We stream everything from NAS or Web to phones, tablets, computers, TV's, chromecasts, etc using the Kodi client and could not be happier with the results. Literally thousands of addons for Web streaming as well, many of which are actually legal.
Your need for server transcoding rules Kodi out though. Good luck with plex. Maybe I need to try it out again, for something to do. I had nothing good to say about it the first time - but maybe my server computer was not sufficient at the time.
Good luck!
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