You can do all the probing, estimating, guess-timating you want, you'll never know all of what's going on until you get started with a restoration like this. I often see the ballast keel on these big boats removed outside. It's in for some major work, inside, where it's warm....
Beyond cost, another major benefit to storing outside for me(middle under the grey tarp), I won't do much work on it over the winter(it's futile). I got covered before the snow fell. The shrinkwrappers are fast having finished most of their work. (BTW, Shrinkwrap, 10.00/foot here in my harbor)
There's a huge difference between inside and outside storage both in cost and what can be done to a boat in NE in the off season.
My friend to the right doesn't cover his boat, his sons and mine sail it a lot in season. Not a bad way to use a boat you haven't invested much into. I pulled the garboard plug(I knew he wouldn't,...) and almost floated away
Another friend to the left didn't quite get his tri covered. It's a tougher job than my boat but he'll have plenty of warm weather yet to come.