Find Your Place in Our Community

Over 60 locations, even more opportunities.

Celebrating 40 years of educational excellence in 2025, Chesterbrook Academy offers a superior private school experience for students in Early Childhood through middle school. Our preschools have the perfect balance of learning and play, while our elementary and middle school programs are rigorous, innovative, and enhanced by a vibrant school community.

With schools in Florida, Illinois, Maryland, North Carolina, New Jersey, Pennsylvania, South Carolina, and Virginia, we have opportunities for educators to join our team working with children from infants through 8th grade.

What Our Teachers Love

Hear from our teachers what they enjoy most about working at Chesterbrook Academy.

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Face, Head, Person, Happy, Laughing

Our Benefits

Our teachers, staff, and leaders are the heart of our schools, and make every campus a special place where students learn and grow. We offer our full-time employees a competitive and comprehensive benefits package that ensures you have the support you need to succeed.

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Healthcare

Retirement

Student Tuition

FSA/HSA Savings

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Professional Development

Exclusive Discounts

Employee Referral Program

Paid Time Off & Holidays

A Special Connection

Sophia Soto, Assistant Principal Chesterbrook Academy 

My journey with Chesterbrook Academy began in 2000 when I was enrolled as a Pre-K student! In Kindergarten, I transitioned to the Chesterbrook Academy Elementary School adjacent to the preschool and graduated from eighth grade in 2013. As a child I aspired to become a teacher, and after graduating high school I began my official career with Chesterbrook Academy as a three year old teacher. In 2019 I became the Administrative Assistant, and Assistant Principal in 2022. My journey with Chesterbrook continues into the next generation as my son is currently a Chesterbrook student!