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.
Pending
$775,000
500 Winston Section Rd, Winston, OR 97496
4beds
3,746sqft
Est.:
Residential, Single Family Residence
Built in 1910
1.12 Acres Lot
$-- Zestimate®
$207/sqft
$-- HOA
What's special
Flower gardensFront sitting roomsNestled among lush orchardsHand-troweled ceilingsHardwood floorsPeriod light fixturesCharming window seat
- 13 days |
- 716 |
- 50 |
Zillow last checked:
Listing updated:
Listed by:
Cindy Beach 949-533-9190,
The Neil Company Real Estate
Source: RMLS (OR),MLS#: 668322333
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Bedroom 4, Office, Bonus Room, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
Primary bedroom
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Office
- Level: Upper
Heating
- Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Refrigerator, Instant Hot Water, Range Hood, Stainless Steel Appliance(s), Electric Water Heater
- Laundry: Laundry Room
Features
- High Ceilings, Kitchen Island
- Flooring: Hardwood, Vinyl, Wall to Wall Carpet, Wood
- Windows: Storm Window(s), Wood Frames
- Basement: Daylight,Full,Other
- Number of fireplaces: 3
- Fireplace features: Gas, Wood Burning
Interior area
- Total structure area: 3,746
- Total interior livable area: 3,746 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Off Street, Garage Door Opener, Detached
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 3
- Patio & porch: Porch
- Exterior features: Garden, Gas Hookup, Yard
- Fencing: Fenced
- Has view: Yes
- View description: Mountain(s), Trees/Woods
Lot
- Size: 1.12 Acres
- Features: Flood Zone, Gated, Level, Orchard(s), Sprinkler, Acres 1 to 3
Details
- Additional structures: Barn, GasHookup, GuestQuarters, ToolShed, SeparateLivingQuartersApartmentAuxLivingUnit
- Parcel number: R38697
- Zoning: F1
- Other equipment: Irrigation Equipment
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Craftsman
- Property subtype: Residential, Single Family Residence
Materials
- Lap Siding, Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Composition
Condition
- Resale
- New construction: No
- Year built: 1910
Utilities & green energy
- Gas: Gas Hookup, Gas
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winston
Financial & listing details
- Price per square foot: $207/sqft
- Tax assessed value: $743,895
- Annual tax amount: $4,087
- Date on market: 4/30/2026
- Cumulative days on market: 13 days
- Listing terms: Cash,Conventional,Other
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/8/2026 | Pending sale | $775,000$207/sqft |
Source: | ||
| 4/30/2026 | Listed for sale | $775,000+24%$207/sqft |
Source: | ||
| 12/6/2023 | Sold | $625,000-3.8%$167/sqft |
Source: | ||
| 10/19/2023 | Pending sale | $650,000$174/sqft |
Source: | ||
| 8/28/2023 | Listed for sale | $650,000$174/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,974 +2.9% | $321,447 +3% |
| 2023 | $3,863 +3.1% | $312,085 +3% |
| 2022 | $3,747 +2.7% | $302,996 +3% |
| 2021 | $3,649 +3% | $294,171 +3% |
| 2020 | $3,544 +2.2% | $285,603 +3% |
| 2019 | $3,466 +2.7% | $277,285 +3% |
| 2018 | $3,376 | $269,209 +3% |
| 2017 | $3,376 +5.3% | $261,368 +3% |
| 2016 | $3,205 | $253,756 +3% |
| 2015 | $3,205 +4.5% | $246,366 +3% |
| 2014 | $3,069 | $239,191 +3% |
| 2013 | $3,069 +6.2% | $232,225 +3% |
| 2012 | $2,888 +3.8% | $225,462 +3% |
| 2011 | $2,782 +2.8% | $218,896 +3% |
| 2010 | $2,707 +4.2% | $212,521 +3% |
| 2009 | $2,599 +3.2% | $206,332 +3% |
| 2008 | $2,519 +3.7% | $200,323 +3% |
| 2007 | $2,429 +2.5% | $194,489 +3% |
| 2006 | $2,369 +3.1% | $188,825 +3% |
| 2005 | $2,298 +4.4% | $183,326 +6.1% |
| 2003 | $2,201 +2.8% | $172,803 +3% |
| 2002 | $2,141 | $167,770 |
| 2001 | -- | $167,770 +6.1% |
| 2000 | -- | $158,140 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 97496
Nearby schools
GreatSchools rating
- 7/10Mcgovern Elementary SchoolGrades: 3-5Distance: 1.4 mi
- 4/10Winston Middle SchoolGrades: 6-8Distance: 1.2 mi
- 5/10Douglas High SchoolGrades: 9-12Distance: 2.3 mi
Schools provided by the listing agent
- Elementary: Brockway,Mcgovern
- Middle: Winston
- High: Douglas
Source: RMLS (OR). This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Oregon
- Douglas County
- Winston
- 97496
- 500 Winston Section Rd






