Nice collection!
If it were my collection I might consider a 1911 (Colt or nice custom), a wheel gun, say a S&W 629 44 mag., and for good measure an AR-15 in M-4 configuration (Colt, Bushmaster, Rock River Arms). The 1911 and AR-15 have .22 cal kits available, and if ya like a light load for a 44 mag unless you reload 44 specials work fine.
PS: ya at least gotta get a 1911! LOL