Rolex Sub 1680 / 16800 or Omega Speedmaster 321/861

I think that if you are going for Vintage, these 3 models are hard to beat and are amongst the best value in watches IMHO.

The 1680 is about 6k, the 16800 is about 5k, while the Speedmaster 321 is about 3k to 5k depending on condition and the 861 is 2.5k to 1.5k.

All can be mounted on bracelets and both are very iconic in their own right.

I had the Milgauss, not really a fan at all, bit too blingy for my taste and I would personally never ever get a Breitling (unless its the Emergency).