In 1998 and 1999, the boys' basketball team won back-to-back Group II state championships by defeating West Morris Mendham High School both seasons. The 1998 team won the program's first state title with a 67-52 against West Morris Mendham in the Group II championship game. The team won its second consecutive Group II title in 1999 with a 55-51 win against West Morris Mendham in the tournament final at the Atlantic City Convention Hall. The 1999 team went on to defeat Parsippany High School in the quarterfinals of the Tournament of Champions by a score of 77-55 before falling to eventual ToC champion Seton Hall Preparatory School by a score of 63–42 in the semifinals.