Kris I looked at a program that, as you did the take off it would give you the (programed right) the quantity of material needed say for a brick patio, how many sq ft of brick(along with waste) stone, sand, edging, and nails. Check it out here http://www.deloachcorp.com/
Download the demo on the digitizer interface. The software is availble for a free 30 day download.
The demo is a movie on how it works and the software is fully functionable for 30 days.