Pinball is very personal.
The BEST ANSWER is for you to play a lot of different machines, and invite home the one you fall in love with.
Don't let anyone tell you what you should love.
Pinballs break. They break a lot. Usually they break in ways that are simple and easy to fix. Frequently they break in ways that require specialty or hard to obtain parts. Rarely, but often enough that you should take note, they break in a way that requires a skilled pinball technician to fix.
There are vast areas of the country where the nearest technician is hours away, and getting an appointment might be months out. BEFORE you buy a pinball, it would make sense to have a path to getting your machine repaired if the problem you encounter is more than you personally can fix. Don't presume that 'somebody around here' will fix your machine. Don't presume that the technicians that DO pinball repair will do it for you, in your home. Make sure you've got a path.
After that, it's easier to find broken pinballs than working ones.
Older pinballs are more likely to have problems, or have problems pending (bad capacitors, bad connectors that allow the machine to work... for a while...).
Make your pinball purchase 'cash on the glass'. Which means to go to the machine you are buying, and be in it's presence. Play THAT machine, don't just say "I like the way Addams Family plays, so this guy will send me a machine I've never played, and it'll play just like this other Addams Family".
Particularly for older machines, condition is king. Examine the machine closely. If it is a machine that has batteries, ask to see in the backbox and check if there has EVER been battery acid (alkaline) damage. You can still buy the machine, but it's useful to know what kind of problems you might be buying into.
I'm a Stern Dealer, so OF COURSE I'm going to recommend you buy from someone reputable, who has been around for a while. You may value having someone who can deliver the machine up the stairs in your home (because there is always a flight of stairs...) and install the machine and go through all the things involved in pinball ownership.
I pull the new machines out of the box and fix everything and 'dial the machine in' for best play before I set them on my showroom for you to come in and play a a variety of machines. In my showroom the volume isn't too loud or too quiet, and you can get a good appreciation of what the machine is going to be like in your home. Pinballs on location are often set punishingly loud, punishingly hard (gotta get another player every 2.5 minutes!). It's helpful to find a machine that is set up properly for you to play before you purchase.
New out of the box, Stern pinballs have 30 days parts only warranty (a little longer on the display). A retail sales dealer might be willing to extend that warranty for you (I do for my customers). Most of my pinballs have some little problem after bouncing them down the road in a truck and up a flight of stairs in your home. This is usually a loose screw, a bulb that pops loose, sometimes some other small adjustment. I always tell people that it's common to have some little problem in your first week of ownership, and I'm glad to come out and make sure everything is working perfectly.
But not only retail sales dealers do good customer support.
A lot of the great people on pinside are more than happy to help you get your machine moved, willing to help you if you have problems.
Make sure you trust the people you work with, make your purchase 'cash on the glass', and you'll be fine.