Looks great man!
I agree with what Austin said, the low rises should be mostly old style buildings with some modern (glass, abstract, international) style buildings about twice as tall jutting up from midst of the buildings.
That are would probably be the "filler" between the main downtown area and the tip of the island.
For the other tall buildings you have planned I would suggest two oldstyle buildings, one thats tower based and another thats like the Rockefeller Center (old style box). The other two or three would be more post art deco/stone and would include the second tallest. The one I would picture would be very much like your old Western Bank Expansion and would be up to the terraced part of the Wentworth Tower.
Keep up the great work!