At the moment, I'm trying to give up shooting 35mm film to focus on medium format. However, if I was shooting 35mm film, Leica is unbeatable I think. Sure, they're pricey and somewhat inflexible when it comes to longer lenses or macro, but for sheer beauty, I've not used anything better. You're an artist you say, so I guess beauty may be as important to you, maybe more important to you than simple practicality. If that's the case, Leica is very, very hard to beat.
I've never used a Leica III, but they're cheaper than Leica M, and every bit as lovely to look at.
I don't really buy into this concept you hear a lot about, that colour film is a waste, and you may as well shoot digital. You can get beautiful pastel tones by over-exposing Portra 160 or Fuji 400H. Or you can get very rich contrast with slide film such as Velvia. Yes, you can get similar effects from digital colour, but you can emulate B&W film in digital too, but of course neither are true film, and it seems that's what you're interested in.
Investing in film gear at this stage I think is just fine, let's say you can't buy film in 10 years, your film gear may go down in price, maybe. You can 100% guarantee that any digital gear you buy now will be next to worthless in 10 years, guaranteed.
And anyway, the point of all this is to enjoy a hobby/art, not to stress about buying and selling gear.
Whether you want a Leica or some other film camera is up to you, many will say you can get the same results from a $300 camera/lens and they are 100% correct. But I would suggest it's not about sheer practicality, budgeting or results, it's about enjoying yourself.