It is very hard to compare teams across years and decades as the game has changed so much over time. However, two teams not mentioned here so far could match up with any five on any team since the WCAC/Catholic League has been in existence.
Archbishop Carroll won an all-time area best 55 straight over two seasons in 1959-60. The record still stands after all these years. No one has really approached it. The team had two starters 6'10 or taller, two lights out shooters, and a smart point guard. John Thompson was the 4th best player on the team.
You can pick from either of two Morgan Wootten's juggernauts led by either Adrian Dantley or from the Billy Langloh teams. They were brilliantly constructed teams that seemed to always come through in the clutch and never beat themselves.
Dantley on the high school level was a man playing with boys. Langloh was very good, and somehow underrated at the same time. However, the best pure shooter, and probably the best player, this league has ever produced was Austin Carr of Mackin. With a three point line today, he would literally average 50 ppg. Anyone who ever saw him shoot was always surprised when he missed.