manicmike

Well you need a 201 for your #2 on the list. Put a roller foot on and it will also be able to stitch leather and vinyl.
For #4 I'd look out for a 431g or 320k2, although you might be looking a long time). Both do ZZ and the 320 also does embroidery. Both are convertibles (free arm). European brands are also contenders: Berninas, Pfaffs and Husqvarnas (Viking in the U.S.) are all good vertical bobbin machines and all do free arm models. My Pfaff 260 can do everything on Earth and is extremely fast but not a free arm. The 360 is, but I've only ever seen one for sale (and it sold for a lot).

I found that any good domestic straight stitcher + buttonholer produce a really good buttonhole, but you have to experiment with the settings, even with a template one (you often need to adjust tension and foot pressure).