Is Winchester, OR 97495 a buyer’s or seller’s market?

Balanced 3 months ending August 31, 2026 · Source: Redfin

Winchester is a balanced market. With about 4.6 months of supply, well-priced homes can still draw more than one offer, but buyers have some room to negotiate.

Months of supply4.6Under 4 months = seller’s market
Sold above original list14.3%Share of sales, last 3 months
Median sale-to-list99.3%Sold price ÷ list price
Median days on market53Listing to accepted offer
Median price per sq ft$255▲ +4.6% vs. last year

The Winchester housing market right now

In the three months ending August 31, 2026, 14% of homes in Winchester, OR 97495 sold above their list price, the typical home went under contract in 53 days and there were 4.6 months of supply. Four to six months of supply is a balanced market, where pricing and condition decide how much room there is to negotiate. With only 7 sales, these figures can swing a lot from month to month.

Compared with the same period a year earlier, the share selling over asking rose from 0%, homes sold more slowly (34 days then) and the median sale price fell 4% to $548,763. Overall, Winchester is more competitive than a year ago, so tougher for buyers.

Within Douglas County, homes here sell more slowly than in 62% of the county’s ZIP codes, and sell more often over asking than in 62%.

Nearby, buyers who want less competition could look at Yoncalla 97499 (0% sold over asking) or Tenmile 97481 (0% sold over asking), while Glendale 97442 (100% sold over asking) and Idleyld Park 97447 (100% sold over asking) are even more competitive.

Nearby markets

Azalea 97410Buyer’s market $285 /sq ftCamas Valley 97416 — /sq ftCanyonville 97417Buyer’s market $269 /sq ftDays Creek 97429Seller’s market $234 /sq ft Browse all markets →

Where Winchester is

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Questions about Winchester real estate

Is Winchester a buyer’s or seller’s market?

A balanced market: there were 4.6 months of supply in Winchester, OR 97495 in the three months ending August 31, 2026. Under four months usually favors sellers, and more than six favors buyers.

How fast do homes sell in Winchester?

The typical home went under contract in 53 days in the latest three months.

Do homes in Winchester sell over asking?

14% of homes sold above their original list price, and the typical sale closed at 99.3% of the list price.

What are property taxes in Winchester?

About 0.61% of a home’s value a year in Douglas County, or roughly $2,440 on a $400,000 home.

What is the median home price in Winchester?

The median sale price was $548,763 in the three months ending August 31, 2026, about $255 per square foot.

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Market data describes housing activity only. Figures are rolling 3-month values from Redfin and may be revised. Methodology