The answer is probably an essay in and of itself....
but generally in your price bracket ....less than top drawer plastic model or perfect set saphire
plastic
5514/3 non logo ..20k ish.
5514/3 service logo dial ..25-30k ish
5514 matte logo shitty or damaged dial 40k ish (but remember the matte logo dial on say a big number is the difference between it being a 40k watch and a 80k watch !!!
1665 610m dial ....30-40k
sapphire
16600 full set 35-40k
16800 10 year presentation -40k ish ...
16610 full set ...25-30k ish...
mostly stick to original papers if you go with a saphire model...its expected.
plastic glass models generally dont have original papers..so dive provenance is nice especially if combined with service papers/rolex letter....