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286 likely could run at least Windows 3.0 (and you could play minesweeper).


It could also run Windows 3.1, but could not run the most famous Windows of all time (3.11 for workgroups).


If memory serves, RAM was my reason why I couldn't. Not so easy to upgrade as it is today. I tried it once or twice, using some HDD utility at the time that partitioned off some space for RAM like a modern day swap file.. and it did not go well.




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