It was built in 1971, and was the fourth building added to the Brewster Central School District.

[2] The building grew in size with the addition of music, math, and science wings due to a major bond issue in 1999.

The NJROTC is a program of academic courses, co-curricular activities involving field trips to naval and military bases and extracurricular opportunities, including interschool exhibition drill and athletics.

The academic portion of the program is functionally divided into three non-sequential courses; NJROTC 1R through NJROTC 3R and covers various disciplines including: career planning, study skills, early naval history and current naval ships and aircraft.

Since around 2010, the high school has maintained a company sized Naval Junior Reserve Officer's Training Corps, currently led by Commander Earl Waidelech, who will be retiring by 2022.

These charges came about after his relationship with a 16-year-old student were reported to a high school staff member.