Winter Garden Squeeze | Sports | Orange Observer

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Sports | Winter Garden Squeeze

By

Megan Bruinsma
June 3, 2026

Former local little leaguers return to the community as the Squeeze

Meet the six Winter Garden Squeeze players who were introduced to the sport in local Little Leagues and now are returning to represent their hometown on the college stage.

Sports
Winter Garden Squeeze

By

Megan Bruinsma
June 3, 2026

Look through history: How baseball has transformed West Orange over the years

Winter Garden was one of Central Florida’s strongest baseball communities in its early days. Now the community is home to a local collegiate baseball summer league team.

Sports
Winter Garden Squeeze

By Adam Bates, Brian Koss
June 3, 2026

Squeeze introduces Tent City to its home games

Tent City is a new attraction to bring attraction for the fans to engage and interact with.

Sports
Winter Garden Squeeze

By Adam Bates, Brian Koss
June 3, 2026

Winter Garden Squeeze welcomes its 13th season

The Squeeze has returned for the 2026 season, bringing collegiate baseball players to West Orange.

Sports
Winter Garden Squeeze

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