Sadly I have to work in Windows at times. Context seems to not be the most supported Windows platform. (The link to the Windows simplified package is 404) There is a New Installer http://wiki.contextgarden.net/Windows_Installation_new which does not contain a working binary. The only way to find anything for windows leads to a tar file.

I still think there is a better way to do typesetting in 2016 but all I have seen are a bunch of smaller projects without much support.

Personally I would love a markup language redefined with built in PDF-X support and a simple infrastructure. Context is Ruby, Tex, and ConText. I find LaTex to work well (for the most part) but it is not very flexible but I found the MikText Package Manager as a big step forward.