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.
Quick Facts (2026)
- 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 Overview
Religious Affiliation
Grades Offered
Grades 9-12
Year Founded
2018
First Day of School
Tue. Aug 25, 2026
Student Body
Total Students
77 students
Student Body Type
Co-ed
Students by Grade
Academics and Faculty
Total Classroom Teachers
15 teachers
Student-Teacher Ratio
5:1
National avg.: 11:1
Average Class Size
19 students
Classroom Dress Code
Formal
Tuition and Acceptance Rate
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
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 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
Annapolis, MD 21401
(410) 216-7070
Annapolis, MD 21401
(410) 216-7070
1.4 miles
Gr: 3-12 Tuition listed
School
Location
Miles
Quick Facts
1908 Forest Drive
Annapolis, MD 21401
(410) 216-7070
Annapolis, MD 21401
(410) 216-7070
1.4 miles
Gr: 3-12 Tuition listed
St. Marys High School ![St. Marys High School Photo - Campus]( "St. Marys High School Photo - Campus")
(Catholic)
113 Duke Of Gloucester St
Annapolis, MD 21401
(410) 990-4236
Annapolis, MD 21401
(410) 990-4236
1.4 miles
Gr: 9-12 | 476 students Avg. class size: 24 students Sports: 17 | Extracurrculars: 22 Tuition & acceptance rate listed
Pathways School--anne Arundel
Special Education School
1819 Bay Ridge Ave Ste 340
Annapolis, MD 21403
(301) 649-0778
Annapolis, MD 21403
(301) 649-0778
2.4 miles
Gr: 7-12 | 29 students
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
4 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
The Harbour School At Annapolis
Special Education School
1277 Green Holly Drive
Annapolis, MD 21409
(410) 974-4248
Annapolis, MD 21409
(410) 974-4248
4.3 miles
Gr: 1-12 | 191 students Avg. class size: 7 students Sports: 5 | Extracurrculars: 2 Tuition & acceptance rate listed
School
Location
Miles
Quick Facts
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
1908 Forest Drive
Annapolis, MD 21401
(410) 216-7070
Annapolis, MD 21401
(410) 216-7070
1.4 miles
Gr: 3-12 Tuition listed
111 Duke Of Gloucester Street
Annapolis, MD 21401
(410) 990-4135
Annapolis, MD 21401
(410) 990-4135
1.4 miles
Gr: PK-8 | 849 students Avg. class size: 24 students Sports: 5 | Extracurrculars: 15 Tuition & acceptance rate listed
St. Martins Lutheran Church School ![St. Martins Lutheran Church School Photo]( "St. Martins Lutheran Church School Photo")
(Evangelical Lutheran Church in America (formerly AELC, ALC, or LCA))
1120 Spa Rd
Annapolis, MD 21403
(410) 269-1955
Annapolis, MD 21403
(410) 269-1955
1.6 miles
Gr: PK-8 | 139 students Avg. class size: 15 students Sports: 4 | Extracurrculars: 13 Tuition listed
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Annapolis, MD 21402
(410) 757-3090
1.9 miles
Gr: PK-5 | 259 students Avg. class size: 15 students Sports: 2 | Extracurrculars: 7 Tuition listed
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
111 Duke Of Gloucester Street
Annapolis, MD 21401
(410) 990-4135
Annapolis, MD 21401
(410) 990-4135
1.4 miles
Gr: PK-8 | 849 students Avg. class size: 24 students Sports: 5 | Extracurrculars: 15 Tuition & acceptance rate listed
School
(Math and Reading Proficiency)
(Math and Reading Proficiency)
Location
Miles
Quick Facts
Gwynn Park High School
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%
Gwynn Park Middle School
(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%
Rosaryville Elementary School
(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%
James Madison Middle School
(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%
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