Painted my house in Albany in July 2001. 4 stories, and just under 50 ft high. No tengo dinero!
Rented a 48 ft fiberglass extension ladder for a weekend. Bought paint in 5 gallon buckets and bought a scraper. You need to buy the really good scraper. I had to position the ladder almost vertical, so I tied it off through a window on the 4th floor everytime. Painted top to bottom in about a 5 ft wide swath. Scraped the brick by hand, every inch.
2 days and it was the hottest weekend of the year. I finished all but the lowest part of the building, which I finished with a small ladder.
I also did the back, but there was a deck and that made easier with my next door neighbor's extension ladder.
Don't use a pressure sprayer. The paint can travel and cover other peoples cars etc. I purchased Wagner power rollers. They sell battery operated ones for about $50. Fantastic. If the walls have any texture, buy the thick fuzzy rollers.
What you can't see from the pictures, is that the power lines are right in front of the house. They are about even with the 4th floor, and maybe 8-10 feet from the window.