Skip to main content

Homepage

A family looks at a smartphone, with colorful icons floating above it.

What is ParentSquare?

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!
Hands typing on a laptop keyboard, close-up view.

OCPS Parent Portal Concerns?

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
Students are seated at tables, with text overlay reading 'ALL STUDENTS ALL MEALS NO CHARGE'.
The image displays text that reads 'YOUR A SCHOOL DISTRICT again!' with a logo.
A colorful assortment of pencils and pens arranged in a fan shape, with "BACK TO SCHOOL" text.
Teal banner with a light blue awareness ribbon and text reading 'Mental Health Awareness Month'.
Text reads 'HURRICANE SEASON JUNE 1 - NOV 30 ARE YOU READY?'
Image promoting VPK and Kindergarten registration, featuring two children.
A promotional graphic with text and stylized figures.
A family of four smiles for a photo, with the words 
Community Connect visible in the foreground.

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!
A father and daughter look at a laptop together, with the text "SCHOOLCASH" visible.

CUSTOM AD CODE.
DO NOT EDIT OR DELETE

Upcoming Events

Accessibility View of Full-Page Calendar

View the full calendar to see all events happening in the next few weeks and months!

School Profile

Dillard Street Elementary School Building

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 MessageA woman with long, wavy brown hair smiles at the camera, wearing a coral blazer over a black top.

Dear Dillard Street Families and Students,

Welcome to an exciting school year at Dillard Street Elementary! Whether you are a returning Dragon or stepping through our doors for the very first time, we are thrilled to welcome you to our vibrant school community. At Dillard Street, our goal is to establish a strong foundation that ensures every student graduates prepared and inspired for a thriving future. Throughout the school year, our dedicated faculty and staff work hand-in-hand with parents and community partners to provide:

  • A Superior Academic Experience: Standards-based, engaging instruction designed to challenge and support every learner at their individual level.

  • Essential Life Skills: Fostering kindness, resilience, teamwork, and leadership inside and outside the classroom.

  • Boundless Opportunities: Inspiring curiosity and encouraging students to explore new interests and discover their unique talents

A Special Welcome to New Dragons!

To our new students joining the Dillard family: starting at a new school is the beginning of a wonderful adventure! You are entering a warm, caring environment where teachers and classmates are eager to support you every step of the way. Bring your curiosity, your big dreams, and your unique personality—we are so glad you are here, and we cannot wait to see all that you will accomplish!

Partnering Together

We firmly believe that education is a team effort. When home, school, and community unite, our students achieve great things. We invite you to stay connected, participate in school events, jjoin the PTA, and maintain open communication with us throughout the year.

Thank you for sharing your children with us. Let’s work together to make this school year filled with joy, discovery, and proud achievements!

 

Elaine Lundberg 

Principal, Dillard Street Elementary

Go Dragons!