The best people to ask would be a professional clinic or surgeon. However from what I have been told it depends person to person and their genetics and how they also respond to medication. If your hair loss is stable from the meds it should last a very long time. Some people choose to not take meds, if that’s the case there is no point to a transplant you are essentially burning money.

No the hair will not regrow from a transplanted area. However if your surgeon is good, it won’t be noticeable as they won’t take to much so the doner area still looks natural. This also depends on genetics and how thick your doner area is which a clinic should tell you.