Cypress Creek vs Windermere (Florida) High School Football Game Preview – Friday, August 29, 2025

High School Football

The 2025 Florida high school football season continues with a conference matchup as the Windermere Wolverines host the Cypress Creek Bears on Friday, August 29, 2025, at 7:00 PM. Windermere looks to build on its dominant season-opening win, while Cypress Creek searches for its first victory after a narrow loss.

Game Details

Matchup: Cypress Creek (Orlando, FL) vs Windermere (Windermere, FL)
Date & Time: Friday, August 29, 2025 – 7:00 PM
Location: Windermere High School, Windermere, FL
Live Coverage: Follow live scores on MaxPreps
Fans can attend in person by purchasing digital tickets on GoFan or stream the action live on the NFHS Network (subscription: $13.99/month or $79.99/year).

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Cypress Creek Bears

The Bears enter ranked #11,277 nationally, #523 in Florida, and #24 in their class. After a hard-fought 14-10 district loss, Cypress Creek showed defensive promise but must find more offensive production to stay competitive against Windermere.

2025 Record: 0-1
National Rank: #11,277
State Rank: #523 (FL)
Class Rank: #24
Strengths: Defensive toughness, competitive spirit, experienced players
Key to Win: Sustain offensive drives and finish scoring opportunities

Windermere Wolverines

Windermere comes in ranked #5,124 nationally and #311 in Florida. The Wolverines opened the year with an impressive 43-3 win, fueled by an efficient offense and a suffocating defense. With home-field advantage, they’ll look to continue their momentum.

2025 Record: 1-0
National Rank: #5,124
State Rank: #311 (FL)
Class Rank:
Strengths: Balanced attack, defensive dominance, home-field energy
Key to Win: Maintain offensive rhythm and pressure Cypress Creek’s backfield

Rankings & Records

Team National Rank State Rank Class Rank Record PF PA
Cypress Creek Bears 11,277 523 (FL) 24 0-1 10 14
Windermere Wolverines 5,124 311 (FL) 1-0 43 3
Abu Sayem is a sports enthusiast and writer who enjoys sharing stories about high school athletics. He is passionate about celebrating the teamwork, dedication, and spirit of young athletes.