Price Sounds High...
This boat has potentially big problems, and obviously many modest problems. That seems like a price twice (or more) as high as it should be.
I closely watch the prices for O'Day Daysailers. Granted, they're a bit smaller at 17 feet, but their usable cockpit space is comparable with a Flying Scot.. both get real crowded with more than 4.
A very clean water-ready O'Day with decent trailer and maybe even a small outboard can be had for $1500 all day long and a patient shopper can get one for $1200 or less.
Scots are nice boats, but there have been a lot of them made... I think the comment that they don't hit the market very often is exaggerated... I'd pass on this boat unless you're:
a) handy doing your own repairs
b) enjoy doing your opwn repairs
But if you want to get on the water, keep looking.