1) Depends on crafter activity but the first crafted gear pieces for the new levelcap will be up around the release (from crafters starting with early access)

2) It takes some time depending on server and datacenter but you can expect something from day 1 to a few weeks, just depends on how you define "stabilize". The longer you wait the lower the stabilized price will drop but mostly they are fixed after a few weeks and won't drop any further.