PIONEER WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Roseburg School District 4
Neighborhood · ZIP 97495These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
Pioneer Way measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 89% of homes in Douglas County
- Costs less per square foot than 96% of homes in Winchester 97495
- Bigger than 95% of homes in Douglas County
- Older than 89% of homes in Winchester 97495
What homes are worth in Winchester 97495
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 55% of homes in Winchester 97495.
How it measures up in Winchester 97495
The dot is this home. The mark in the middle is the typical home in Winchester 97495.
Pricier than 55% of homes nearby
Pricier than 4% of homes nearby
Bigger than 89% of homes nearby
Bigger than 42% of homes nearby
Newer than 11% of homes nearby
| Measure | This home | Roseburg North | Winchester 97495 | Douglas County |
|---|---|---|---|---|
| Estimated valuepricier than | $558,607 | 79% of homes | 55% of homes | 89% of homes |
| Price per ft²pricier than | $200 | 21% of homes | 4% of homes | 25% of homes |
| Living areabigger than | 2,798 ft² | 93% of homes | 89% of homes | 95% of homes |
| Lot sizebigger than | 0.34 ac | 60% of homes | 42% of homes | 50% of homes |
| Year builtnewer than | 1955 | 22% of homes | 11% of homes | 30% of homes |
About Pioneer Way
How much is Pioneer Way, Winchester, OR worth?
The TopHap Estimate for Pioneer Way, Winchester, OR is $558,607 as of Sep 24, 2026. The likely range is $528,473 to $588,741. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did Pioneer Way, Winchester, OR last sell?
Pioneer Way, Winchester, OR last sold on Apr 16, 2018 for $8,000, according to the county's recorded deed.
How big is Pioneer Way, Winchester, OR?
Pioneer Way, Winchester, OR has 3 bedrooms, 2 bathrooms, 2,798 square feet of living space and a 0.34-acre lot.
When was Pioneer Way, Winchester, OR built?
Pioneer Way, Winchester, OR was built in 1955, making it 71 years old.
What schools serve Pioneer Way, Winchester, OR?
Pioneer Way, Winchester, OR is assigned to Winchester Elementary School (elementary), rated C; Joseph Lane Middle School (middle), rated A-; Roseburg High School (high), rated C+. All sit in Roseburg School District 4. Attendance boundaries change — confirm with the district before relying on an assignment.
How does Pioneer Way, Winchester, OR compare to other homes in Winchester 97495?
Among the 666 homes in Winchester 97495, it is worth more than 55% of them ($558,607 against a typical $540,238), its price per square foot is higher than 4% of them ($200 against a typical $272), it is bigger than 89% of them (2,798 ft² against a typical 1,948 ft²), its lot is bigger than 42% of them (0.34 ac against a typical 0.37 ac) and it is newer than 11% of them (1955 against a typical 1995). Measured against all of Douglas County, it is worth more than 89% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on Pioneer Way, Winchester, OR?
The 2025 property tax bill for Pioneer Way, Winchester, OR was $4,151. The county assessed it at $4,730.
More homes on Pioneer Way
- 550 Pioneer Way$639K3 bd · 2 ba · 2,015 ft² · Sold $335K · Sep 2026
- 623 Pioneer Way$399K3 bd · 2.5 ba · 2,687 ft² · Sold $399K · Sep 2026
- Pioneer Way0.47 ac · Sold Oct 2025
- 292 Pioneer Way$415K3 bd · 2.5 ba · 1,440 ft² · Sold $368K · Jul 2025
- 474 Pioneer Way$709K3 bd · 3 ba · 2,120 ft² · Sold Mar 2025
- 374 Pioneer Way$627K3 bd · 1 ba · 2,396 ft² · Sold $511K · Oct 2024
- 65 Pioneer Way$370K3 bd · 2 ba · 1,290 ft² · Sold $340K · Aug 2024
- 95 Pioneer Way1 ba · 2,222 ft² · Sold $375K · Oct 2023
- 0 Pioneer Way$283K3,049 ft² · Sold $2M · Oct 2023
- 600 Pioneer Way$495K2 bd · 1 ba · 1,148 ft² · Sold $480K · Jul 2022
- Pioneer Way0.55 ac · Sold Jun 2022
- 339 Pioneer Way$485K3 bd · 2.5 ba · 2,072 ft² · Sold $427K · May 2022
Closest homes
- Pioneer Way116 ft · 2,178 ft² · Sold Feb 2022
- 550 Pioneer Way$639K132 ft · 3 bd · 2 ba · 2,015 ft² · Sold $335K · Sep 2026
- 601 Pioneer Way$439K180 ft · 3 bd · 2 ba · 1,274 ft² · Sold $183K · Feb 2015
- 600 Pioneer Way$495K193 ft · 2 bd · 1 ba · 1,148 ft² · Sold $480K · Jul 2022
- 530 Pioneer Way$422K200 ft · 1 bd · 1 ba · 952 ft² · Sold $245K · Sep 2013
- 623 Pioneer Way$399K249 ft · 3 bd · 2.5 ba · 2,687 ft² · Sold $399K · Sep 2026
- 548 Gresham Ln$373K305 ft · 3 bd · 2 ba · 1,556 ft² · Sold $178K · Oct 2015
- 622 Pioneer Way$453K285 ft · 2 bd · 2 ba · 1,398 ft²
More homes in Winchester 97495
- 280 Village Dr$405K3 bd · 2 ba · 1,462 ft² · Sold $401K · Aug 2026
- 286 Winchester Creek Ave$553K4 bd · 3 ba · 1,492 ft² · Sold $549K · Aug 2026
- 411 Oak Valley Loop$600K3 bd · 2.5 ba · 2,361 ft² · Sold $595K · Aug 2026
- 457 Augusta Ct$705K3 bd · 2 ba · 2,147 ft² · Sold $699K · Aug 2026
- 422 Oak Valley Loop$513K3 bd · 2 ba · 1,816 ft² · Sold $505K · Jul 2026
- 402 Martha Dr$723K3 bd · 3 ba · 2,516 ft² · Sold $700K · Jul 2026
- 413 Thora Circle Dr$585K4 bd · 3.5 ba · 4,123 ft² · Sold $571K · Jun 2026
- 101 Aster St$878K5 bd · 4 ba · 4,607 ft² · Sold $850K · May 2026
- 554 Oak Valley Loop$558K3 bd · 2.5 ba · 2,008 ft² · Sold $540K · May 2026
- 902 N View Dr$537K4 bd · 2.5 ba · 2,070 ft² · Sold $515K · Apr 2026
- 195 Hurricane Ln$371K3 bd · 1 ba · 1,225 ft² · Sold $356K · Apr 2026
- 356 Wild Fern Dr$488K4 bd · 3.5 ba · 2,688 ft² · Sold $468K · Apr 2026
Assigned schools
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