At OCPS, we believe that every student deserves a thriving future, and it all starts with the right educational foundation. Click below to enroll your child and become part of a community that’s united in purpose and passionate about student success.
Enroll Now!
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
At OCPS, we believe that every student deserves a thriving future, and it all starts with the right educational foundation. Click below to enroll your child and become part of a community that’s united in purpose and passionate about student success.
Enroll Now!
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
Stay 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: 5240 Keenes Pheasant Drive Windermere, FL 34786
Phone: 407-654-1351
Principal:Dr. Tracy Webley
Mascot: Cougar
Colors: Blue and Silver
School Hours: 8:45-3:00 (MTRF) and 8:45-2:00 (W)
Grades: Pre-Kindergarten – 5th
Principal’s Message

Dear Parents and Families,
Welcome to Keenes Crossing Elementary School. Whether you are returning or joining us for the first time, we are thrilled to have you as part of our school community. At Keenes Crossing, we believe that strong partnerships between home and school are the foundation of student success, and we are committed to working together to ensure every child has an enriching, joyful, and safe educational experience.
Our dedicated teachers and staff work hard on engaging lessons, organizing classrooms, and planning exciting events that foster curiosity, creativity, and a love of learning. Each year, we are especially focused on developing strong literacy and math foundations, building character, and encouraging active participation in our school community.
To help your child have a successful school year, we encourage the following:
Please never hesitate to reach out to your child’s teacher or to me if you have questions, ideas, or concerns. Our doors are always open, and we value your voice.
Thank you for trusting us with your child’s education. Let’s make each school year one of growth, discovery, and joy!
Warmly,
Dr. Webley
