Boat type and size will depend on your intended use and location of use and $$$.
hand frequently between "guest crews/ crew". My Primary location in the Eastern Caribbean
dictate I need something I can easily handle in typical seas of 3 to 5 feet and winds often above 20 knots. I find a 36 footer to be about ideal for most uses including single
handling a mooring
in those conditions and anchoring
or coming into a slip. Anything bigger would be proportionally more difficult with out the additional cost of equipment
like Thrusters. Anything much smaller would be uncomfortable underway or at anchor
for extended periods.
I you are not going to cruise
... but stay within a limited area or most of the time in a marina or anchorage, for comfort your boat size would probably be more important than the other consideration.
You really should consider taking a few charters to areas you are considering as major possibilities as a home base or area of interest. Use it as you intent to use your own boat. Only then would you get a real feel for what size and type boat you need to be considering