In 1997, part of the Henbury playing fields were sold to private developers, to generate income to improve the sports facilities.

In September 2004, Henbury welcomed almost all of the students from the closing Ryles Park High School, Macclesfield.

In September 2007, Henbury moved from its present site into a newly built school on the new £38 million development known as the Macclesfield Learning Zone about two miles away.

The old Henbury site became Jasmine Park, a new housing development site with amenities such as open park areas, leisure play areas and three new football fields as well as being home to new apartments and houses.

Since becoming Macclesfield High School the uniform has changed to: black skirt or trousers, blue blazer, blue and gold tie, white shirt, white socks or black/natural tights for girls, and grey/black socks for boys, black school shoes for all pupils.