500 WINSTON SECTION RD Winston, OR $ 775,000
500 WINSTON SECTION RD
$ 775,000
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500 WINSTON SECTION RD

Winston, OR, 97496
$ 775,000
Bedrooms4 Baths2.0 Sq 2,978

Monthly Estimate*

$ 4,772

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Single Family Home for sale in Winston, OR

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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Single Family Active

Price

$ 775,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 4,087

Style

Stories2,Craftsman

Lot Size

1.12

Year Built

1910

Town/City

Winston

County/Region

Douglas

MLS | Web ID

668322333

Features
Interior
Interior 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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General
Sewer 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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Exterior
Exterior 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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Internal Only
Street Number 1 500
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* Excluded Features
List By
The Neil Company Real Estate

Broker

amessageforcindy@gmail.com

Email

Affordability Calculator

$5,112
Per Month
93%
7%
0%
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.
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Nearby
1949855 Elementary School
1951198 Middle School
Douglas High School High School
Pricing History
DatePricePrice ChangeDescription
5/1/2026$775,000 Listed Price

Map


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500 WINSTON SECTION RD, Winston, OR, 97496 is a Single Family Home for sale at $775,000 with 2,978 sqft and a lot size of 1.12. 500 WINSTON SECTION RD has 4 bedrooms, 2.0 baths, and was built in 1910. The property's zip code is 97496 which is in Winston, OR