You will need huge air conditioner in summer.
Marinas are nice, one of the best on US east coast, in my opinion, and cheap.
Most marinas will require 30+ ft boat for living aboard. Albeit I had no problem with my 28 ft boat, I just claimed it is 30 ft overall (true), and payed for 30 ft.
Clear Lake one of rare places where live-aboard are actually welcomed, so it is good place to start.
The Bay is boring, not too many interesting destinations.
Get yourself a van to keep the stuff.
There are many cheap boats, look for marina auctions, they sell abandoned boats, just get some help from experienced sailor while searching for your boat.
Boat maintenance is expensive, you may not win much money overall, but you will get your own waterfront and new and interesting life. Go for it.
s/v NEMO - Freedom 28 Cat Ketch, centerboard