Out of curiosity, are you going to be commuting to work in San Diego? I *love* coronado, but it’s essentially an island, which makes the commute getting on and off of it pretty challenging. San Diego has some bad rush hour traffic (although it’s nothing like LA). We don’t have good public transportation options like you probably have in New England, so keep that in mind when you’re looking at areas to live. Coronado in particular is just a long drive to almost anywhere, except maybe downtown.
Those are all very ritzy areas of San Diego. La Jolla Country Day in particular has snobbery issues amongst the students. I knew a former UCSD professor who sent his kids there, they probably grossed at least $250K a year, and they were “poor” kids there and hated it. SD actually does have a couple Catholic schools, they are more centrally located. If you have money but want a more “walkable” neighborhood check out Kennsington and South Park. Kennsington in particular is a beautiful, old established neighborhood that is just isolated enough to feel extremely safe. You should at least drive through it to get a contrast to La Jolla and Del Mar. I’ve just heard too many people not from San Diego complain about how “fake” it is, when they only see La Jolla and the Gaslamp.