energy
- Gas: Propane
- Sewer: Septic Tank, Standard Septic
- Water: Public
- Utilities for property: Cable Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winston
Financial & listing details
- Price per square foot: $304/sqft
- Tax assessed value: $132,014
- Annual tax amount: $2,044
- Date on market: 10/31/2025
- Listing terms: Cash,Conventional,FHA,VA Loan
- Road surface type: Gravel, Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/25/2026 | Price change | $680,000-0.7%$304/sqft |
Source: | ||
| 6/9/2026 | Price change | $685,000-2.1%$306/sqft |
Source: | ||
| 3/26/2026 | Price change | $699,500-1.3%$312/sqft |
Source: | ||
| 2/19/2026 | Price change | $709,000-1.4%$317/sqft |
Source: | ||
| 10/31/2025 | Listed for sale | $719,000$321/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $719 +4.2% | $51,945 +3% |
| 2024 | $690 +2.6% | $50,453 +3% |
| 2023 | $673 +2.7% | $49,005 +3% |
| 2022 | $655 +2.4% | $47,598 +3% |
| 2021 | $640 +2.6% | $46,228 +3% |
| 2020 | $623 +2% | $44,883 +3% |
| 2019 | $611 +2.4% | $43,576 +3% |
| 2018 | $597 | $42,309 +3% |
| 2017 | $597 +4.7% | $41,060 +3% |
| 2016 | $570 | $39,882 +3% |
| 2015 | $570 +3.9% | $38,721 +3% |
| 2014 | $549 +244.4% | $37,594 +363.7% |
| 2003 | $159 | $8,107 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 97496
Nearby schools
Schools provided by the listing agent
- Elementary: Brockway
- Middle: Winston
- High: Douglas
Source: RMLS (OR). This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





