A friend of mine looked a long time and bought an 80 something Catalina 30?.
He found he was not in shape or knowledgeable enough to do all the stuff it required to get it "right".
Plus, as it turns out the broker and the surveyor are buddies.
The boat needed everything.
The time capsule from above.
He sold it finally for a substantial loss, but at least is not paying 300 a month for the slip plus insurance while it just sits and waits for more work.
Maybe that is why I don't have a boat right now.
I can do all that work but at my age (50+) I have no interest in "all that work" to be able to go cruising.
I will work longer and get a better/newer boat so I can just fix things as they come up and not all at once.
Best of luck.