Can't say I know much about coastal Massachusetts but up here in the "Pacific North West," and coastal British Columbia, I'm a big believer in aft cabins with the "cockpit" above it. I like spreading living over all the available space in smaller vehicles whether a boat or RV.
Not being in the south with gobs of sun, rain is a reality and warmth inside the boat another, with much of your living inside rather than outside the cabin. So spread out living is a big plus for me. I'm sure you'll enjoy your new acquisition.
For the longest time I was a big trawler fan, the style to me is amazing, traditional lines like the Grand Banks so fine. But I bought an express cruiser as I live close to some phenomenal boating just over from my home marina - Desolation Sound, Jarvis and Prince Louisa Inlet, and the Broughtons. I now like to quickly boogie over to Powell River, almost directly across from my marina, then when I turn left or right, I slow down to smell the roses, metaphorically speaking.
Its nice to be able to save an hour or two to get in deeper into the great locations in the inlets and fjords around me.