As you're likely aware, American Craftsman is an architectural style inspired by the Arts and Crafts Movement.[1] In an historical double entendre, "Craftsman" can mean something else entirely, and yet can still be American Craftsman, as this home is. These particular style American Craftsman home in particular, among the many types of American Craftsman, with the front covered porch on the short end of the rectangular shape, were sold out of the Sears Catalog.[2] Sears Craftsman... get it? Sears sold various architectural styles, such as Cape Cod, but I think far and away the most popular was their American Craftsman home kits, which the OP's home appears to be. Not all Sears kit homes were American Craftsman, and not all American Craftsman homes are Sears kit homes. But a lot of them are both.
Most likely the roofing people replaced with like material where possible. That’s a fairly common choice on old homes, unless the old material is unsafe, not good, or impossible to source.
Double hung sash windows are especially popular in this era because they are designed to maximize airflow. You’d open the bottom sash’s on the cool side of the house to let cooler air in and open the top sash’s on the other side to let hot air out. This also creates an airflow across the home.
Heck, even the mirror in the bathroom opens and closes perfectly and it’s 110 yrs old.
The downsides are there was zero insulation in the walls when we bought it and the leaded glass windows are single pane. I’ve mostly fixed the insulation problem but the windows will always be pretty to look at but inefficient.
