New to Windermere Little League

We're glad that you are interested in finding out more about involvement in Windermere Little League.

League Boundaries

Click here to open or download a PDF map that shows the boundaries of Windermere Little League. (Adobe Acrobat Reader required)

If you live outside these boundaries, here is contact information for neighboring leagues:

Dr. Phillips Little League: 407-363-2979 eteamz.active.com/DPLL

Winter Garden Little League: 407-877-7113 

League Seasons

Windermere Little League plays Fall seasons and Spring seasons.

The Fall season runs September thru November; the Spring season runs February thru May. Because players generally move up divisions in the Fall, that season tends to be less competitive and more instructional in nature.

The Spring season is more competitive and is followed by several Little League tournaments that our league participates in.

Registration & Player Evaluations

Sign-ups and player evaluations take place in August for the Fall season and in January for the Spring season. These are held at George Bailey Park.

Following player evaluations, teams are drafted by the managers in each division. Teams are redrafted every season.

League Organization

Windermere Little League Baseball is divided into the following divisions:
Tee Ball (players league age 5-6)
Single-A (Coach Pitch league age 7-8)
Double-AA (Minor league age 8-11)
Triple-AAA (Minor league age 9-12)
Majors (league age 10-12)
Juniors (league age 13-14)
Seniors (league age 15-16) if there are enough players

Windermere Little League Softball is divided into the following divisions:
Coach Pitch (league age 7-8)
Minors (league age 9-10)
Majors (league age 11-12)
Juniors (league age 13-14)

League age for Little League seasons is determined by how old your child is as of certain cut-off dates. Click here for the 2010 AGE CHART for BASEBALL. Click here for the AGE CHART for SOFTBALL.

Click here to read more about Windermere Little League.

Uniforms & Equipment

Your WLL registration fee covers the cost of your child's complete uniform, which includes team cap, personalized jersey, pants, belt, and socks. You will need to provide baseball shoes. Although cleats are not manditory, they are an incredible benefit for helping your child maintain solid footing on the ballfield. All male players must wear athletic supporters.

Each player must provide his/her own glove, bat, and a protective NOCSAE batting helmet (unpainted and without decals). Bat bags are not required but are very useful for keeping equipment together. The league will provide catchers equipment for each team as well as a supply of practice and game balls.

Shoes, supporters, and equipment can be found at most large retail stores and sporting goods stores.

"Playing Up"

Players who are league age 6 may try out in order to "play up" to the Single-A division, so long as they have participated in at least one season of Little League tee ball (either in Windermere or elsewhere). Players are moved up based upon the evaluations of the Coach Pitch managers.

A Volunteer League

Windermere Little League is one of the largest leagues in the state of Florida with over 700 players ranging in age from five to sixteen. The only way our league is successful is through teamwork and participation. Parents serve the league in every possible way as Board Members, managers, coaches, team dads and moms, concession stand volunteers, umpires, field maintenance workers, and fund raising organizers.

We cannot accomplish our goals without the efforts of our parents. These are our players, and they deserve the best help that we can give them. Little League is a family participation sport. Without the cooperation and assistance of all involved, it will be difficult to continue to build upon the foundation already established for a strong league.