I’m a Vermonter, landowner and zoning board member. I’d say your vision would be challenging to execute in vt because zoning generally limits the number of dwellings that can exist on a property without subdividing. It’s easy to have a primary dwelling and an accessory dwelling or a duplex, but beyond that it gets sticky unless you’re going to incorporate as a nonprofit. Beyond 2 dwellings you basically are treated as a developer rather than a homeowner. You can of course own multiple plots of land but that gets expensive tax wise since most of your property tax will be based on the 2 acre homestead site. I’ve seen this as a challenge for people trying to build intentional communities. Zoning varies by town so if you’ve got your eye on a parcel you’ll really want to get to know the local ordinance and the development review process in the town and consult with a knowledgeable land use attorney first. It’s a shame in my opinion since multigenerational homes/compounds were pretty much the standard for most of our history here.