If you want to keep 2 cars get a home with a cart garage.
Shuffling 2 cars and a cart gets old pretty quickly. Better yet, you'll always have to keep in mind what's behind you on the driveway when you run out to the garage in a hurry to make your next "event", jump into the vehicle, roar out in reverse and ---- oops, BANG.
In answer to your question, I think most people leave the car out and garage the cart. Carts are less weather proof, easier to steal and more open the theft of clubs and other personals.