I cant speak for the more accomplished pickers, Back when I worked as a locksmith I always felt like I got lucky when I picked open a lock for a client. Or nearly so. I am only just now starting to be able to consistently feel all the locks I work on, and it still takes me 3 to 4 times picking a lock to really 'know' it so I can consistently pick it easily. I think all my time with improvised picks has helped me, forcing me to learn more about what to feel for, and to recognize a feeling for what it is.
For me its hard to say if newer locks have more feedback than older. They certainly have a nice crispness to them, but that can be misleading, (especially with security pins). I'd say new and old locks have an equal amount of feedback to them, just the more worn they are the more, subtle? it can be.
Maybe a few of you more experienced hands can help me with what I'm trying to say here?