When I bought the house twenty-nine years ago, I put tilt-in windows in the upper floor for easy cleaning. I left the bottom windows original. For the house exterior siding, I installed white cedar shingles on three sides and gray vinyl shiplap on the front. I also had all trim boards clad in white vinyl (soffits, windows, doors, etc.). House is totally maintenance free on the exterior.
We were introduced to the "Window Wizards" cleaning guys when Diane worked for a health club. They cleaned the club's picture windows.