I worked out of an estate in this way for a good few years; I bought a very short set of ladders, just big enough to reach 1st floor only; and to be honest I probably used these for access to flat roofs or over gates mostly. I mean with a backpack, you clean the top windows with a pole.
And because these ladders were so short, I could put them well forward so the boot didn't interfere with the ladders.