Subdivision Covenants

[KeaauRich]

I seem to recall that two separate buildings can be considered one dwelling if they are connected by a covered walkway whose roof attaches to both buildings. Don't quote me on that though - check with the Planning Department.

I'd recommend that rather than trying to game the system, try to find adjoining lots and build one legal dwelling on both. This will give you the separation from neighbors you like, additional acreage to grow and raise animals, improve your ability to rent the second dwelling as a vacation rental or long term rental (since it will have a kitchen), etc.