Be A Player! will host a Free Sports Physicals and ECG Screening event at Jones High School on Saturday, June 20, 2026, from 9:00 a.m. to 1:00 p.m. This event is open to students in Kindergarten through 12th grade who need a sports physical and heart screening for participation in school athletics. Families are encouraged to attend early and take advantage of this important, no-cost opportunity to help ensure students are healthy and ready for the upcoming athletic season.
Click here to learn more!
Discover the advantage of an “A”-rated district! Orange County Public Schools Magnet Programs offer innovative, hands-on learning in specialized fields—and students from any county are encouraged to apply. Give your child exciting opportunities to grow, explore, and succeed with an OCPS Magnet Program!
Click here to learn more!
Unlock your child’s potential with an OCPS Scholastic Academy! These innovative programs offer enriched, academically focused learning designed to challenge, inspire, and accelerate student achievement. Families from any county are encouraged to apply and take advantage of the opportunities available in our “A”-rated district. Give your child a strong foundation for future success with an OCPS Scholastic Academy!
Click here to learn more!
ParentSquare is a unified communication platform that offers a variety of tools that allow the district, school administrators and teachers to more effectively communicate and engage with families and students.
Click here to learn more!
Need to Locate Resources? You can search for free or reduced cost programs such as food, housing, mental health, education programs, and other social services provided directly by Community Based Organizations.
Click here to learn more!
If you are experiencing issues with an OCPS Parent Portal Application (i.e. Skyward Family Access, Canvas Parent) please click below for support.
Parent Portal Concerns Form
Be A Player! will host a Free Sports Physicals and ECG Screening event at Jones High School on Saturday, June 20, 2026, from 9:00 a.m. to 1:00 p.m. This event is open to students in Kindergarten through 12th grade who need a sports physical and heart screening for participation in school athletics. Families are encouraged to attend early and take advantage of this important, no-cost opportunity to help ensure students are healthy and ready for the upcoming athletic season.
Click here to learn more!
Discover the advantage of an “A”-rated district! Orange County Public Schools Magnet Programs offer innovative, hands-on learning in specialized fields—and students from any county are encouraged to apply. Give your child exciting opportunities to grow, explore, and succeed with an OCPS Magnet Program!
Click here to learn more!
Unlock your child’s potential with an OCPS Scholastic Academy! These innovative programs offer enriched, academically focused learning designed to challenge, inspire, and accelerate student achievement. Families from any county are encouraged to apply and take advantage of the opportunities available in our “A”-rated district. Give your child a strong foundation for future success with an OCPS Scholastic Academy!
Click here to learn more!
ParentSquare is a unified communication platform that offers a variety of tools that allow the district, school administrators and teachers to more effectively communicate and engage with families and students.
Click here to learn more!
Need to Locate Resources? You can search for free or reduced cost programs such as food, housing, mental health, education programs, and other social services provided directly by Community Based Organizations.
Click here to learn more!
If you are experiencing issues with an OCPS Parent Portal Application (i.e. Skyward Family Access, Canvas Parent) please click below for support.
Parent Portal Concerns FormStay up to date on the latest news, events and more with the ParentSquare app!
School Profile

Vision: Every student graduates prepared and inspired for a thriving future.
Mission: Together with our families and the community, we empower students with a superior academic experience, essential life skills, and boundless opportunities.
Address: 311 N Dillard Street, Winter Garden, FL 34787
Phone: 407-877-5000
Principal: Tiffany Smid
Mascot: Dragons
Colors: Green and Orange
School Hours: 8:30am-2:45pm MTTHF 8:30am-1:45pm W
Grades: PK-5
Principal’s Message

Welcome to all our Dillard Dragon Families!
As the proud principal of Dillard Street Elementary School, I would like to extend a warm welcome to our returning and new families!
The vision of Orange County Public Schools is to ensure every student has a promising and successful future. Here at Dillard Street Elementary, we work to achieve this vision everyday by providing standards-based, differentiated instruction to every student who enters our building. Meeting student academic and social-emotional needs is achieved through providing interventions and enrichment opportunities daily, allowing all students to reach their fullest potential.
If you have any questions or would like more information, please explore our website or reach out to our school using the contact information listed on this page.
Stay tuned to the OCPS website and our school Facebook page for the most current district information and updates.
Sincerely,
Tiffany Smid
Principal
