Escape to the peace and beauty of rural Oregon with this beautifully remodeled country retreat set on 5.4 usable acres of fenced pastureland. Offering the perfect blend of modern comfort and small-acreage functionality, this stunning single-level home features 2,722 sq. ft. with 3 bedrooms, 3 full baths, and a versatile flex space ideal for a home office or hobby room. Each bedroom includes its own walk-in closet, providing exceptional storage and comfort throughout the
home. Thoughtfully updated throughout, the home combines spacious living with warm country charm, while expansive windows frame serene valley and mountain views from nearly every angle. The attached garage and one-level layout provide convenience and easy living. Outside, the property is ready for your hobby farm or equestrian lifestyle with a large barn complete with workspace, tack rooms, and 3 horse stalls, plus room to expand additional stalls or barn storage. Multiple fenced pastures and two chicken coops.
Active
$735,000
9114 Old Highway 99 S, Winston, OR 97496
3beds
3baths
2,722sqft
Single Family Residence
Built in 1949
5.4 Acres Lot
$705,200 Zestimate®
$270/sqft
$-- HOA
What's special
- 132 days
- 271
- 16
Zillow last checked:
Listing updated:
Listed by:
Umpqua Legacy Realty LLC 541-760-9800
Source: Oregon Datashare,MLS#: 220221549
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
Heating
- Heat Pump
Cooling
- Heat Pump
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator, Water Heater
Features
- Flooring: Carpet, Laminate, Tile
- Windows: Double Pane Windows, Vinyl Frames
- Basement: None
- Has fireplace: Yes
- Fireplace features: Wood Burning
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 2,722
- Total interior livable area: 2,722 sqft
Property
Parking
- Total spaces: 2
- Parking features: Asphalt, Driveway, Garage Door Opener, Storage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Full Bath
Features
- Levels: One
- Stories: 1
- Fencing: Fenced
- Has view: Yes
- View description: Mountain(s), Panoramic, Valley
Lot
- Size: 5.4 Acres
- Features: Level, Native Plants, Pasture, Sloped
Details
- Additional structures: Animal Stall(s), Barn(s), Poultry Coop, RV/Boat Storage, Stable(s), Storage, Workshop
- Additional parcels included: R43169 R43097
- Parcel number: R42993
- Zoning description: FF
- Special conditions: Standard
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Concrete, Frame
- Foundation: Concrete Perimeter
- Roof: Composition
Condition
- New construction: No
- Year built: 1949
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Security: Smoke Detector(s)
HOA
- Has HOA: No
Location
- Region: Winston
Financial & listing details
- Price per square foot: $270/sqft
- Tax assessed value: $675,865
- Annual tax amount: $5,002
- Date on market: 5/17/2026
- Cumulative days on market: 132 days
- Listing terms: Cash,Conventional,VA Loan
- Road surface type: Paved
Estimated market value
$705,200
$670,000 - $740,000
$2,633/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/6/2026 | Price change | $735,000-6.4%$270/sqft |
Source:  RMLS (OR) #177934538 Report a problem | ||
| 5/17/2026 | Listed for sale | $785,000+201.9%$288/sqft |
Source:  Oregon Datashare #220221549 Report a problem | ||
| 1/9/2007 | Sold | $260,000$96/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,910 +2.9% | $397,710 +3% |
| 2024 | $4,774 +2.9% | $386,127 +3% |
| 2023 | $4,640 +3.1% | $374,881 +3% |
| 2022 | $4,501 +2.7% | $363,963 +3% |
| 2021 | $4,383 +3% | $353,363 +3% |
| 2020 | $4,257 +2.2% | $343,071 +3% |
| 2019 | $4,164 +2.7% | $333,079 +3% |
| 2018 | $4,055 | $323,378 +3% |
| 2017 | $4,055 +5.3% | $313,960 +3% |
| 2016 | $3,850 | $304,816 +3% |
| 2015 | $3,850 +4.5% | $295,938 +3% |
| 2014 | $3,686 | $287,319 +3% |
| 2013 | $3,686 +8% | $278,951 +3% |
| 2012 | $3,411 +2.1% | $270,827 +3% |
| 2011 | $3,341 +2.8% | $262,939 +3% |
| 2010 | $3,252 +4.2% | $255,281 +3% |
| 2009 | $3,122 +3.2% | $247,846 +3% |
| 2008 | $3,025 +42.8% | $240,628 +41.8% |
| 2007 | $2,119 +2.5% | $169,668 +3% |
| 2006 | $2,067 +3.1% | $164,727 +3% |
| 2005 | $2,005 +4.4% | $159,930 +6.1% |
| 2003 | $1,921 +2.8% | $150,750 +3% |
| 2002 | $1,868 | $146,360 |
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: 97496
Nearby schools
Schools provided by the listing agent
- Elementary: McGovern Elem
- Middle: Winston Middle
- High: Douglas 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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