Cypress Elementary, 2251 Lakeside Drive, Kissimmee: grades pre-K to 5, 455 students (2024-25), a B in 2026 state grades. 407-344-5000.

Last checked Oct. 10, 2026. Sources: The School District of Osceola County, its school directory, zoning and feeder pattern pages, 2026-27 calendar and bell times; the school’s website; the Florida Department of Education’s 2026 school grades; the federal NCES school directory.

Cypress Elementary School is a School District of Osceola County elementary school at 2251 Lakeside Drive, inside Kissimmee city limits. In the district’s 2026-27 zones, about 2,840 of the 34,091 homes inside the city, 8%, are zoned for it.

Who to call

  • Front office: 407-344-5000, 2251 Lakeside Drive, Kissimmee, FL 34743
  • School website: cyes.osceolaschools.net
  • Enrolling a student: Student Services, 407-870-4897; the district’s registration page
  • Which school is yours, and bus service: the district’s BusPlanner address search; Transportation Services, 407-483-3673
  • District main line: The School District of Osceola County, 407-870-4600
Address 2251 Lakeside Drive, Kissimmee, FL 34743
Phone 407-344-5000
Grades Pre-K to 5
Principal Libby Raymond
2026 state grade B (58% of points)
Students, 2024-25 455

Principal. Libby Raymond is the principal, according to the district’s school directory, updated Oct. 8, 2026. The school’s own website does not name its principal.

Enrollment and teachers

  • Federal count: 455 students in the 2024-25 school year, with 32 full-time-equivalent classroom teachers, according to the NCES directory. That is about 14 students per teacher.
  • Grades served: pre-K through fifth grade.

State report card

Florida gave Cypress Elementary a B in its 2026 school grades, released in July for the 2025-26 school year, with 58% of possible points. It earned a B in 2025 and a C in 2024, according to the Florida Department of Education’s 2026 school grades file. The school’s state report card has enrollment and test results by student group; it is an interactive dashboard that could not be read for this page.

2026 school grade measure Result
School grade B (58% of points)
English language arts achievement 52%
English language arts learning gains 64%
English learning gains, lowest-performing 25% 68%
Third grade English language arts achievement 43%
Math achievement 60%
Math learning gains 72%
Math learning gains, lowest-performing 25% 63%
Science achievement 45%

Florida grades schools A to F on the share of possible points earned across these measures. Achievement is the share of tested students on grade level; learning gains is the share who improved from the year before. For an elementary school, A is 62% of possible points or more, B is 54% to 61%, C is 41% to 53% and D is 32% to 40%, the state’s file says.

Attendance zone and feeder schools

Zones do not follow city limits. We matched the City of Kissimmee’s residential parcels to the district’s 2026-27 zone map: about 2,840 homes inside the city, 8% of the total, are zoned for Cypress Elementary, all in the Lakeside area. Check any address with the district’s BusPlanner search or its 2026-27 attendance zone map book (PDF).

Where students go next. The district’s 2026-27 feeder patterns (PDF) send Cypress Elementary students to Denn John Middle and Parkway Middle, depending on the address, and the high school list (PDF) links its zone to Gateway High and Tohopekaliga High.

Questions about zone lines go to the district’s Planning Services GIS team, 407-483-3671. A school other than the zoned one needs School Choice approval first; options are on myosceolachoice.school.

Calendar and bell times

From the district’s 2026-27 calendar (PDF), revised Sept. 8, 2026:

  • Monday, Oct. 12: student holiday (teacher workday or emergency make-up day)
  • Wednesday, Nov. 11: Veterans Day, no school
  • Friday, Nov. 20: early release
  • Nov. 23-27: Thanksgiving break
  • Dec. 21 to Jan. 1: winter break; classes resume Monday, Jan. 4

Bell times. Cypress Elementary runs from 8:20 a.m. to 3:15 p.m., with a 2:15 p.m. dismissal on Wednesdays, and serves breakfast from 7:50 to 8:20 a.m., according to the district’s 2026-27 bell and breakfast times (PDF). The front office is open 7:30 a.m. to 4 p.m., the district directory says.

More on Kissimmee schools

Frequently asked questions

What grades does Cypress Elementary School serve?

Cypress Elementary serves pre-K through fifth grade. It is at 2251 Lakeside Drive, Kissimmee, and its main line is 407-344-5000.

What is Cypress Elementary School’s Florida school grade?

Cypress Elementary earned a B in Florida’s 2026 school grades, with 58% of possible points. It earned a B in 2025 and a C in 2024.

Which high school does Cypress Elementary School feed into?

Its zone feeds Gateway High and Tohopekaliga High, depending on the address, according to the district’s 2026-27 feeder patterns.

What time does Cypress Elementary School start?

Classes run from 8:20 a.m. to 3:15 p.m., with a 2:15 p.m. dismissal on Wednesdays, according to the district’s 2026-27 bell times.