I you are going to cut, chop, lower, bob, slam or otherwise remove every stock item off the bike then get the cheapest.
With the exception of the color you couldn't tell if my bike was a Speedy or an America when it was new. Which reminds me...I went down to the old Triumph dealer the other day and they had some Americas and Spreedmasters sitting in the showroom. Its hard to believe I rode one of these things in stock trim.
However...If you don't plan in changing anything, with the exception of removing the AI and restrictive intake system and replacing the pipes and jets, then I suggest a black Speedmaster with some chrome accents. You will be way happy.