I think it depends on what Marvel's definition of " Real Time" is and not the fans definition of "Real Time". Ultimately when you create the game , you set the rules.
Now, I don't know the exact time frame between films , tv shows , tie comics ect, and frankly, I really don't care. I'm not gonna get that much in the weeds to try to figure it out. That said, I would assume that these films, tv series, etc, in the MCU, all have taken place over the past several years and within close time of each other. Now how that will apply to Peter Parker's aging is anyone's guess ,and really isn't too much a concern for me.
Presumably, the first Spiderman film will take place after CW and won't be a prequel or take place before, and according to Feige, Spiderman already exists though we don't know the exact time frame his origin happened. Ultimately, these guys can change their mind and decide to make the character older or younger depending on the script , or they could decide to lessen the time he spends in HS. Ultimately they seem more pragmatic than dogmatic , so I would assume that if they feel they've spent enough time in HS after say 2 or 3 films , they'll move on.
Ultimately the whole reason they went younger is because A)They wanted a younger actor and character to serve as a marked contrast to the other Avengers , which sorry, you don't get with a college or grad aged student, B)They wanted an actor young enough to sign onto several films over a decade without already being near their 30s after a couple films, C)They wanted an actor who would be more willing to actually do several films before asking for more money, as opposed to the last two actors who either wanted more money or complained about the bosses, and D) They want to appeal to the younger kids , i.e. the Disney target demos of child through teen boys.
All the other stuff about real time frames and how that will work given the age of the actor or character, i'm just gonna assume they'll work it out so I'm not all that concerned about it.