If you're looking for chronographs, there are plenty of 7750 based chronic within your budget. For real historical interest you should be able to find something with a Lemania 5100 movement or,as already mentioned, an El Primero.

You could have a look at some Sinn or Porsche Design models within your budget.

Here's my PD along with a vintage Picard.



Also, some Tag Heuer chronos have interesting histories.