Here's my estimate for it. Might elaborate on that later.
EDIT:
My rationale behind some of the choices are these:
1) Fairfield County would look great with New York, but it is New Englander in nature, hence its status as top priority. A similar situation exists with Vermont, though there's also the Green Mountain Republic to consider.
2) I'm not a big fan of the divisions you put in for New Jersey and New York, which led to me making most of it low priority. Also if there'd be one additional degree of priority, I'd make Upstate New York and Connecticut's western claims in Pennsylvania and Ohio more of a priority than the Lower Hudson Valley (which sadly here is partially covered by 37 as well as 41), NYC, and northern New Jersey.
3) Speaking of New Jersey: Southern NJ is rightful Pennsylvania clay.
4) Cultural unions are nice but not really a priority, and free association isn't that desireable to me, given that I mostly associate that status with tiny Pacific Islander states...
5) A good New England should control a few rocks in the Atlantic and Bermuda fits the closest, though personally I am a big fan of adding stuff like Trindade & Martin Vaz or the Danish/American Virgin Islands to New England instead.