Quick Facts (2026-27)
- Grades: 9-12
- Enrollment: 77 students
- Yearly Tuition: $12,000
- Average class size: 19 students
- Application Deadline: Dec. 15 / rolling
- Source: ✓Verified school update
Chesterton Academy of Annapolis
Quick Facts (2026-27)
- Grades: 9-12
- Enrollment: 77 students
- Yearly Tuition: $12,000
- Average class size: 19 students
- Application Deadline: Dec. 15 / rolling
- Source: ✓Verified school update
School Facts
Student Body
Total Students
77 students
Student Body Type
Co-ed
Academic Profile
Total Classroom Teachers
15 teachers
Student-Teacher Ratio
5:1
National avg.:
Average Class Size
19 students
Classroom Dress Code
Formal
Tuition & Financial Aid
Admission Deadline
Dec. 15 / rolling
Yearly Tuition Cost
$12,000
Admissions Director
Elizabeth Blake
Application URL
Sports
Total Sports Offered
6 sports
Extracurriculars
Total ExtracurricularsTotal Extra-curric.
6 extracurriculars
ExtracurricularsExtra-curric.
Club or Organization:
Photography ClubPro Life Club
Self Defense ClassSociety of Classical Learners and Scholars
Strategic Games ClubYearbook Club
School Notes
- Chesterton Academy of Annapolis is a coed Catholic high school serving grades 9 through 12 with a total enrollment of 77 students. Founded in 2018, the school is located in Annapolis, Maryland, and offers a studentteacher ratio of 8:1.
- Tuition for the 2026-27 school year is $12,000, which is below the local average private school tuition in Annapolis.
- Average class size at Chesterton Academy of Annapolis is 19 students
- The school employs 12 teachers to serve its high school population in a suburban community setting.
Source: Verified school update
Frequently Asked Questions
How much does Chesterton Academy of Annapolis cost?
Chesterton Academy of Annapolis's tuition is approximately $12,000 for private students.
What sports does Chesterton Academy of Annapolis offer?
Chesterton Academy of Annapolis offers 6 interscholastic sports: Baseball, Cross Country, Tennis, Track and Field, Ultimate Frisbee and Volleyball.
When is the application deadline for Chesterton Academy of Annapolis?
The application deadline for Chesterton Academy of Annapolis is Dec. 15 / rolling (applications are due on Dec. 15 but additional applications are reviewed year-round as space permits ).
Nearby ²ÝÁñÉçÇø 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:
Distance: 0.3 mi
Gr: K | 1 student
Daycare / Preschool
580 Taylor Ave B 1
Annapolis, MD 21401
(410) 263-4029
Distance: 0.5 mi
Gr: PK-5 | 118 students
Avg. class size: 12 students
Extracurriculars: 8
Assembly of God
913 Cedar Park Rd
Annapolis, MD 21401
(410) 263-2600
Distance: 0.5 mi
Gr: NS-PK | 76 students
Avg. class size: 15 students
Daycare / Preschool (Methodist)
301 Rowe Blvd
Annapolis, MD 21401
(410) 268-3812
Distance: 0.5 mi
Gr: PK | 134 students
Avg. class size: 15 students
Daycare / Preschool
238 Kirkley Road
Annapolis, MD 21401
(410) 266-5522
Distance: 1.4 mi
Gr: 3-12
1908 Forest Drive
Annapolis, MD 21401
(410) 216-7070
Distance: 1.4 mi
Gr: 3-12
1908 Forest Drive
Annapolis, MD 21401
(410) 216-7070
Distance: 1.4 mi
Gr: 9-12 | 476 students
Avg. class size: 24 students
Sports: 17 | Extracurriculars: 22
Catholic
113 Duke Of Gloucester St
Annapolis, MD 21401
(410) 990-4236
Distance: 2.4 mi
Gr: 7-12 | 29 students
Special Education School
1819 Bay Ridge Ave Ste 340
Annapolis, MD 21403
(301) 649-0778
Distance: 4.0 mi
Gr: NS-12 | 650 students
Avg. class size: 16 students
Sports: 16
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Distance: 4.3 mi
Gr: 1-12 | 191 students
Avg. class size: 7 students
Sports: 5 | Extracurriculars: 2
Special Education School
1277 Green Holly Drive
Annapolis, MD 21409
(410) 974-4248
Distance: 0.5 mi
Gr: PK-5 | 118 students
Avg. class size: 12 students
Extracurriculars: 8
Assembly of God
913 Cedar Park Rd
Annapolis, MD 21401
(410) 263-2600
Distance: 1.4 mi
Gr: 3-12
1908 Forest Drive
Annapolis, MD 21401
(410) 216-7070
Distance: 1.4 mi
