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I imagine until you get a character that was quantifiably created decades and decades ago, that a lot of that is subjective based on when you were introduced to a character.
Then there's also the timelessness of a character. Superman for example was created a long time ago now, but is timeless enough that he can be updated to where he's an icon that doesn't feel old. Some people argue that the character is outdated, but the other side of that coin is that the character values are foundationally solid enough to be timeless. Spider-Man is truly the same way.
I think that characters start to feel "old" when they are intrinsically tied both visually and spiritually to an era they were created in. A lot of characters from the 90's are going to wind up this way. A lot of obscure characters from the 40's and 50's feel that way too, and therefore feel "old" whereas Batman doesn't.
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