From Homestar Runner Wiki
Free Country, USA, is where the
Homestar Runner universe is centered. All of the
main characters live, work, and play here. It has been around since at least
1933, and will continue to be around until at least
20X6. Viewers of Homestar Runner have variously speculated about the "real" location of Free Country, USA, though it can be safely assumed
The Brothers Chaps prefer to leave its location undetermined.