Well, my wardrobe will never compete with yours for size or fabulousness, but here are my suggestions as a fellow in the trenches with you.
(1) My first year as a house officer was the first summer I did not tan. You can spend so much time in the hospital during daylight hours that you lose track of what time of year it is. One antidote is to divide your wardrobe into 4 separate seasonal capsules. I'm wearing pink and florals? It must be spring. Navy and stripes? It's summer, even if I can't see or feel it. Etc. You might want to swap them out more often eg your monthly rotation, but at least this will give some shape to when you wear your things.
(2) Those people making comments about their own scrubs are just jealous of how pulled-together you are. Don't sink to meet the lowest common denominator!
(3) Definitely bring a second fab outfit to wear the day after the night on call. You need the psychic boost it gives you, even if it doesn't replace the sleep you missed. I always take my overnight bag and plan ahead for comfort, colours flattering to my skin tone after sleep deprivation (lipstick helps too), and I challenge myself to come up with 2 separate outfits that look completely different but work with the same shoes, coat and bra.
(4) Unless you're tired of stuff or feel it's outdated, don't get rid of fab stuff that you love for no reason. The time will come when you have opportunity for a more dressy life, and also less time to shop (kids?) so remember you're still in a state of flux.
As far as the incoming goes though--maybe you can find a different way to spend your mad money?