I definitely understand the cabin and easy of entry/egress aspects that go with wanting a cabin class. You generally won't get much (if any) real useful load increase with a cabin class. They burn enough extra fuel and don't have enough extra power that the math doesn't work out favorably. The benefits are pressurization (if you get it) and cabin comfort.
I agree that a turboprop doesn't buy you much. Only way it would make sense for me would be one of the faster Garret models. MU2, 441 (both with -10s), etc. Don't like AC690s, have 25 hours in them and just didn't like the way they flew.
When you get into things like a C340, the extra cost is typically in big ticket items. Inconel exhaust? $11k. Windshield? $25k. If they don't break under you ownership, no problem. If they do, you need to be ready to write a big check immediately. For all that, you get a plane that realistically is no faster than my 310, but with a higher fuel burn.
You could also consider some of the other less conventional options. A Cessna 401 comes to mind. Cabin class, no pressurization to worry about, could get an equivalent one for the same (or less) value as your Baron. You do get the Inconel exhaust since it's turbo'd, but any cabin class is going to have turbos other than something like a Queen Air with 720s.
If you want to chat Twin Cessnas you can also give me a call whenever you'd like.