Irisu Syndrome! is a favorite of mine. It's only from 2008, so I personally don't consider it retro. It's tricky to learn at first since it doesn't tell you anything about how to play and I don't recall there being a manual. It's also one of those games that you can't really say too much about without spoiling things.
this post was submitted on 17 Mar 2025
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Nikujin by ikiki, and other games by the same developer. Not sure where to find them now, but they were some of the greatest freeware games I have played.
Frog Fractions
I don't play it regularly, but it's fun to tell people about it.
Warzone-2100
Not freeware, but currently $2.39 on GOG:
Master of Magic
Its like Civilization with wizards and dragons.