In 2002, a new two storey building with administration facilities on the ground floor and 12 classrooms on the top level was opened, bringing the permanent housing of the school up to 1250 students.

The school was initiated into this chain after talks between the Minister of Education at the time, Terry Metherell, and the then CEO of IBM, Brian Finn.

Additional staff in the following years were all appointed by merit, with several highly talented young teachers proving themselves to the parents and students of the schooling community.

Cherrybrook Technology High School was officially opened on 15 May 1992 by the Hon Nick Greiner (who was the Premier of New South Wales at the time).

1994 – "WarGames" 1995 – "Romeo and Juliet" 2001 – "The Wiz" 2002 – "Away" 2003 – "Bye Bye Birdie" 2004 – "Stories From Suburban Road" 2005 – "Joseph and the Amazing Technicolor Dreamcoat" 2006 – "Everyman" 2007 – "Return to the Forbidden Planet" 2008 – "A Midsummer Night's Dream" 2009 – "HMS Pinafore" 2010 – "The Musicians" 2011 – "Fame" 2012 – "Madd" 2013 – "Little Shop Of Horrors" 2014 – "The Wiz" 2015 – "Servant of Two Masters" 2016 – "Grease" 2017 – "A Midsummer Night's Dream" 2019 – "Annie" *note: due to licensing issues the production of "Annie" was postponed by one year 2024 – "High School Musical" Cherrybrook Technology High School has an active Student Representative Council (SRC) which is responsible for co-ordinating events which benefit the student body and the school as a whole.

In 2008 the SRC also attempted to break the world record for the most people simultaneously dancing "Heads, Shoulders, Knees and Toes" with approximately 700 participants.