For me any Nighthawk 1911 or something Ed Brown or even Dan Wesson. Tough to justify $$$
although some firearms are costly, they are usually better built, and many times retain value or increase, especially when some models are discontinued. i have seen a "few" Dan Wessons as one example, go for higher prices on Gun Broker when they have been discontinued.
once you buy a firearm that IS costly, you will most certainly take great care of it. you may not baby it, but i can assure you that you will NOT drop it, or let it go dirty or unlubed for any length of time.
what i do is, i keep a "log book" of all my firearms, up to and including how many rounds shot thru them.
that way, come time to sell any of them, that information can be passed onto the new owner.
not too many people i suppose keep as detailed records as i do, but it's in me to do that, since "logbooks" or maintenance records have been a huge part of my working careers, so it's second nature to me.
i have a "few" firearms, that were high priced (for me) at under the $1,400 point, and only 1 at just under the $6,000 point ( a Korth revolver). does it shoot better than all my other guns....??
uh maybe, but it's the shooter not the gun that hits the targets, and i hit the targets just as well with my $600 Ruger revolver.
in sharp contrast, i have 1911's (2 of them) that cost me under $500 and they are just as great as the Dan Wesson's. (in shooting, not necessarily build quality)
i have (to me) a GREAT .22 LR, it's a Glock, cost maybe under $450(??) and it's a BLAST to shoot.
when you work all your life, take care of family, and sacrifice many things just for them, and go to work with faded blue jeans with rips in them, or shirts that are well worn, or work boots that soak up the rain, and your feet get wet and cold.......there comes a time when you just take care of yourself, and go wild at the gun store.
after all....it's "you time now"