Creativity! Character! Confidence! Chesapeake Academy is an independent school that offers students in preschool through fifth grade an invigorating education that celebrates intellect and imagination.
Expanded opportunities in science, fine and performing arts, Spanish, techology are integrated into curriculum.
Our families value education. Our vibrant supportive community, with a focus on young learners, brings out the best in children.
Well prepared for their next educational experience, our students advance to top independent and public middle schools and, beyond that, to highly rated high schools and colleges. See our introductory video: http://www.youtube.com/user/chesacad1185.
Quick Facts (2025-26)
- Grades: Nursery/Preschool-5
- Average class size: 16 students
- Application Deadline: None / Rolling
- Source: National Center for Education Statistics (NCES)
School Overview
School Membership(s)School Assoc.
Grades Offered
Grades Nursery/Preschool-5
Learning Difference Programs
Yes
Learning Programs Supported
Two learning service professionals support students with a range of learning needs including academic support (for those experiencing learning challenges) and enrichment (for those exceeding grade level expectations).
Year Founded
1980
Summer School Offered
Yes
Student Body
Total Students
n/a
Student Body Type
Co-ed
% Students of Color
7%
State avg.: 38%
Academics and Faculty
Total Classroom Teachers
33 teachers
% Faculty w/Advanced Degree
12%
Average Class Size
16 students
List of Courses Offered
Classroom Dress Code
Formal
navy / plaid / green uniforms
Tuition and Acceptance Rate
Admission Deadline
None / Rolling
Tuition Notes
Payment plans / financial aid / scholarships
Admissions Director
Sue Richburg
Source: National Center for Education Statistics (NCES)
Frequently Asked Questions
When is the application deadline for Chesapeake Academy?
The application deadline for Chesapeake Academy is rolling (applications are reviewed as they are received year-round).
School Calendar
View the Chesapeake Academy yearly calendar below. Note key dates such as:
Event
Date
Last Day of School Before Winter Break
December 19, 2025 (Friday)
Winter Break - School Closed
December 22, 2025 (Monday)
First Day of Classes After Winter Break
January 05, 2026 (Monday)
School Closed
January 19, 2026 (Monday)
School Closed
February 16, 2026 (Monday)
Related Schools
Show me:
People that viewed Chesapeake Academy also viewed these schools: Key School, Chesapeake Montessori School, Annapolis Area Christian School, Naval Academy Primary School and Indian Creek School.
The nearest high school to Chesapeake Academy is Severn School (2.3 miles away)
The nearest elementary school is St. John The Evangelist School (0.7 miles away)
The nearest preschool is Wee Lad & Lassie Early Learning Center (0.5 miles away)
Show me:
Show me:
School
Location
Miles
Quick Facts
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
7.9 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
2.7 miles
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
109 Burns Crossing Road
Severn, MD 21144
(410) 519-5300
Severn, MD 21144
(410) 519-5300
9.5 miles
Gr: K-12 | 846 students Avg. class size: 21 students Sports: 14 | Extracurrculars: 26 Tuition & acceptance rate listed
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Annapolis, MD 21402
(410) 757-3090
4.2 miles
Gr: PK-5 | 259 students Avg. class size: 15 students Sports: 2 | Extracurrculars: 7 Tuition listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
4.3 miles
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
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