help with a car website

Hey people
Am after some advice is anyone can help about setting up a website with some characteristics of ebay and some new ones using Drupal.

I want to have a selling site for cars locally to me in the UK.

As nothing really exists off the shelf for this type of thing in Drupal and Joomla doesn’t have views (which Ill get to in a moment) Im thinking about using some different modules and combining them together.

So I would use Profile Plus for the car adverts themselves (So each new car requires a new registration) with a load more fields added and changed. So first Question, whats the best way of having a small photo album on EACH profile page that people can easily add their pics to.

Am gonna use tagadelic for adding tags to user profiles (cars) for maybe some web 2.0 eye candy and something different!

Am then going to use views and categories to allow people to search for specific cars.

My second question would be, is there a way of making submission linear. You know the way you post your items on Ebay, the first page comes up and you pick the category you want, then another page with description, then pictures etc. Can this be done in Drupal? I want a fixed posting procedure than spans pages rather than having to have people hit various links to add and change things, want to keep this as newbie friendly as possible. Is there a way I can add photo posting to the sign up process?