The median home in Winston, Oregon is valued at $305,384, down 0.4% year over year. Winston is part of the Roseburg, OR metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$305,384

-0.4%

Prices falling — better for buyers.

Affordability

Enter your income for Winston.

Income (annual)

Down Payment

$61,077 on $305,384

Example: $75,000 household income. Change it above to see your own.

Stretch30.3% of income

Above 28% but manageable with cuts.

PITI$1,891

P/I30.3%

Afford$283K

Gap-$23K

P&I $1,544Tax $247Ins $100

6.50% 30yr, 20% down, county tax + OR ins. 28% per HUD.

Home Buying Kit For Dummies (2025)Financing, negotiation, closing

Other cities in Oregon

Compare Winston with other housing markets across Oregon.

Powell Butte$986K Arch Cape$885K Raleigh Hills$882K Cannon Beach$871K Lake Oswego$853K Manzanita$803K Durham$779K Sisters$774K

Full Roseburg, OR analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Roseburg, OR metro.

View Roseburg, OR metro

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Winston, OR