Chesterton Academy of Orlando
Independent Catholic school · Grades 9–12
Winter Park, FL
2025 State Road 436, Winter Park, FL 32792
Overall grade: A
ChooseAPrivateSchool.com grade, from official facts compared with similar schools.
- AClass size
- B-Years serving families
- ADiversity
What stands out
- Smaller classes than 73% of Catholic schools in Florida
Chesterton Academy of Orlando is an independent Catholic school in Winter Park, Florida, for students from 9th grade through 12th grade. It has about 53 students and around 12 students per teacher, smaller classes than 73% of Catholic high schools in Florida. The school is part of the Diocese of Orlando. Students attend about 8 hours a day, 179 days a year. Florida has programs that can help pay tuition; ask the school whether it takes part.
At a glance
- Grades
- Grades 9–12
- Students
- 53
- Teachers
- 4.6 (full-time equivalent)
- Students per teacher
- 11.5
- Boys and girls
- Coed · 33 girls, 20 boys
- Religious affiliation
- Catholic · Independent Catholic school
- Diocese
- Diocese of Orlando
- School day
- About 8 hours
- School year
- 179 days
Reviews
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How it compares
- Smaller classes than 73% of Catholic high schools in Florida (12 students per teacher).
- A smaller school: fewer students than 100% of Catholic high schools in Florida.
- Compared with 33 Catholic high schools in Florida.
Students by grade
Student body
Help paying tuition in Florida
These state programs can help pay private school tuition. Only participating schools can accept them, so ask Chesterton Academy of Orlando whether it takes part.
- Family Empowerment Scholarship for Unique Abilities (FES-UA) · Education savings account
- Florida Tax Credit Scholarship (FTC) · Tax-credit scholarship
Questions to ask on a tour
- What is tuition, and what does it include (books, fees, uniforms, trips)?
- Do you offer financial aid, sibling discounts or payment plans?
- Do you accept ESA, voucher or tax-credit scholarship funds?
- How big are classes in my child's grade?
- What support is there for students who need extra help or more challenge?
- Is the school accredited, and by whom?
- What do a typical day and a typical week look like?
- How does the school communicate with families?
Questions about Chesterton Academy of Orlando
What grades does Chesterton Academy of Orlando serve?
Chesterton Academy of Orlando serves grades 9–12.
How many students attend Chesterton Academy of Orlando?
About 53 students, with 12 students per teacher, according to official records.
How much is tuition at Chesterton Academy of Orlando?
Call the school to ask about tuition, financial aid and payment plans. Florida has programs that can help pay private school tuition; ask whether the school takes part.
Official record · Updated October 2026 · Official search · Something wrong? Tell us
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