When comparing Listary vs Cygwin, the Slant community recommends Cygwin for most people. In the question“What are the best power user tools for Windows?” Cygwin is ranked 19th while Listary is ranked 22nd.
Ranked in these QuestionsQuestion Ranking
Pro Search as you type everywhere
You can start typing on the desktop or any folders and it'll just search for you.
Pro It's also a launcher
Once you find the file you need, you can launch it or use custom actions.
Pro Supports other explorers
It supports not only Windows Explorer but also XYplorer, Directory Opus, Total Commander and all the other explorer alternatives.
Pro Additional packages available via Cygwin Ports project
Pro Better default terminal
Cygwin's default terminal "Mintty" is far better than CMD.
Pro You can run graphical applications
It has X Server.
Con Many incompatibilities
A lot of tools don't actually work with Cygwin, and documentation is often sparse, so for many use cases, it's worth the small bit of extra effort to just run a full virtual machine.