Well I would make sure the tracks are clean and the lock in fully engaged at top latches that allows you to fold window out for cleaning or screen removal (especially if interior has been painted?). If it’s like most they probably haven’t been opened 3 times in that 20 years. My house about same age. I swear previous owners never opened the windows. They was nearly impossible to get open. Once I got them open I cleaned out tracks lubricated and made sure the top locks got snapped back in. They open, but IMO -doubt the was ever easy to open. Another thing if you close them fully enough to latch the top levers. That makes them harder being seated in bottle frame.
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