Greetings,
Mr. frg. Just went through the YW listing. She is purdy indeed!
A few observations: It appears ALL exterior teak has been painted over. Now this is either a blessing or a curse. Blessing: little to no maintenance, "cleaner" look, easier overcoat if necessary. Curse: Why was this done? What is the paint hiding? Some prefer the contrast of dark teak coloring against the white paint.
Lots of messy rattle can "tune up" in the ER. Again, what defects, if any, is the PO trying to hide?
Take a careful look at inaccessible spots. This is where a digital camera held a arms length in behind stuff and into cubby holes comes in handy. Can't see behind something? The camera can. Make notes as to what each picture is. Don't lose the notes (don't ask me why).
Also inspect typical areas of leakage like under windows or around fittings. Have "decorative" moldings been added? Have these areas been painted or over veneered? Are there glops of sealant/caulking around anything both inside and outside. Has silicone sealant been used anywhere?
What do the through hulls look like? Are they easily movable? Are the hoses in serviceable condition and well clamped?
Given your medical condition, age and physical size(NO insult or offense intended, we all are what we are) can you readily reach and service outboard areas of the motors?
As you're fully aware, GET A GOOD SURVEY!!!
Oh, did I mention...do NOT allow emotions to enter into ANY aspect of inspection or negotiations. Up until the ink dries on both the sales receipt and your $100 bills, be fully prepared to walk away.
Ahoy Boat-Searcher George!
RT gives excellent advice. Follow it...
If I may add - Be VERY Careful to have the stringers checked for rot in their wood interior form if that boat was built in that way (some had close cell foam) and especially if the wood interior was meant for structural stability and not just a mold where FRP was well integrated into boat's bottom. Also, check the transom for rot as some boats had solid FRP bottom and hull sides but cold-lam transom.
Cheers! - Art