Off the top of my head, I’ve thus far gone some down the following affordable vintage rabbit holes:
-Seiko
-skin divers (miscellaneous, often RIP, brands)
-Russian
-Military issued
-Neovintage Swiss (e.g., Tag, Zodiac)
-“Known” value prop vintage Swiss (e.g., Omega)
All presented options galore, often under $1k.
But these are just the 🕳 s to which I’ve thus far been drawn. I can‘t imagine there being a “best“ affordable vintage watch/es. Rather, an infinite variety of stuff to explore, to different tastes/interests.
Fratello offers some nice highlighting of some cool vintage stuff, sometimes affordable. W&W occasionally does too.