Once you start reloading, you become a brass scrounger.
Once fired pistol brass is readily available in most of the popular calibers, and is cheaper than buying new brass.
Pistol brass lasts a good long time and can be shot to failure without to much worry. Rifle brass needs a little more care and attention.
Depending on how youre set up to load, and your pace, 50 rounds could be a few minutes to a couple of hours.
Back when we were shooting a couple of cases a week, I had a progressive press until I wore it out and it broke. These days, I use a couple of single stage presses for the 3-500 rounds I usually now shoot a week.
The progressive will give you a loaded round with each pull of the handle when its set up and running right. They are great for a lot of production, but they tend to be complicated and have a lot going on at one time, and are probably better left to someone with some experience.
Single stage presses are slower, but they let you go at your own pace and you have more control. Basically, you do each step separately. I usually tumble the brass when I get home. Size/decap, expand, and prime the next day, and then load the primed cases the next day. Thats about "leisurely" three hours total for 500 rounds.
Buy the right powder, and you can use it for a number of calibers, and buy everything in bulk, and save even more. One pound of 231 might cost you $20, eight pounds, $135. Primers are around $30/1000. Bulk hard cast lead are available at reasonable prices on the web.