Cars are a matter of taste and opinion. One of the reasons I bought my Fleetwood is because of the chrome. Something from the past i guess.
If you didn't like the chrome, you bought the Impala or Roadmaster.
The roof is a matter of taste as well. Personally it looks good both ways, it all depends on the setup you have (ie. wheels and mods)
I like the classy look with spoke wheels and white wall tires and all the chrome and glitz you can get.
Before I spent all the money on repainting whole car (inside door jams, truck and what not) I would consider buying the car with the colour you want. If you have modded your car and have lots invested, I would't stray too far from the original colours considering your interior colour.
Again, its a matter of opinion.
Good luck with your decision.
BTW, I am new to this computer stuff and if anyone can give me advise as to how to add photos, it would be greatly appreciated. I would love to post pics of my Caddies.