You can get a really good keyboard for $1,000.
Yes a keyboard rounds out everything. We can "see" theory as it's laid out in a straight line.
Time - Start as if you were going the classical route, until you get your fingers knowing how to get to and find the notes. Then you have several choices. Continue down the classical road or play from lead sheets or fake chord, i.e. you wing the bass line which should not be any problem.
I enjoy chord accompaniment to my vocals, i.e. playing from fake chord sheet music. Because of my vocals we do this only at home. LOL
Good luck I think you will enjoy your keyboard. You may find the following helpful.
http://www.pianoworld.com/forum/
Here is a book I would recommend it's a classic and your public library may have it.
http://books.google.com/books?id=Clb...page&q&f=false