Try out the Avenza Maps app. You can get it for both iPhone and android. You can download the free USGS quad map for your area into the app and then place pins as you walk or turn on tracks and walk your roads.
Then you can export those features in KML format which is readable by google earth.
You also might just beagle to use google earth on your computer with aerial views to see you roads and map them that way.
I tried Avenza but was not able to get it to work. I am not so good at this. I´ll try again, maybe with the help of a kid.
I also tried Map my walk. Had a little more luck with it but Avenza has features which should prove more useful--if I can get it to work. "Map my walk" let me show the path I walked but I had to get very inventive to show forks, dead ends, etc. It also uses a lot of Iphone power!