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Tell Us About Your Child's School

OCPS families—help shape the future of our schools by participating in the Fall 2025 Family Survey. Your feedback helps us improve learning experiences, strengthen communication, and better support every student. It only takes a few minutes, but your input makes a lasting impact.

Click here to share your feedback!
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What is ParentSquare?

ParentSquare is a unified communication platform that offers a variety of tools that allow the district, school administrators and teachers to more effectively communicate and engage with families and students.

Click here to learn more!
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School Spirit Run

The 5th Annual School Spirit Run is officially set for Saturday, February 7, 2026. We can’t wait to see our community come together in full stride!

Register Today!
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Parents, now is the time!

At OCPS, we believe that every student deserves a thriving future, and it all starts with the right educational foundation. Click below to enroll your child and become part of a community that’s united in purpose and passionate about student success.

Enroll Now!
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Need to Locate Resources? You can search for free or reduced cost programs such as food, housing, mental health, education programs, and other social services provided directly by Community Based Organizations.

Click Here
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Hurricane Season: June 1 - November 30

Hurricanes are dangerous and can cause major damage from storm surge, wind damage, rip currents and flooding.

Click here for helpful resources!
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OCPS Parent Portal Concerns?

If you are experiencing issues with an OCPS Parent Portal Application (i.e. Skyward Family Access, Canvas Parent) please click below for support.

Parent Portal Concerns Form

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Latest News

Stay up to date on the latest news, events and more with the ParentSquare app!

Upcoming Events

View the full calendar to see all events happening in the next few weeks and months!

School Profile

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Vision: Every student graduates prepared and inspired for a thriving future.

Mission: Together with our families and the community, we empower students with a superior academic experience, essential life skills, and boundless opportunities.

Address: 5523 Winter Garden Vineland Road, Windermere, FL 34786

Phone: 407-347-0980

Principal: Andrew Leftakis

Mascot: Wolverines

Colors: Navy, Lime

School Hours: 6:30 a.m. – 4:30 p.m.

Grades: 9th – 12th 

Principal’s Message
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Welcome to Windermere High School, home of the Wolverines, where we are ‘achieving greatness with honor’. Here at WHS, your child will receive a world-class education while having the opportunity to take part in phenomenal extracurricular activities, music and athletic programs, and student clubs.

On this site you will find information about school policies, grades, curriculum, and special programs. Please check our calendar for upcoming events. If you do not find what you are looking for here on this site, please don't hesitate to contact me or one of our amazing assistant principals directly.

Here at Windermere, we strive to build strong relationships with our students to ensure a rigorous and relevant academic and social-emotional experience during their high school career. From AP classes to our AICE program, we will stretch your child academically. Our goal is to successfully prepare students for college and career on their path to graduation.

Over the course of these four years, I encourage parents to stay active and engaged in the educational process. Join PTSO or the School Advisory Council. Be sure to reach out to your guidance counselor for support and academic guidance as needed.

Our teachers and staff stand ready to encourage and support this academic journey. Thank you for trusting your child’s academic future to us. I promise to do everything in my power to help make high school an amazing experience for your child.

Sincerely,

Andrew Leftakis
Principal