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Is Winona, MO 65588 a buyer’s or seller’s market?

Buyer’s market 3 months ending August 31, 2026 · Source: Redfin

Winona is a buyer’s market. With about 12.8 months of supply, buyers usually have more time and more room to negotiate on price and terms.

Months of supply12.8Under 4 months = seller’s market
Sold above original list0%Share of sales, last 3 months
Median sale-to-list—Sold price ÷ list price
Median days on market202Listing to accepted offer
Median price per sq ft$158▲ +53.2% vs. last year

The Winona housing market right now

In the three months ending August 31, 2026, 0% of homes in Winona, MO 65588 sold above their list price, the typical home went under contract in 202 days and there were 12.8 months of supply. More than six months of supply favors buyers, who usually have more time and more room to negotiate. With only 4 sales, these figures can swing a lot from month to month.

Compared with the same period a year earlier, the share selling over asking was about the same (0% then), homes sold more slowly (44 days then) and the median sale price rose 106% to $277,330. Overall, Winona is less competitive than a year ago, which gives buyers more room.

Run the numbers for 65588

Prefilled for 65588Can I win this house?Multiple-offer likelihood for a listing Prefilled for 65588Over-asking calculatorTypical range over list ToolOffer strength scoreHow your offer looks to a seller ToolAppraisal gapCash needed if it appraises low

Nearby markets

Birch Tree 65438Buyer’s market $106 /sq ftBunker 63629 — /sq ftEminence 65466Buyer’s market $216 /sq ftHartshorn 65479 — /sq ft Browse all markets →

Towns like Winona nearby

Find towns like Winona in other states →
Thayer, MO65791 · 36 miles away81% similarcheaper homes ($55K less) · larger Willow Springs, MO65793 · 35 miles away79% similarlarger · younger residents Piedmont, MO63957 · 35 miles away77% similarcheaper homes ($37K less) · larger Summersville, MO65571 · 22 miles away75% similaryounger residents

Where Winona is

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Questions about Winona real estate

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

A buyer’s market: there were 12.8 months of supply in Winona, MO 65588 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 Winona?

The typical home went under contract in 202 days in the latest three months.

Do homes in Winona sell over asking?

0% of homes sold above their original list price.

What are property taxes in Winona?

About 0.43% of a home’s value a year in Shannon County, or roughly $1,720 on a $400,000 home.

What is the median home price in Winona?

The median sale price was $277,330 in the three months ending August 31, 2026, about $158 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