It's obvious why all these remasters are coming at the beginning of this generation rather than the middle like last gen. If these companies waited too long to port these games, then they wouldn't be able to charge a premium price.
Collections like MGS:HD, Silent Hill, SOTC/ICO, Jak, Ratchet, Sly, etc. were a great value, and they had no choice but to be. Otherwise, you had stuff like Tekken 5 HD, Okami HD, Wipeout HD, and the like which were not part of a collection and were priced accordingly.
By the end of this generation, even $40 for something like Sleeping Dogs will seem like a joke, just as charging $40 for just MGS3 or just ICO or just Silent Hill 2 in 2012 would be. This will will bomb anyway (October is way too crowded), but at least it won't be an embarrassment.
Microsoft is doing it right, and they'll sell gangbusters as a result. Halo 4 by itself? lol