This is a very debatable issue with LOTS of opinions.
I think that first and foremost, does the owner/buyer feel that having a GENUINE SS is vitally important?
Next, how does the owner/buyer want the car to be equipped?
For SOME people, being a true SS car is the ultimate item of importance.
I KNOW, I KNOW, I KNOW ( you DO NOT have to remind me!!!!!!!!!!!!), that more and more people are going with automatic transmissions, especially OD trannys. But the fact remains, the person (and I'm one of them) who wants a manual transmission WILL PAY extra to get it, particularly if it is a factory 4sp car to begin with! For cars such as early Corvettes, 57 Chevys, muscle/performance cars, etc, you could not pay me enough to have one of those cars with an auto tranny!
Even though today's new, modern V8 engines with all kinds of computer programming, power, fuel efficiency, etc, etc will run circles around the old BBs, they just do not have the magical attraction of a well built, nice looking BB. Personally, when I look under the hood of a car and see all that plumbing, spider web wiring, black plastic covering, coils on top of the valve corers, serpentine routing, etc, I'm turned off and gone.
Yep, I'm just too old school for all the modern hi-tech gee whiz stuff.
So, bottom line, will an SS command more than a Malibu? I feel it depends on how it is equipped and what the owner wants.
I went from 1976 to 1998 WITHOUT a Chevelle (I've always lusted over them). When we decided to buy one, there were two mandatory requirements before I would even go look at a car: 4sp and MUST have factory air cond. The AC did not have to work (I could fix it), but it HAD TO BE factory AC.
I found a 70 Malibu conv with 307, PS, PB, factory AC, and it was originally 3sp on the column which had to be replaced with a Saginaw 4sp. There was no question that same car as a real SS would have $10,000 more. Now we have a SUPER NICE (many of you know the car) 70 conv with a strong SB400 (pure swap for the 307), M22W, COLD AC, FULL CI hood system, 2.73 12bolt posi and many added options which were available back in the day (factory cruise, trunk release, map light mirror, etc, etc). It runs, drives super, will go anywhere in any weather, and needs NO apology! FOR A HECK OF A LOT LESS MONEY THAN AN EQUAL SS!!!!!!!!!!!