Following which, I recommend trying to build from scratch simple webapps that uses 3rd party api's like Twitter or Flickr.
The goto book is http://www.amazon.com/Definitive-Guide-Django-Development-Ri...
For some reason, a lot of the django books are outdated.
As for the versions, I would say go with Python2.7/Django1.4
I wrote a short checklist that might help you in your progress!
http://pragmaticstartup.wordpress.com/2012/08/25/what-every-...
If you are interested in the web, both these books were good: http://www.amazon.com/Python-Web-Programming-Steve-Holden/dp... http://www.amazon.com/The-Definitive-Guide-Django-Developmen...
Here are a few books that cover some "advanced?" topics that I'd like to read when I have time (would also like to hear other peoples' recommendations on them): http://www.amazon.com/Python-Data-Analysis-Wes-McKinney/dp/1... http://www.amazon.com/Twisted-Network-Programming-Essentials... http://www.amazon.com/Foundations-Python-Network-Programming... http://www.amazon.com/Introduction-Tornado-Michael-Dory/dp/1... http://onlinebookplace.com/programming-computer-vision-with-...
I'm not sure on your background or the quality of these books, but an understanding of data structures, algorithms, and object oriented programming could be considered important: http://www.amazon.com/Data-Structures-Algorithms-Using-Pytho... http://www.amazon.com/Python-Algorithms-Mastering-Language-E... http://www.amazon.com/Python-3-Object-Oriented-Programming/d...
Although these and other intermediate to advanced topics tend to be covered better in non-language-specific books such as this shotgun blast to the head. Don't worry, it's just an "introduction": http://www.amazon.com/Introduction-Algorithms-Thomas-H-Corme...