You got me looking at sailboats on craigslist in Seattle and Vancouver. Its really dreamy to see whats available for under $10K. Its even dreamier to see whats out there under $30K. There are some really nice large and capable boats up there. I suppose other places along the coasts have similar stuff, I've just never looked.
Thinking about the other thread about it being worth fixing up old boats, we know different people have different desires. But if you simply want a decent sailboat, any money you put into an older one is more or less lost. Its like blowing $30K on a new panel for an airplane, it might make the plane worth only $1000 more, there are simply too many others out there a guy can nab for cheap. So putting $25K into an old boat is okay if your keeping it, and you like making the boat better to work with, but dont ever expect to get it back if you have to sell.
If your boat were here, in land locked Arkansas with our 25 total boats for sale, it would probably sell in a heart beat. But up against the boats available around you, your going to have a real tough sell. Not saying you cant get what your asking, but it will take that one time buyer who really wants a boat "just like yours", or someone so impatient they dont want to spend a lot of time looking. In reality it could take months and months and still no buyer, at the price your asking.
$5000 is probably more realistic, though probably still a bit tough. You other option is to sell off the hard parts, the engine, rigging, inboard gear, etc., and offer the hull for free. Say $4K to $5K for the engine, and various prices for the other stuff. I dont think you would have much trouble getting that kind of money for the engine if they can see it run and you have the reciepts, and people would likely show up like wolves to strip the boat if you offer reasonable prices. But sell the engine first, before you sell one single other thing off the boat. Another option is sell the engine as per above, then sell the whole boat off cheap needing an engine. Just make sure you get the price you need for the engine and youll probably come out okay.