To change or not to change....windows!

[Scott Robinson]

I need some advice on windows. This is my first flip, partnership between my friend/neighbor and my wife (realtor) and I. We disagree on whether to replace (and how) the windows or not. Comps for this house are all "new builds" 2014 - 2018, our house was built in 1965, there are no older home sales anywhere around us. Some of the group feels we should replace all the windows with new, standard size windows and some feel the windows are fine and should be left alone. Our house and land would be about $425-$450 built new, we are confident in our ARV of $375 given the age difference of our home...do we replace all the windows (the two on the 1st floor set in the brick, 6 of those total, and the one big one on 2nd floor)? Any and all thoughts are VERY appreciate.

Thanks!