There will always be someone willing to pay a little bit more, as there is always someone who holds such an opinion.
Although, I don't think it's the sort of thing where we're talking *that* much more money, or that one should consider as an investment in that regard.
But you also have to consider future prices and availabilities as well.
Taking SIG for example, there are many people that prefer the classic, non-railed versions, and will pay a premium for such, but this is generally only when dealing with used pistols.
NIB old stock examples of these models fetch prices that are less than their current retail counterparts. The exception to this rule is with more rare or discontinued models (factory nickel, P228, etc.) and even then, they're generally around current retail.