What's the terrain like? Are properties around those 2-story homes sloping? Do they become the equivalent of 3-story?
I have a 24-foot aluminum Type I (250#) Werner that serves me well.
Any ladder requires a stabilizer or mitts to prevent scuffing -- the aluminum ladders have plastic end caps like the fiberglass. I appreciate the lighter weight of aluminum versus fiberglass. I have never had an issue with aluminum oxidation blackening my hands.
On occasion, I will use my 21-foot Werner multi-purpose ladder in a-frame configuration for second-story work.