Windsor Stadium has been sold, and I don’t think enough people around here know about it yet. A property that sat on McDougall Street for almost a hundred years just quietly changed hands, and the story behind the buyer is more interesting than the sale price.

Let me walk you through it.

A Quick Look Back at Windsor Stadium

Before we get into who bought it, it’s worth remembering what this place actually is. Windsor Stadium was built in 1929. That’s 97 years of history on one field just south of W. C. Kennedy Collegiate.

Generations of Windsor kids played football and soccer there. It hosted concerts too. The Beach Boys played that field. So did Air Supply. And Jackson Park’s bandshell sits right next door, the same bandshell tied to Windsor’s Emancipation Day celebrations back in the 1950s and 1960s, events that drew tens of thousands of people.

So when I say this is more than a piece of land to a lot of people, I mean it. For plenty of Windsor families, this is memory lane.

Who Bought Windsor Stadium?

Here’s the question everyone keeps asking me. The buyer is a company called Windsor Racquet Sports Centre Inc. It’s a new business, incorporated back in late 2024.

Property records show the sale closed on May 1, 2026, at a price of $2,575,000. For 600,000 square feet, that works out to a little over four dollars a square foot. Not a bad number for a piece of Windsor history.

The name of the company gives you a pretty good hint about the direction. This is looking like a racket sports project. Think squash, pickleball, and padel, that last one being the sport that’s blowing up all over the place right now.

The Man Behind the Acquisition

What makes this more than just a random purchase is the person driving it. One of the people behind Windsor Racquet Sports Centre is Anis Khan, a Windsor guy with a real, long-running passion for racket sports.

He was a regular for years at the old Windsor Squash and Fitness Club. His son competed in squash at the national level. In 2023, Khan brought a professional squash tournament to Windsor, setting up a court right inside Devonshire Mall as part of the Professional Squash Association tour.

Then in 2024 he tried to launch a full racket club at Central Park Athletics, with an open house showing off squash, pickleball, and padel setups. That launch got cancelled two weeks before the first season over what was described as unforeseen logistical challenges.

So this is someone who has been trying to build a racket sports home in Windsor for years. Now he has 600,000 square feet to actually do it on. I’d say that tells you where this is likely headed, even if nothing is official yet.

One thing worth being straight about: the new owners haven’t publicly confirmed their exact plans for the site. So take the racket sports angle as a strong read on the situation, not a done deal.

The Part That’s Going to Spark Some Debate

Here’s where the story gets interesting for anyone who cares about how Windsor grows.

The city wanted this land. Windsor Stadium used to belong to the Greater Essex County District School Board, which had a legal obligation to sell surplus property at fair market value. Mayor Drew Dilkens made it known publicly that the City of Windsor was interested in buying the site to add it to Jackson Park.

The city’s bid got rejected.

Councillor Renaldo Agostino, who represents the ward where the property sits, said he was disappointed the city couldn’t land it. He also said he’s ready to move forward and would love to see something housing-based go there instead. As of now, he admits he knows very little about the new owners’ plans.

So you’ve got a few possible futures on the table. A racket sports destination. Housing. Or something nobody’s floated yet. That’s a real conversation for a city talking about growth and where new homes should go.

What This Means for Windsor

Whatever ends up on that field, this is a meaningful piece of land finding a new purpose after almost a century. A racket sports hub would bring something Windsor has been missing for a while, especially with padel and pickleball growing the way they are. Housing would speak to a different but equally real need.

Either way, McDougall Street is about to look different, and I’ll be watching closely to see which direction this goes.

Your Turn, Windsor

I want to know what you think. Is a racket sports destination the right call for Windsor Stadium, or should this land have gone toward housing or green space?

If you grew up going to games on that field, or you just care about how Windsor uses spaces like this, share this with someone who’d want to know who bought Windsor Stadium. The more locals who see it, the better the conversation gets. Send it along and let’s hear where the city lands on this one.