Gr: PK-8 | 849 students
Avg. class size: 24 students
Sports: 5 | Extracurriculars: 15
Catholic
111 Duke Of Gloucester Street
Annapolis, MD 21401
(410) 990-4135
Distance: 1.6 mi
Gr: PK-8 | 139 students
Avg. class size: 15 students
Sports: 4 | Extracurriculars: 13
Evangelical Lutheran Church in America (formerly AELC, ALC, or LCA)
1120 Spa Rd
Annapolis, MD 21403
(410) 269-1955
Distance: 1.9 mi
Gr: PK-5 | 259 students
Avg. class size: 15 students
Sports: 2 | Extracurriculars: 7
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Distance: 0.3 mi
Gr: K | 1 student
Daycare / Preschool
580 Taylor Ave B 1
Annapolis, MD 21401
(410) 263-4029
Distance: 0.5 mi
Gr: PK-5 | 118 students
Avg. class size: 12 students
Extracurriculars: 8
Assembly of God
913 Cedar Park Rd
Annapolis, MD 21401
(410) 263-2600
Distance: 0.5 mi
Gr: NS-PK | 76 students
Avg. class size: 15 students
Daycare / Preschool (Methodist)
301 Rowe Blvd
Annapolis, MD 21401
(410) 268-3812
Distance: 0.5 mi
Gr: PK | 134 students
Avg. class size: 15 students
Daycare / Preschool
238 Kirkley Road
Annapolis, MD 21401
(410) 266-5522
Distance: 1.4 mi
Gr: PK-8 | 849 students
Avg. class size: 24 students
Sports: 5 | Extracurriculars: 15
Catholic
111 Duke Of Gloucester Street
Annapolis, MD 21401
(410) 990-4135
School
(Math and Reading Proficiency)
(Math and Reading Proficiency)
Location
Miles
Quick Facts
Magnet School
(Math: 3% | Reading: 38%)
Rank:
Rank:
3/
Bottom 50%10
13800 Brandywine Rd
Brandywine, MD 20613
(301) 372-0140
Brandywine, MD 20613
(301) 372-0140
9221.5 miles
Gr: 9-12 | 1,147 students Student-Teacher Ratio: 17:1 Minority enrollment: 98%
(Math: 4% | Reading: 22%)
Rank:
Rank:
1/
Bottom 50%10
8000 Dyson Rd
Brandywine, MD 20613
(301) 372-0120
Brandywine, MD 20613
(301) 372-0120
9221.7 miles
Gr: 6-8 | 702 students Student-Teacher Ratio: 18:1 Minority enrollment: 96%
(Math: 3% | Reading: 26%)
Rank:
Rank:
1/
Bottom 50%10
9925 Rosaryville Rd
Upper Marlboro, MD 20772
(301) 599-2490
Upper Marlboro, MD 20772
(301) 599-2490
9223.3 miles
Gr: PK-5 | 517 students Student-Teacher Ratio: 13:1 Minority enrollment: 96%
(Math: 3% | Reading: 38%)
Rank:
Rank:
3/
Bottom 50%10
7300 Woodyard Road
Upper Marlboro, MD 20772
(301) 599-2422
Upper Marlboro, MD 20772
(301) 599-2422
9223.4 miles
Gr: 6-8 | 800 students Student-Teacher Ratio: 16:1 Minority enrollment: 98%
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
When Your Child Outpaces the ²ÝÁñÉçÇø School Curriculum
Learn what parents can do when a child finishes private school coursework early, including acceleration, curriculum compacting, advanced classes, enrichment, and signs the school needs a new plan.
How Much Teacher Access Does Your Child Get?
Learn how to evaluate teacher access at private schools, including extra-help time, advising, communication, academic support, and the questions families should ask before choosing a school today.
When a ²ÝÁñÉçÇø School Teacher Leaves Midyear
When a private school teacher leaves midyear, parents need clear answers. Learn what schools should do, what children may experience, and when a departure signals deeper concerns.
Request Info
Did You Know?
The average private school tuition in Annapolis, MD is $13,567 for elementary schools (read more about average private school tuition across the country).
The average acceptance rate in Annapolis, MD is 78% (read more about average acceptance rates across the country).
Related School Videos
0:27
5:36
3:04
4:18
Most Popular Articles
Quick Links
SCHOOL SEARCH TOOLS:
SCHOOL BY TYPE (MD):
- Blue Ribbon (57)
- All-girls (25)
- All-boys (30)
- Montessori (74)
- Daycare / Preschools (581)
- Summer School Programs (162)
- Dual Language Immersion Programs (3)
- Special Education (75)
- Alternative (31)
- ADD/ADHD Support (158)
- Online Schools (10)
- Religiously Affiliated (454)
- School Membership Associations (537)
- Schools with famous alumni (93)
OPEN-HOUSES & JOBS:
PUBLIC & BOARDING SCHOOLS:
PRIVATE SCHOOL DATA: