I live in communist state where you have undergo a drawn out permitting process each time you want to buy a handgun. Each time you go through this process, it requires state/federal background checks (in addition to NICS), a separate mental health evaluation ($20), and waiting for weeks. Since you have to do this EVERY time you want a handgun,  I applied for 3 handgun purchase permits, which will expire in 90 days. Smoke 'em if you got 'em...

Current Inventory: I already own a G19/17, Sig226/229, Ruger Mark III 22/45, 1911's, VP9.

I have a few GSSF blue label certificates burning a hole in my pocket...maybe a G34 or G41 (maybe both, or one with an MOS). I was also considering a S&W 6" 686+ (or GP100) since I don't own a revolver.  Maybe add another wonder-nine (92fs, CZ75). Or maybe a Ruger SR22.

What would you get (aside from a house in a different state)?

Not sure about buying in the commie states yet I just picked up a Sig which they do make Commie state compatible. Either mag compatible or size. This one is standard capacity 9mm.

NJ Sucks

1) S&W 686 no lock or the GP100 is gtg also
2) CZ75D PCR
3) I'm going to go outside the box on this one, I know hitting the lottery is easier than getting a ccw there but I would round off the collection with some kind of concealable single stack 9mm. Glock 43, Walther PPS or a Shield. But if you don't like my idea, out of the items you listed, the Glock 34 is compatible with your caliber and should be a fun gun to shoot albeit redundant with your other Glocks.

Given what you already own...

686+ 4" (6" is too much for a .357 IMHO)
CZ 75
G41

CZ SP01 or 75
G34
S&W 686 SSR or 686 plus

10" AR 15 pistol in 5.56...

If you don't own a wheel gun, that would be my choice. You mentioned the 686 and GP 100, either would be a great choice. If your pockets are a little deeper than most, the Smith is the way to go, but the Ruger will last a lifetime too. I own one of each and quite honestly love them both for different reasons. Everyone should own at least one revolver anyway, kind of like getting a well rounded education.....................

CZ in your chosen flavor in 9mm, they are just nice shooting guns!

Go big.... 45. A nice one! Fnx tactical or 220 special edition version

Prelock S&W 357

HiPower

G20 for your certificate

My recommendations:
G26 to expand your existing Glock magazine and holster uses
A revolver.  642, 686, GP100, etc, depending on what you use them for
Another 45 (assuming that's how your 1911s are chambered), maybe a big ol' ridiculous FNX-45T (and a can)

Other thoughts:
I like the 92FS route.
Consider an AR-15, 300BLK, or AK pistol?  I always thought they were silly.  Then I bought one.  Now I have four.

OP Looks like you have the 9s and 45s covered but I'm not sure about the .40. The reason I bring this up is because a couple of elections back the 9 and 45 ammo was very difficult to find and expensive when you did. That's when I picked up my first Sig in .40. If you want another 45, the P227 SAS is a good one. As far as revolvers, the GP100 or 686+ will be tough to beat. I went with the S&Ws for revolvers cause I like the trigger better, especially in a broken in pre-lock. If you don't have an AR15, I'd get one now for obvious reasons. If you decide on pistols leave room in your budget for plenty of mags.

Another vote for the SIG P320. It's modularity allows you to change size & caliber w/the same serial # so it's like having multiple handguns w/the same serial #.
Tomac