

9114 Old Highway 99 SWinston, OR 97496
Single Family · 3 Beds · 3 Full Baths · 2,722 Sq. ft. | 5.40 Acres9114 Old Highway 99 S Overview
- Time on Site:
- 43 days
- Visits:
- 3
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 make this property ideal for animals, gardening, or sustainable country living. The level acreage offers outstanding usability while maintaining a peaceful, private setting with sweeping valley and mountain views. Whether you're dreaming of horses, homesteading, or simply enjoying the quiet beauty of rural Oregon, this turnkey property offers the space, flexibility, and lifestyle opportunities you've been waiting for.
9114 Old Highway 99 S Facts & Features
- Type Single Family
- Sq. ft. 2,722
- Price/Sq.ft. $270
- Lot 5.40 Acres
Details
General
School Information
- Elementary School: McGovern
- Middle Or Junior School: Winston
- High School: Douglas
Building Information
- Year Built: 1949
Location/Region
- Country: US
- County Or Parish: Douglas
- MLS Area Major: 257 - Douglas Co: Winston/southwest of Roseburg
Tax Information
- Tax Annual Amount: 5002.05
- Tax Year: 2025
General Information
- Disclosures: Disclosure
- Listing Terms: Cash,Conventional,VA Loan
- Parcel Number: R42993
- Property Condition: Updated/Remodeled
- Property Sub Type: Single Family Residence
- Property Type: Residential
- Zoning: FF
Interior
Parking Information
- Garage Spaces: 2.0
Beds/Baths
- Bathrooms Full: 3
- Bathrooms Partial: 0
- Bathrooms Total: 3
- Bedrooms Total: 3
Building Interior
- Building Area Total: 2722.0
General Information
- Accessibility Features: Garage on Main,Minimal Steps,One Level,Utility Room On Main,Walk-in Shower
- Appliances: Dishwasher,Free-Standing Range,Free-Standing Refrigerator,Microwave,Pantry,Solid Surface Countertop
- Basement: Crawl Space
- Cooling: Heat Pump
- Fireplace Features: Wood Burning
- Fireplaces Total: 1
- Foundation Details: Concrete Perimeter
- Heating: Heat Pump
- Interior Features: Ceiling Fan(s),Garage Door Opener,High Speed Internet,Laminate Flooring,Laundry,Tile Floor,Wall to Wall Carpet
- Security Features: Unknown
- Stories: 1
- Window Features: Double Pane Windows,Vinyl Frames
Exterior
Parking Information
- Parking Features: Driveway,RV Access/Parking
- Parking Total: 2.0
Lot Information
- Lot Features: Gentle Sloping,Level,Pasture,Private,Private Road,Seasonal
- Lot Size Acres: 5.4
- Lot Size Square Feet: 235224.0
- Road Surface Type: Paved
- Water Source: Public Water
Building Exterior/Construction
- Architectural Style: Ranch
- Roof: Composition
General Information
- Exterior Features: Barn(s),Fenced,Outbuilding,Poultry Coop,RV/Boat Storage,Workshop,Yard
- Sewer: Standard Septic
9114 Old Highway 99 S Neighborhood
Community
97432 (Dillard) Demographics
Schools
School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.9114 Old Highway 99 S Monthly Cost
9114 Old Highway 99 S Market Data
Based on the last 30 days in this zip code
9114 Old Highway 99 S History
| Date | Value | Agent |
|---|---|---|
| 6/6/2026Source: Oregon Datashare | $735,000 -6.4% |
|
| 6/6/2026Source: Regional MLS | $735,000 -6.4% |
|
| 5/17/2026Source: Oregon Datashare | May 17, 2026 |
|
| 5/17/2026Source: Regional MLS | May 17, 2026 |