looks like a nice boat. Pensacola -Belfast? sail her for a couple of weeks in Florida, have fun, enjoy, and decide what you need to do. Have it trucked to Maine, and do your work on the hard. Splash it during the summer sailing months. when you are ready to cruise, truck it again to Norfolk VA and head out from there, what ever you pay, consider when you sail away it will be double what you thought things would cost. Keep that in mind and you will have a blast.
Tiller pilots are less expensive then wheel pilots- good
the boat looks a little small, cabin space is important-bad
you might need radar in ME but no where else.- opinion
you sail the hull and the rig, so interior finish is up to you.