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

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: 7055 Winegard Road Orlando, FL 32809
Phone: 407-858-3200
Principal: Jessica Swain
Mascot: Pedro the Patriot
Colors: Red, White and Blue
School Hours: 8:15 a.m. – 3:00 p.m.
Grades: Pre-kindergarten ESE – 5th
Principal’s Message
Dear Winegard Elementary Patriots and Families,
Welcome to the 2026-2027 school year!
It is with great excitement and tremendous pride that I introduce myself as the new principal of Winegard Elementary School. I am honored to join this incredible community and cannot wait to meet each of our students and families as we begin an amazing year together.
Before we look ahead, I want to take a moment to celebrate all that you accomplished last year. Students, your hard work, perseverance, and dedication to learning did not go unnoticed. Whether you were mastering new skills, overcoming challenges, showing kindness to others, or achieving personal goals, you should be proud of your growth. Families, thank you for the countless ways you supported your children and our school community. Your partnership is an essential part of every student's success.
As we embark on a new school year, our theme is "To Infinity and Beyond!" Inspired by the spirit of exploration, courage, and possibility, this theme reminds us that there is no limit to what we can achieve when we believe in ourselves, work hard, and support one another.
This year, I challenge every Patriot to:
- Dream big and set ambitious goals.
- Believe in your abilities and embrace challenges as opportunities to grow.
- Show kindness and respect to everyone you meet.
- Work hard every day, even when learning becomes difficult.
- Reach beyond what you thought was possible and discover your unique potential.
At Winegard Elementary, we are committed to ensuring that every student feels safe, valued, supported, and inspired to learn. Together, we will create classrooms where curiosity thrives, friendships flourish, and achievement is celebrated. We will encourage one another to take risks, persevere through challenges, and continue reaching "to infinity and beyond" in our learning and personal growth.
Students, I want you to know that I already believe in you. I believe in your talents, your potential, and your ability to make this your best year yet. There will be exciting opportunities to learn, lead, create, and shine. I encourage you to arrive each day ready to give your best effort and take pride in being a Winegard Patriot.
Families, thank you for trusting us with your children's education. I look forward to building strong relationships with you and working together to ensure every child succeeds. When schools and families partner together, extraordinary things happen for students.
As we begin this journey, let's embrace the adventure ahead with excitement, optimism, and determination. The future is bright, and together we will achieve great things.
Get ready, Patriots—our adventure begins now, and we're going To Infinity and Beyond!
With excitement and gratitude,
Jessica Swain

