think fresh
The Great Lakes region might be a good spot to look. Fresh water boats are usually in better shape than salt water boats. At your price range some decent coastal cruisers from our part of the world are, in my opinion: Catalina, Hunter, C&C, CS, Endeavor, Morgan, Pearson. Some of these go back into the late 70's but are still good boats especially if out of the Great Lakes. I am certain to be leaving out other brandsOne other boat that may be good for you is the Newport. A friend had one and it seemed like a pretty well built boat. It was a slug in light air, so in an area like yours it may be a good choice. Another good source for you may be a publication - Practical Sailor. They do exstensive reviews of many used boats and pretty well lay it on the line with their comments. I beleive they have a book of their reviews. A friend of mine is selling his C&C 29 - that may be smaller than you want. It is here in L Ontario, so one could move it to NYC by water in a week and ship from there. I can find out more details for you if you are interested in this boat.