We recently had 4 replacement windows installed; a modest start considering nearly all of our windows need to be replaced!
I found a way to save money on windows that did not involve Mike touching tools! We called Window World. (Do-it-yourself usually costs us 3 times more than it should, so attempting to replace our own was not an option...)
They sell windows by the piece ($189 for basic), not by the size of your window. Since we have an old house with taller windows, this was a great deal.
They have a referral program, so if you need new windows, please be sure to tell them I sent you!