Several questions which may help you decide...
Are you going to use it only dockside, aside from occasional daysails? If so, power becomes a non-issue. Otherwise you'll have to do some figuring on how much power you'll use, and how you'll replace it.
What's your tolerance for boat repair? Even NEW boats have issues, surprisingly, and older ones orders of magnitude more. If you're not comfortable with making repairs, you'll need to budget for regular trips to a yard (or perhaps, where you're docked, if it doesn't have to be done out of the water) and personnel to accomplish them.
What's your tolerance for "camping"? See this link The Liveaboard Simulator -
(written by a dear friend of ours, and archived by another, a boat designer) for a humorous look at living aboard, but, in general, if you want some of the creature comforts, like refrigeration, air conditioning (a must in FTL's summer, of course), lighting other than small areas, dimly, comfortable (not just able to fit in it) bedding, and the like.
What's your budget? If you buy new, lots of these questions go away, as you can specify what you want. However, if you're not generally familiar with various boats, making that choice can be a very long process. Ours took two years, and a doubling of our budget and space, before we found "our" perfect boat. My being 6-4 knocked out a bunch of really nice, affordable boats; you won't have that problem, but the others above still apply.
Are you going to sail it regularly (in addition to living aboard)? If so, give thought to how difficult it will be to make seaworthy from the time you step aboard to the time you cast off. Liveaboards at a dock tend to treat them like landside locations, which means there's all manner of stuff which could go flying under way...
Then, there's the question of cat or mono. Cat's stabilty makes the stowage less of an issue, but dockage can sometimes become a problem. As they're all the rage, they're also much more expensive as compared to a mono, lately, too...
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