Which boarding school is right for me, what are some realistic goals?

You can check out single gender schools, also. For guys, you may want to learn about Salisbury School, Avon, Trinity Pawling School , and Woodberry Forest (nice golf course) - sure there are more, but those come to mind.

In addition to the resource mentioned above, there is a virtual event planned on Dec 9th by great boarding schools -dot-org. You can learn more about several schools on their website. I believe the virtual event is focused on applications. Bon Chance!