Sometimes I wish the Raimi films would have went on just to see how people would have reacted to them today.
I have a difficult time believing they would have survived past the 2008 era. That year was the big game changer, when the genre finally found its feet, then 2012 expanded it to the biggest degree. That's not to say there weren't a lot of CBM's before that, but the entire phase from Blade till '08 felt more like the experimentation period. We were still trying to figure out what tone go for, how to maximize quality, to what extent we should stay accurate to the source, what costumes would/wouldn't work, etc.
Certain things Raimi did likely wouldn't have been acceptable past that year, and definitely not past 2012. Examples include a mute Spider-Man, Dunst's portrayal of MJ, and potentially organic webbing.
To compare and contrast, look at the X-Men franchise. It's practically the only franchise left from that era, and Singer had to undergo major changes to adapt to the current times. Including different tone/feel, different aesthetics, younger/newer actors, better balance and less focus on Wolverine, a more inappropriate-like Wolverine similar to the comics, and a new continuity along with an internal reboot.
Raimi's franchise would have either died out or would have adapted in a similar radical fashion.