Homeschool Enrichment in Winter Garden, FL

Real-World Learning for Middle & High School Students
Your child is homeschooled… but are they truly prepared for real life?
At Plant Street Academy, we bridge the gap between academics and the real world helping students build confidence, independence, and the life skills they actually need.
Serving families in Winter Garden, Clermont, Windermere, and Ocoee, our program gives homeschool students structure, community, and hands-on learning in a supportive environment.
This Isn't Traditional School ... And That's the Point
Most education focuses on memorization. We focus on application.
Inside our program, students learn how to:
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Communicate clearly and confidently
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Solve real-world problems
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Manage time, money, and responsibilities
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Work in teams and lead when it counts
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Think independently and take initiative
This is where homeschool meets real life.
Led by Dorothea Holcomb
Our program is led by Dorothea Holcomb, a trusted educator known for bringing learning to life.
She doesn’t just teach—she mentors, challenges, and helps students grow into confident, capable young adults.
Step Up Scholarship Approved Program
We are proud to be an approved provider through the Step Up For Students program.
That means eligible families may be able to use scholarship funds toward enrollment.
What this means for you:
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Reduced out-of-pocket cost
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Access to high-quality enrichment education
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A flexible, homeschool-friendly structure
If you’re already using Step Up, we’ll guide you through the process.
If you’re new, we’ll help you understand how it works.
Only 25 Students Per Group
We are intentionally small by design.
✔ Personalized attention
✔ Strong peer connections
✔ Engaged, hands-on learning
Only 25 seats available for middle school and 25 for high school.
Once we’re full, we’re full.
Built for Families Who Want More
This program is for parents who:
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Want more than just “checking the box” on education
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Are looking for structure + socialization
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Want their child to build confidence and independence
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Care about real-life readiness, not just grades
Local. Trusted. Growing Fast.
Conveniently located in Winter Garden, we proudly serve:
Clermont • Windermere • Ocoee • Winter Garden
Families are choosing Plant Street Academy because it works and because their kids actually enjoy learning again.
Your Next Step
You don’t have to figure this out alone.
👉 Join the waitlist
👉 Attend an open house
👉 See the difference for yourself
Your child deserves more than just school. They deserve a future they’re ready for.

Want to See Exactly What Your Child Will Experience?
We’ve shown you the vision.
Now let’s show you the details that make it work.
From communication labs and real-world projects
to leadership development and hands-on activities ... every part of our program is intentionally designed.
Explore the full weekly experience:
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Middle School Program Overview
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High School Program Overview
See how each day is structured, what your child will be working on, and how it all comes together.
Join The Plant Street Community!
Join our email list and get access to news, invites and VIP workshops.
