Replacing windows is not particularly difficult with the right tools. It takes a little longer since you have to drill into brick instead of wood, but that's all.
In the 50s to 70s, many strange foundations were built that today people just shake their heads at. I think that one of those is exactly what you are describing. However, I think you should consider this way: What problems have arisen until today? Those problems will likely worsen over the years. If no problems have arisen, they probably won't in the future either. However, many factors play a role, not least the composition of the soil and its ability to drain water. Similar foundations can behave differently depending on where they are geographically located.