I’ve owned several 1910s/1920s era single family homes. So not quite as old, as what you’re describing, but close. As long as you stay on top of it, the mainte

I’ve owned several 1910s/1920s era single family homes. So not quite as old, as what you’re describing, but close. As long as you stay on top of it, the maintenance is totally reasonable. Putting a new roof on is identical to any other house. Ditto siding, ditto paint (minus having to worry about lead). I recently replaced >20 original windows on one of them. They were just held in with trim. Honestly it was easier than taking out an 80s era aluminum window. In many ways they’re better than modern construction. The lumber they used is miles ahead of anything on the market today. Lots of old growth redwood and cedar that give you some natural rot protection. I know little about the maintenance challenges of Wright buildings, but generally speaking old wood houses are not crazy expensive to maintain. But my house is a pretty standard shape, and it doesn’t have a waterfall running underneath it.