Why not go with a Omega Constellation from the 50's or 60's - Those are well within your price range and plenty to be had. They will easily fit your criteria for size as well.
Current watch collection:
Rolex GMT II 116710LN
The Saxonia Thin is definitively timeless.
I prefer the style of the 1815, more classical, but not as fussy as a Breguet Classique.
I've been tempted by the steel C-case Constellations of the 1970s. That said, given the funky design, I was thinking of it as a novelty watch, more so than a dress watch. I'm not sure I love it enough to go for the gold.
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