@homerdog - With some kids it’s easy to tell one way or the other if they will want to go Greek. Your boy sounds like he falls into the larger “could go either way” category. Maybe the right thing to do is look for colleges that are right in other ways. The absence or presence of Greek life on a particular campus can work its way into his selection criteria later.
I waited to ask DS about fraternities during the summer after his junior year when he has a first cut list of colleges and we were brainstorming criteria to find additional schools to consider.