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Cady Way Tennis & Pickleball Courts

4.8(78 reviews)
Pickleball

2525 Cady Way Trail, Winter Park, FL 32792, USA

Cady Way Tennis & Pickleball Courts photo 1Cady Way Tennis & Pickleball Courts photo 2Cady Way Tennis & Pickleball Courts photo 3Cady Way Tennis & Pickleball Courts photo 4Cady Way Tennis & Pickleball Courts photo 5Cady Way Tennis & Pickleball Courts photo 6
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Location

Reviews

JP Lambiase
5

Cady Way Park is a park with a lot going on, but I’m here strictly for pickleball—and from a pickleball player’s perspective, this place is very well organized. There are 8 pickleball courts total, and they’re divided by skill level, which makes a huge difference in play quality: First 3 courts (far left): Beginner courts Middle 3 courts: Intermediate play Last 2 courts (far right): Challenge courts The challenge courts run winner-stays-on, so it’s always 2 on / 2 off. If you plan on playing there, you’ll want to be around a 3.75 DUPR or higher to really enjoy it—and I highly recommend bringing a partner. The competition is legit, fast-paced, and not very forgiving for casual drop-ins. There’s also 1 tennis court, and all the pickleball courts have lights, which makes evening play possible and popular. Timing matters a lot here: Best weekday time: around 4:00 PM By 6:30 PM, it can get extremely busy—sometimes to the point where wait times are so long that you won’t get much actual play in. Overall, if you’re serious about pickleball and want structured, competitive games, Cady Way is a great spot. Just know your skill level, pick the right courts, and time your visit wisely.

a month ago

Mike Tochinskiy
4

Update: They finished construction on the pickle ball courts! They are pretty good however they were overly packed when I was there (referred to video). Great courts overall! Old Review: There’s a lot of construction in the area, but other than that, it seems like it would be a good place when everything is finished!

a year ago

Johny M
5

-6 courts, good rotation system. average wait time 10 mins between each game. -light out at 10PM

2 years ago

Chase S.
5

Perfect for various athletics. Not too packed and plenty of parking most days.

4 months ago

Jimbo Jones
5

We've come here a lot through the years for lacrosse games and practices. There are always plenty of parking spots (some far away) and bathrooms with a water fountain. There's other parks attached and a trail through the whole thing.

8 months ago

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