• Leagues & Organizations

The Osceola Senior Softball League was founded in 1995 in St. Cloud, Florida. Since its founding, the league has been devoted to providing an outlet for active seniors to stay in shape both physically and mentally while playing a game they love. One will find that it can also provide the opportunity to meet other like-minded individuals, leading to strong and long-lasting friendships. All seniors are welcome regardless of skill level or place of residence; the only limitation is the 55-plus age requirement, hence the name of the website (though actually, it probably should be 55plusor54ifturning55thatcalendaryearsoftball.com).
Pickup games are played Monday and Friday from mid-March to December at Denn John Softball Complex in Kissimmee (behind Makinson Aquatic Center). Players must arrive by 9 AM (or call before 9 and arrive by 9:15) (see Contact, below, for phone numbers) to play in that day’s game. On Wednesday, there is batting and fielding practice at 8:45 to 9, followed by a 10 pickup game (arrive, call by 9:30 to play pickup game). The Leo Viti Fall League is played one day per week during September and October and played either Monday or Friday, so during that season, only 2 days per week are available for pickup games.

From January to the end of March, our Winter League tournament replaces Monday and Friday pickup games played at Fortune Road Softball Complex in Kissimmee. Sign-ups take place during November. Teams are created by a selection process with the goal of creating evenly divided teams. Each team is sponsored by a participating organization that donates to our League in exchange for various perks and benefits (and, of course, prestige).

Individual players can be highly competitive, but with the league’s mission of creating a safe place for seniors to enjoy a healthy recreational environment, that competitive drive should never drive away respect and tolerance of others. One’s sense of competition should be limited to improving one’s own game. Osceola Senior Softball is a nonprofit corporation registered with the Federal Government and the State of Florida.