Cady Way Tennis & Pickleball Courts

Located in Winter Park, FL, Cady Way Tennis & Pickleball Courts is a public facility earning a strong 4.7 rating from 83 reviews. Players note that the courts are divided by skill level—with dedicated sections for beginners, intermediate, and challenge-level play—giving the facility a noticeably organized feel compared to typical open-play venues. All courts are fenced with permanent nets and painted lines, and lights enable evening sessions. Visitors mention that weekday afternoons around 4:00 PM tend to offer the best balance of activity and wait times, while evenings can draw larger crowds. Restrooms, water access, and ample parking round out the experience, and the facility's kid-friendly designation makes it a practical stop for families looking to mix pickleball with other activities along the adjacent trail.