South Side, a part of the Rockville Centre School District, serves grades 9 through 12 and boasts a variety of academic, extra-curricular and athletic programs, including the International Baccalaureate (IB) Curriculum in junior and senior years.

The Shepherd Street address is the third location for the school, its first site (1892–1923) was on College Place, now the Municipal Building of Rockville Centre.

The switch occurred as the district's sixth-graders moved to the Junior High, with that institution becoming the Middle School of RVC.

"[4] Author and historian Doris Kearns Goodwin wrote extensively about Red and Blue in her autobiographical memoir "Wait Till Next Year."

Since 1979 Title IX has mandated that girls have equivalent access to sports and other activities, but the tradition has lived on, with approximately 300 (mostly) female students participating each year.

[5] Additionally, talks about removing or opening this competition to all genders have been a topic of heavy debate in recent years.