Old School, my numbers must be off a little. But here are the teams that I have found that have won a single state title, but in each case, it was won more than 20 years ago:
Clewiston (won it in '82); 37 total playoff wins.
Columbia (won it in '67); 40 total playoff wins.
Niceville (won it in '88); 36 total playoff wins.
Osceola (Kissimmee) (won it in '98); 48 total playoff wins.
Vero Beach (won it in '81); 42 total playoff wins.
When you say "playoff wins," are you just referring to playoff wins since they won their state title? Or are my numbers just off? Also, I'm including playoff wins from this year.
St. Thomas Aquinas
American Heritage (Plantation)