Is there a certain reason or occasion that you feel you need to get the watch now or in the near future?
If not, like many others, I do suggest saving up for your dream watch. I think that way you will be completely satisfied and not keep on thinking that you don't have it yet.
If you're looking for a watch for work, something more understated and less luxurious (and maybe less flashy), perhaps Fossil? I recently got one as a gift and I really like it for daily use,....especially with all the robberies/break-ins going around in my state, I'd rather not wear a nice watch at the moment. (and I suppose if it does get stolen, I'd be sad because it was a gift, but at least it won't be a heavy loss financially)
I know Fossil is below your budget, but for an everyday basic watch that works, I wouldn't even bother spending over $300. Especially if I have a more expensive watch in mind, I'd rather save the money for the one!
Additionally, like others have said, looking at the pre-loved market is a good idea but be prepared and do your research
. I saw a Youtuber buy a pre-loved Rolex once, and she was not told that certain parts on the inside of the watch were replaced until she sent it to Rolex for cleaning/maintenance. Depending on the brand, they may or may not service your watch if there have been certain alterations.
Good luck!