Chesterton Academy of Annapolis is a co–ed Catholic high school serving grades 9 through 12 with a total enrollment of 43 students.
Founded in 2018, the school is located in Annapolis, Maryland, and offers a student–teacher ratio of 3:1.
Tuition for the 2024 school year is $11,700, which is below the local average private school tuition in Annapolis.
Average class size at Chesterton Academy of Annapolis is 10 students, supporting small–group instruction.
The school employs 15 teachers to serve its high school population in a suburban community setting.
Quick Facts (2026)
- Grades: 9-12
- Enrollment: 43 students
- Yearly Tuition: $11,700
- Average class size: 10 students
- Application Deadline: None / Rolling
- Source: Verified school update
School Overview
Student Body
Total Students
43 students
Student Body Type
Co-ed
Students by Grade
Academics and Faculty
Total Classroom Teachers
15 teachers
Student-Teacher Ratio
3:1
National avg.: 13:1
Average Class Size
10 students
Tuition and Acceptance Rate
Admission Deadline
None / Rolling
Yearly Tuition Cost
$11,700
Admissions Director
Kelly Peenstra
Source: Verified school update
Frequently Asked Questions
How much does Chesterton Academy of Annapolis cost?
Chesterton Academy of Annapolis's tuition is approximately $11,700 for private students.
When is the application deadline for Chesterton Academy of Annapolis?
The application deadline for Chesterton Academy of Annapolis is rolling (applications are reviewed as they are received year-round).
Nearby Private Schools
The nearest high school to Chesterton Academy of Annapolis is The Maven Academy (1.4 miles away)
The nearest elementary school is Book Of Life Academy (0.5 miles away)
The nearest preschool is Play & Learn At Annapolis (0.3 miles away)
Show me:
School
Location
Miles
Quick Facts
Play & Learn At Annapolis
Daycare / Preschool
580 Taylor Ave B 1
Annapolis, MD 21401
(410) 263-4029
Annapolis, MD 21401
(410) 263-4029
0.3 miles
Gr: K | 1 student
Book Of Life Academy![Book Of Life Academy Photo]( "Book Of Life Academy Photo")
(Assembly of God)
913 Cedar Park Rd
Annapolis, MD 21401
(410) 263-2600
Annapolis, MD 21401
(410) 263-2600
0.5 miles
Gr: PK-5 | 118 students Avg. class size: 12 students Extracurrculars: 8 Tuition & acceptance rate listed
Calvary Center School![Calvary Center School Photo - Nature walk]( "Calvary Center School Photo - Nature walk")
Daycare / Preschool (Methodist)
301 Rowe Blvd
Annapolis, MD 21401
(410) 268-3812
Annapolis, MD 21401
(410) 268-3812
0.5 miles
Gr: NS-PK | 76 students Avg. class size: 15 students Tuition listed
Weems Creek Nursery School & Kindergarten![Weems Creek Nursery School & Kindergarten Photo]( "Weems Creek Nursery School & Kindergarten Photo")
Daycare / Preschool
238 Kirkley Road
Annapolis, MD 21401
(410) 266-5522
Annapolis, MD 21401
(410) 266-5522
0.5 miles
Gr: PK | 134 students Avg. class size: 15 students Tuition listed
1908 Forest Drive, Suite 2J
Annapolis, MD 21401
(410) 216-7070
Annapolis, MD 21401
(410) 216-7070
1.4 miles
Gr: 6-12 Tuition listed
School Reviews
Endorse Chesterton Academy of Annapolis. Endorsements should be a few sentences in length. Please include any comments on:
- Quality of academic programs, teachers, and facilities
- Availability of music, art, sports and other extracurricular activities
- Academic or athletic awards
Recent Articles
Financial Aid 101 for Private School Families 2026
Guide to private school financial aid in 2026, with current costs, key planning timelines and practical steps parents need to maximize aid options.
Why Extracurricular Activities Matter in 2026
Discover why extracurricular activities remain essential in 2026, with updated research, costs, and admissions insights for parents and students.
How to Appeal for Financial Aid After Admission
Learn how to appeal for financial aid after admission to a private school, with expert steps, timelines, and 2026 updates for families.
