Windermere High School is a high school in Lake Butler, an unincorporated area located in the southwest portion of Orange County, Florida, USA, within the Orlando metropolitan area.

After construction delays the Windermere high school football field held its first game on September 27, 2024 Windermere High School offers several educational pathways for its students based on their post-secondary educational and career goals, including a university pathway, a Valencia AA pathway offering dual enrollment at nearby Valencia College for students to achieve an Associate of Arts degree upon graduation from high school, and an industry certification pathway designed to prepare students for trade work.

The engineering and biomedical sciences pre-majors follow a curriculum set by Project Lead The Way.

"[14] The school was checked by local law enforcement and no threat was found, letting the students out in a late dismissal.

On November 20, 2017, the school announced they were investigating a threat a student posted on Snapchat the evening before.

On May 6, 2019, fake mandatory penis inspection letters began circulating throughout the school.

[18] On November 4, 2019, a student intentionally set a soap dispenser on fire in a restroom on the third floor of one of the buildings.

[22] On August 17, 2022, a student was hit by a vehicle on school property after dismissal and was taken to the hospital with minor injuries.

[28] On February 26, 2024, a social media discussion was reported and investigated for a possible threat against the school.