Turntable

I have gone through an almost identical exercise, getting back into vinyl after a 35 years absence. For more information see: https://systems.audiogon.com/systems/7324 . Based on my experience, setting up a TT/Pickup arm/Cartridge is not difficult, just takes a lot of patience and care. I am extremely pleased with the sound of this system. If you want to hear how good vinyl is now, listen to the MFSL Ultradisc of Bob Dylan’s Blood On The Tracks. Sounds like a master tape IMHO, simply mesmerizing. If anyone is interested the McIntosh C50 is for sale, having just upgraded to a C52.

I would take a serious look/listen to the MOFI Ultradeck.  I've heard one at our local dealer.  I'm partial to Music Hall turntables.  Something like the 9.3 is in your price range.  Some others to consider are the Pro-Ject RPM 9 or Extension 9.  I'd add Clearaudio to your list.

I prefer to buy used.  For the same amount of money, you'll be able to get one or two models up the line than if you buy new.  In general, turntables are fairly simple devices and you shouldn't have to worry much about anything being wrong with a used table (of course listen first) or warranty service.  The condition of an included cartridge is the thing to be most suspect about, you may be better just buying the table without a cart and then buying a new one of your liking.

A nice used VPI HW-19 mk iii or iv would be a solid choice and for around 1000 to 2000 depending on arm and cart.  easier to work on if need but I doubt you will need to

I've heard this said on AGon before: "If you don't have LOTS of vinyl to start with, don't get a turntable". Seriously, digital is so good now and it's only getting better. Myself? I just hate having to get up every twenty minutes to flip the record or put on a new one (PLUS cleaning, tick&pops, storage, etc.). Good luck.