

500 WINSTON SECTION RDWinston, OR 97496
Single Family · 4 Beds · 2 Full Baths · 3,746 Sq. ft. | 1.12 Acres500 WINSTON SECTION RD Overview
- Time on Site:
- 60 days
- Visits:
- 0
Step back in time without sacrificing modern convenience in this breathtaking 1910 Craftsman home. Nestled among lush orchards & located directly next door to the iconic Brosi Farmstand & Bakery, this estate offers a lifestyle defined by heritage, craftsmanship, & natural beauty. Every inch of this well-maintained home celebrates the Craftsman era, featuring original woodwork, hardwood floors, hand-troweled ceilings, & period light fixtures. The grand entrance features front sitting rooms on both sides, one with a fireplace. Off the hallway is a cozy library/TV room with a fireplace & charming window seat. Choose between the formal dining room for elegant gatherings or the secondary sunlit dining space for casual mornings. The spacious kitchen features a center island & flows into the laundry room equipped with folding station, sink, & outdoor access. The home offers 4 bedrooms & 2 bathrooms, including a primary bedroom with its own fireplace. Upstairs has a large open landing that leads to a secondary sitting room with private balcony overlooking the front yard & orchards. There's a dedicated office with serene mountain & orchard views. The grounds are designed for both utility & grand-scale entertaining with a historic barn repurposed for weddings, parties, or a gallery. The 3-car garage & ADU includes an attached guest suite, perfect for a high-end Airbnb or multi-generational living. Also included are a large garden shed, storage shed, & woodshed. A circle drive provides ample parking, with gated entrances (one automatic) for secure backyard access. Landscaping includes a built-in sprinkler system & features flower gardens, a tranquil fountain, grape arbor, & boasts 2 apple, 2 cherry, & 1 walnut tree. Relax on the spacious front porch or enjoy the screened-in back porch for bug-free summer evenings. Experience the legacy of one of the area's most distinguished historical homes-offering all the charm of the past without the restrictions of a historical registry.
500 WINSTON SECTION RD Facts & Features
- Type Single Family
- Sq. ft. 3,746
- Price/Sq.ft. $207
- Lot 1.12 Acres
Details
General
School Information
- Elementary School: Brockway
- Middle Or Junior School: Winston
- High School: Douglas
Building Information
- Year Built: 1910
Location/Region
- Country: US
- County Or Parish: Douglas
- MLS Area Major: 257 - Douglas Co: Winston/southwest of Roseburg
Tax Information
- Tax Annual Amount: 4087.64
- Tax Year: 2025
General Information
- Disclosures: Disclosure
- Listing Terms: Cash,Conventional,Other
- Parcel Number: R38697
- Property Condition: Resale
- Property Sub Type: Single Family Residence
- Property Type: Residential
- Zoning: F1
Interior
Parking Information
- Garage Spaces: 3.0
Beds/Baths
- Bathrooms Full: 2
- Bathrooms Partial: 0
- Bathrooms Total: 2
- Bedrooms Total: 4
Building Interior
- Building Area Total: 3746.0
General Information
- Appliances: Dishwasher,Disposal,Free-Standing Gas Range,Free-Standing Refrigerator,Instant Hot Water,Island,Range Hood,Stainless Steel Appliance(s)
- Basement: Daylight,Full Basement,Other
- Cooling: None
- Fireplace Features: Gas,Wood Burning
- Fireplaces Total: 3
- Foundation Details: Concrete Perimeter
- Heating: Forced Air
- Interior Features: Garage Door Opener,Hardwood Floors,High Ceilings,Laundry,Separate Living Quarters/Apartment/Aux Living Unit,Vinyl Floor,Wall to Wall Carpet,Wood Floors
- Stories: 3
- Window Features: Storm Window(s),Wood Frames
Exterior
Parking Information
- Parking Features: Driveway,Off Street
- Parking Total: 3.0
Lot Information
- Lot Features: Flood Zone,Gated,Irrigated/Irrigation Equipment,Level,Orchard
- Lot Size Acres: 1.12
- Lot Size Square Feet: 48787.0
- Road Surface Type: Paved
- Water Source: Public Water
Building Exterior/Construction
- Architectural Style: 2 Story,Craftsman
- Roof: Composition
General Information
- Exterior Features: Barn(s),Fenced,Garden,Gas Hookup,Gazebo,Guest Quarters,Outbuilding,Porch,Sprinkler,Tool Shed,Yard
- Sewer: Septic Tank
500 WINSTON SECTION RD Neighborhood
Community
97496 (Winston) 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.500 WINSTON SECTION RD Monthly Cost
500 WINSTON SECTION RD Market Data
Based on the last 30 days in this zip code
500 WINSTON SECTION RD History
| Date | Value | Agent |
|---|---|---|
| 5/8/2026Source: Regional MLS | Pending |
|
| 4/30/2026Source: Regional MLS | April 30, 2026 |
|
| 12/6/2023Source: Regional MLS | Sold |
|
| 10/19/2023Source: Regional MLS | Pending |