The 'sea monster' is the cutout monster from the Monsters, Inc. title sequence.
The 'dragon' above Mt. Doom appears to be a nazgul to me.
I think the diner is the famous diner that's used in every movie that needs a retro diner, like The Diner, Pulp Fiction, etc, etc.
The blimp is from Around the World in 80 Days.
The monster in the trash can would obviously be Oscar the Grouch.
The one that's driving me utterly nuts is the building two over from Stark/Avengers tower...maybe I'll put in Blade Runner this weekend to see if its from there.