Windsor WI Housing Market Update: 2026 Home Sales

by Matt Deadman, MBA | Associate Broker

What are homes selling for in Windsor, Wisconsin in 2026? The year-to-date sales report shows 96 closed single-family home sales, with a median sale price of $618,439 and a median of 14 days on the market.

Those numbers offer a useful starting point for buyers and sellers. But the individual sales also show why a Windsor-wide average needs context: this report includes everything from smaller homes to properties selling for more than $1 million.

Windsor Home Sales at a Glance

The supplied SCWMLS report for 2026 through October 9 shows:

Measure Result
Closed single-family home sales 96
Median sale price $618,439
Average sale price $666,138
Lowest sale price $77,500
Highest sale price $2,200,000
Total closed sales volume $63,949,299
Median days on market 14
Average days on market 42
Longest time on market 303 days

This is a year-to-date snapshot of closed sales, rather than a full-year report or a count of homes currently available.

Why the Median Price Matters

The average Windsor sale price is approximately $47,700 higher than the median. Higher-priced transactions pull the average upward, which makes the median a useful additional reference point.

The median means half of the recorded sales were at or below $618,439 and half were at or above it. It does not mean every typical Windsor home is worth that amount. Size, condition, location, lot characteristics, and features all matter when comparing properties.

The individual sales include homes on streets such as Sunny Wood Drive, Warner Farm Drive, Ramshorn Drive, Grouse Woods Road, Whistle Rock Circle, Royal View Drive, and Colton Way. That variety reinforces the value of looking at comparable homes rather than assigning one price to the entire community.

Some Homes Sold Quickly; Others Took Longer

The 14-day median tells us that half of the homes in this closed-sales group spent two weeks or less on the market. At the same time, the 42-day average and 303-day maximum show that some properties needed considerably more time.

For sellers, this supports setting expectations around the homes most similar to yours. A two-week median is encouraging, but it is not a promise of a two-week sale.

For buyers, it is a reminder to be prepared when a suitable home appears. Some listings may offer more time for consideration, while others move quickly.

What This Means for Windsor Sellers

Start with recent comparable sales that reflect your home's location, size, condition, and features. Then consider the competing listings buyers can choose from today.

The year-to-date report provides helpful background, but an individual pricing strategy needs that closer look. It also cannot establish whether prices have risen or fallen from last year without a comparable 2025 report.

What This Means for Windsor Buyers

The broad sale-price range shows that Windsor's market includes several different types of properties. Your most useful benchmark is the group of homes that fits your needs and budget.

Understanding those comparable sales can help you evaluate an asking price and decide how to approach an offer. Market-wide statistics provide context; property-specific comparisons help guide the decision.

Thinking About Buying or Selling in Windsor?

Jenn and I can help you understand how these numbers relate to your home or your search. Whether you are preparing to sell or exploring homes for sale in Windsor, we can walk through the relevant sales and current competition with you.

Contact Matt Deadman Homes through mattdeadmanhomes.com.

Source: User-supplied South Central Wisconsin MLS summary and individual listing reports for Windsor single-family homes sold in 2026, reviewed October 9, 2026. Figures reflect the supplied search results and may exclude sales outside the MLS or outside the search criteria. Days-on-market figures describe sold properties. Website view counts are not part of this report.

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Matthew Deadman

Matthew Deadman

Broker Associate License ID: 59425-90

+1(608) 770-3333

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