This one was a dark horse contender for us.
1980 Pearson 424 Sail Boat For Sale - www.yachtworld.com
She is a little rough cosmetically and she is a bit larger than your target range BUT if you are looking for something you can live aboard, there is a lot to like about this boat. You would probably want to update the running rigging, didn't really closely inspect the standing rigging. I do know the seller is very motivated, so don't let the asking price freak you out just yet. You might need to come up a little on your target price range but only you can decide if that is of value to you.
I really did like this boat- a lot. She just needed a bit more time for outfitting than we had.
If you need a surveyor rec, see my blog. I just posted a love letter about our surveyor. My husband is the most persnickety engineer you can inagine and he has nothing but respect for our surveyor.
I'll pm you with more info...