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For the 2025-26 school year, there are 9 public middle schools serving 4,406 students in Winter Haven, FL.

The top ranked public middle schools in Winter Haven, FL are Cypress Junction Montessori, Jewett Middle Academy Magnet and Jewett School Of The Arts. Overall testing rank is based on a school's combined math and reading proficiency test score ranking.

Winter Haven, FL public middle schools have an average math proficiency score of 33% (versus the Florida public middle school average of 55%), and reading proficiency score of 37% (versus the 52% statewide average). Middle schools in Winter Haven have an average ranking of 2/10, which is in the bottom 50% of Florida public middle schools.

Minority enrollment is 75% of the student body (majority Hispanic), which is more than the Florida public middle school average of 66% (majority Hispanic).