That depends on each model of watch. For instance, certain models of early Omega Constellations bound for the US market didn't say Constellation on the dial until 1954 despite the line being released in 1952. If you see a movement with a serial number that corresponds to 1953 housed inside a US made case and the dial has the word Constellation on it you know it's been incorrectly pieced together (a franken watch). Same thing with a Seamaster that has the caliber 591 - it was only made for one year in 1960 so if you see one housed in a case that's from a reference that stopped being made pre-1959 you know that's wrong too. Stuff like this kills the value.
Also, certain model years are more sought after. The Longines Conquest with the date at 12 was only made in 1960, and the Flagship with the date at 12 was only produced in 1961. Any other Conquest or Flagship automatic from any other year won't be worth as much - although that has more to do with the particular feature.
Usually the first year of production is of more interest to a collector. The solid gold dialed Constellation reference 2699 is more valuable by a couple hundred than the later, and nearly identical, reference 2799 given that overall condition is equal. The 2799 has a gold applied OMEGA on the dial where the 2699 has only an inked OMEGA. That's the only difference and usually an applied metal logo is of more interest except in this case.
The only way to know what's more valuable is to do your homework and study up on the brand(s) you wish to collect. Jack of All Trades = Master of None.