Some of the double panes added during the 90s remodel have busted seals and need to be replaced.
It’s a minimum $1500 to get a window replaced around here with a quality modern replacement. Assuming a generous 50 year life, that’s still $30/window/year for a replacement, plus the opportunity cost of not investing that money. Economically it almost certainly does not pencil out to replace the original windows.
There are quality of life benefits as you mention, but I can understand how someone who likes the aesthetics of old single-pane wood windows would choose not to replace them.