This is a hard question without knowing what you want to accomplish, how much room you have for equipment and the time you have to spend.
It's kinda like asking "what kind of a car should I buy"., it all depends on the purpose.
$5000.00 is relative to what you plan on doing with the equipment. Do you want CNC or manual machines? Do you want a mill or a lathe or both?
If you can be more specific on what the machines will be used for I'm sure there are members here that can give you some great advise.