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On Friday, Sep 12, 2025, the Windsor Academy Varsity Boys Football team lost their game against Trinity Christian High School by a score of 35-50.
On Friday, Sep 5, 2025, the Windsor Academy Varsity Boys Football team lost their game against Lakeview Academy High School by a score of 8-27.
On Friday, Aug 29, 2025, the Windsor Academy Varsity Boys Football team lost their game against Augusta Prep High School by a score of 14-22.
On Friday, Aug 22, 2025, the Windsor Academy Varsity Boys Football team lost their game against Thomas Jefferson Academy High School by a score of 18-27.
On Friday, Aug 15, 2025, the Windsor Academy Varsity Boys Football team won their game against Pataula Charter Academy High School by a score of 32-8.