Well you can certainly buy a lot more 'watch' if you go vintage. You can buy brands, materials, or complications you would not be able to touch in a new watch for the same price. The draw backs are size (most vintages are smaller, especially dress watches), water resistance (even vintages with waterproof or high ratings are difficult to make waterproof again), age (stuff breaks when it gets old), mechanical condition (usually needs service), availibility of parts (depending on what it is). Most vintage collectors have one or two 'very good' watch makers that do work for them, the other option is to buy serviced pieces that need no work (more money), from trusted sources. The choice is yours.
Make sure you are looking at sites that sell new stuff cheaply as possible. I have bought a brand new Oris for $500 before. Many deal of the day sites sell Oris, Tag, Hamilton at 50% -80% off regularly. Figure out what brand and style you want, then ask here and hunt it down for as little $$ as possible.