Honestly, you should be looking at Allen Edmonds, here is why:
1. Pointier/narrower shoes along look good in "glamour shoes", i.e. when no one is wearing them. They look significantly less elegant when you actually wear them. The 5 last in AE is round enough to not look silly when worn, yet still not look blobby. I highly recommend shoes on this last, or really any AE last.
For $450, you could probably also start to look into Carmina.
The large upside to these two...