500 WINSTON SECTION RD
Winston, OR, 97496 $ 775,000
Bedrooms4 Baths2.0 Sq 2,978 Monthly Estimate*
$ 4,772
for $775,000 with 4 bedrooms and 2 full baths. This 2,978 square foot home was built in 1910 on a lot size of 1.12.
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.
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FeaturesInteriorInterior Amenities GarageDoorOpener HardwoodFloors HighCeilings Laundry SeparateLivingQuartersApartmentAuxLivingUnit VinylFloor WalltoWallCarpet WoodFloors
Basement Daylight FullBasement Other
Total Fireplaces 3
Fireplace Features Gas WoodBurning
Hot Water Electricity
Window Features StormWindow WoodFrames
Total Bathrooms 2.0
Total Bedrooms 4
Total Baths 2
1/2 Baths 0
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GeneralSewer PublicSewer
Heating ForcedAir
Cooling None
Roof Composition
Appliances Dishwasher Disposal FreeStandingGasRange FreeStandingRefrigerator InstantHotWater Island RangeHood StainlessSteelAppliance
Zoning F1
Garage Spaces 3.0
Architectural Style Stories2 Craftsman
Year Built 1910
Stories Count 3
Property Subtype SingleFamilyResidence
Tax Year 2025
Parcel Number R38697
County Douglas
Property Type Residential
HOA N
Full Baths 2
Status Active
Directions I-5 Exit 119 west on Hwy 99 left on Pepsi Rd turns into Winston Section Rd
High School Douglas
City Winston
Disclosures Disclosure
MLS Area _257
Lot Size Square Feet 48787.0
Listing Terms Cash Conventional Other
Elementary School Brockway
Tax Annual Amount 4087.64
Middle/Junior High School Winston
Property Condition Resale
Standard Status Active
Accessory Dwelling Unit Y/N N
Legal Description TRACT M&B V114 P88 ACRES 1.12
ADU False
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ExteriorExterior Amenities Barn Fenced Garden GasHookup Gazebo GuestQuarters Outbuilding Porch Sprinkler ToolShed Yard
Parking Features Driveway OffStreet
Lot Features FloodZone Gated IrrigatedIrrigationEquipment Level Orchard
Water Source PublicWater
Total Parking 3.0
Garage Type Detached
Exterior Description LapSiding ShingleSiding
Foundation Details ConcretePerimeter
Building Area Total 2978.0
Lot Size Acres 1.12
Road Surface Type Paved
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* Excluded FeaturesList ByThe Neil Company Real EstateBroker
amessageforcindy@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,772
- Monthly Property Taxes
- $341
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winston, OR
Average List Price $424,076
Percent of Sale Price 45%
About Winston, OR 5,288 Population
11% Since 2002
$ 33,725 Median Income
40.52 Median Age
31% Households with Children
Trends Information provided by ATTOM Data Solutions.
1949855 Elementary School
1951198 Middle School
Douglas High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/1/2026 | $775,000 | | Listed Price |