Go to high school where he can get the best education. Education will most likely determine his future. By post soph season find the best summer baseball program with college contacts to get him college exposure. Then use baseball to get the best possible education and play baseball.
My son passed on some private schools with solid baseball programs to attend his high school. The high school's gifted program was better than the academics at the highly regarded privates. The high school had a history of pathetic baseball. But it also had a new coach from a top program. My son became part of a new tradition ... winning seasons and conference titles. His college exposure came from his travel team.