Jeff - I have been looking at similar boats to have a daysailor to single hand. What I have found is that most of them have cosmetic problems, its hard to get away from that. Lots of them have moss growing on the decks, not a good sign. What I have found to be the best boats are the ones that have replaced the outdated deck hardware, added roller furling
, a good engine, rebedded the stanchions and the shrouds etc. The best response I heard from a seller was, "she could use a little paint
, but I would rather spend my time sailing her." and it showed. The boat needed to be painted, but he had replaced all the hardware and rebedded everything, and the structure was very sound. As a general rule, boats that sit, rot, boats that sail, are taken care of. The boat I mentioned was a '75 Ranger 23. Still a decent design, asking 3k, sold in two weeks.