Well, other than the fact that the Andersens are cladded wood and the Simontons are all vinyl, I'm sure either would serve you well for it's intended purpose.

The Home Depot's around here have the Simonton and Anderson windows on display. Take a look and decide for yourself. To me they would not match but alot of people probally would not know unless it was pointed out to them.

+1

Both are pretty solid windows and you should on the budget via the Simonton option.

when he said match he was probably referring to window color and grid configuration. you can certainly install the simonton the the back part of your home. as long as its the 5500 and not the lower end model.
ask for double strength glass and meeting rail reinforcement as well as either super spacer or a true stainless spacer.