What To Look For In A Sailboat

Are you planning on selling the house and living on this boat or just cruising the lakes? Look at thru hulls the number and shape of the plumbing inside and out. Movement of the keel and screw(s). Electronics especially wiring. If you think an old mopar has been fiddled with EXPECT a boat to have all sorts of wiring issues. Bad connections show up faster in a salty. Any abnormities around where the standing rigging is mounted and most models have a specific mast rake angle. Ask about what has been replaced and how much use is on things like the working rigging and sails. You will want to see into the bilge, anchor locker and everywhere something extends through the topsides like hatches, windows and even screws for decking. research you surveyor very thoroughly.
I did forest inventory on lots of islands all around the UP for a few years, I envy you my friend. Have fun!