I don't think you will be buying
J boats, or Hinckleys. That doesn't mean you can't find a really good boat for your range. As Swagman posted, look through yachtworld.com, and make some comparisons. Then when you find some boats that might fit. Seek out more informed people on those boats.
I would think being a sailing instructor. You have already got a good idea of exactly what will fit your needs. I foundmy boat in St. Maarten for a good price
, and a lot of dreams seem to end there. Someone else's broken dream may be the beginning of yours. Also St, Maarten is a good place to refit
if it needs work....BEST WISHES