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I’ve had a great experience using cygwin on windows.
The major issue I had to solve was that runserver is unstable / slow through cygwin due to vfork resource unavailable errors which I researched was not a trivial problem to solve. Runserver is very much noticeably slow in the first place, so this was a major deal breaker for me (attempting to go from osx to windows).
Here is what I did to make my workflow smooth across both cygwin and windows pythons.
http://yuji.wordpress.com/2011/07/18/django-runserver-development-server-is-slow-on-cygwin/
Which python did I use? I don’t remember…
You mentioned editors… I use a cross platform editor called sublime text 2. Same for windows and osx. Fantastic.
Adobe’s live view port? You don’t mean dreamweaver do you? Because that live editor was the worst. You want real browsers to render your code… the same ones real people use.
Besides, if you’re developing in django, you need a request/response cycle – can’t really go live.
