Any tiem I get the urge to buy a new gun, I look at what I have and ask myself, "What niche is this gun going to fill that I don't already have covered?" In my opinion, any proper household needs:
-- .22 pistol
-- .22 rifle
-- small game / varmint centerfire rifle
-- large game centerfire rifle
-- CCW handgun
-- Home Defense handgun
-- sport-shooting shotgun
-- Home Defense shotgun
Many of these categories overlap. For instance, my "birding" shotgun, with the addition of a shorter, cylinder-bore barrel, is also my home defense shotgun. A CCW pistol can also be a HD pistol - I just prefer to have no flashlight on my CCW pistol and I like to have a light on my HD pistol - that's all.
In my opinion, you have a lot of holes to fill. You're pretty set for 9mm pistols, but you need to work on the rest. If you choose to start with the AR in .223/5.56, that's not a bad thing. If you choose to start with the .22's and work your way up, you can do that, too. I'm a huge fan of the 1911 pistols (I just got my 2nd one), but if I were you, I'd work on filling up the holes in your lineup before you pick up another version of what you already have several times over.