"That's one expensive Roomba."
I tried Roomba a few times over the last 5 years and it did 80% of what I was hoping it would do and cost $500. At 80% I still had to vacuum and it would get stuck, and cleaning it was not much fun. So I felt it was a $500 experiment that ended up being worth nothing.
Not sure I'd pay $20K for a vacuum, but if it mowed and washed windows, and carried a few gallons of water to the end of the driveway for the flowers, oh and I suppose it would make pretty good security bot; at that point a few thousand a year might well be worth doing.
Oh- and if it can clear snow - then it would be well worth it!