You'll be fine! Honestly, with limited sailing experience a 35 ft is about as large as you'd want to go. I'm living aboard
in the Boston area year round on a Grampian
26 year round. If I can do it anybody can :-). Insulate, maximize the space you've got, make sure you have more than one way to heat the boat, and do whatever you need to make the boat so comfortable you don't want to leave it. When moving into the boat make sure everything has it's own dedicated spot and can be either strapped or bolted down. Nothing like going for an afternoon sail, or getting hit by a wake and having your laptop
or TV, or worse your cello go flying across the room.
You might want to do a quick Google
search for the Boston liveaboards mailing group. It's centered around the liveaboard
community in Constitution Marina but there's a bunch of people from all over the area included (including myself).
Good luck, look me up when you get here!