Hey Andrew, I think you will find chickens can break up the sod and make an area very plantable. Here's a cool video that Geoff Lawton made on the subject.
As far as breeds go, there are a lot more breeds that can scratch well than ones that don't really scratch. Find a local breeder is my first advice for getting birds since they can give you animals that are perfect for your locality and predictable in their characteristics in your climate.
For chickens per square ft there is no hard and fast rules since it depends on what plants are there, what your desired timeline is, and your chickens themselves. I have put 2 chickens confined to 8 x 4 ft pen on grass and it seemed like they would pretty much destroy it daily depending on the turf. So if you wanted to turn a whole acre into planting bed in a day that would be 2700 chickens or so. 500 sq ft would take 31 chickens to process in a day at that rate.
here a thread more generally about chicken per acre numbers.