I wouldn't do windows in hopes you will get more on your selling price. I did mine 10 years ago and it cost me $25K and that was with a crazy deal through a person I knew. I can only imagine what they are now.
We bought the house 2 years earlier and didn't even check the windows. We just wanted the house. Then we move in and figure out the windows are 30 years old and failing. So we did the upgrade.
That said, my neighbor has the exact same house and is still rocking those 40+ year old windows.
I think windows are a net neutral thing at best. Better to do those things when they have to be done. Most people won't even look at it when buying.
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