Yeah unfortunately most of what you're asking (relating to building) is reliant on which town you'd want to build on. Your best bet is to research which towns you'd want to move, and then consult a lawyer or code enforcement. Make sure everything that you'd want to do is possible before buying. Some towns have funny ordinances.

Don't be like the guy who bought land next to my family's camp wanting to build a cabin, only to find after the fact that town regulations didn't allow it. 🤭

The trust thing is definitely possible too. My family's camp is in a trust, and neither my grandmother's kids nor us grandkids can sell it until only one of us is left to inherit it.