The high school Kim Possible and Ron Stoppable go and graduated from there together. The only teachers ever seen are Steve Barkin and two others. Bonnie Rockwaller , Monique , Zita Flores , Felix Renton , Josh Mankey ,Brick Flagg , Jim Possible , Tim Possible ,Ron Reiger , and Tara have all attended Middleton High School during the course of the series.

The school mascot is the Mad Dog , which Ron introduces and worn, much to Bonnie's displeasure. Jim and Tim Possible will take over the role of school mascot as the Pep Puppies , when Ron joins the School Football Team as the All-Star Record-Breaking Running Back.

Middleton High School has stairs, as well as ramps and elevators for the handicapped students like Felix Renton. Felix did not require the use of ramps and elevators because of his tricked-out wheelchair, which could fly to the top or bottom flight of steps. All others in wheelchairs would require the elevators and ramps.