When hunting for maps today to assist a colleague on an ancient history forum, I happened upon this page on Kemble: The Anglo-Saxon Charters Website, which has links to a host of beautiful, sometimes annotated, hand-drawn, black-and white maps of Anglo-Saxon England, all done by the cartographer Reginald Pigott for various books in the early 21st century. They're especially valuable, as some show the established, or best-estimated, extents of features like forests, marshlands, and coastlines, many of which have altered since the 7th to 11th centuries CE. They're free to download for personal use, and are well worth a look.

Is this from the non-ProFantasy Harn Style of CC3+ mapping developed by Roy Denton? I don't actually have this installed, so can't really help, but if it is, I know a few of our longer-standing Forum contributors do, so can hopefully assist.

Thinking further about this option since the livestream, it's a powerful tool no matter what kind of settlement you're wanting to map, even if it's to fit in a pre-drawn setting, as anything unwanted the random option generates can be readily moved or removed to fit terrain features (e.g. coastlines, rivers, cliffs).

Different areas of a larger city could be created randomly in different ways (medieval and modern could be mixed, drawn from different random maps, for instance), and then fitted together in a suitable CC3+ master file, simply by copying over the relevant parts of the separate randomly-created settlements.

Naturally, this would need quite a degree of restructuring and amending after the fact to make everything fit together correctly, although a lot of the base work would be done from the random creations.

It would also be possible to "super-detail" parts of a settlement drawn in a quite different style, such as a Watabou-type settlement, leaving the "blank" areas for segments that weren't necessary for such detailing. Again, unwanted parts of the random design would need removing, but this would be something to consider if of interest.

That's just the default option that comes up when you start to save, but it shouldn't be the one you ever choose to use. Just navigate away from that default to save your image files where you need them to be - I use a special set of folders in my Documents folder for ease, for example.

Glad to know you'd got the problem of saving images sorted now at least!

Yes, those dormers come in very handy for hiding unwanted chimneys; done this myself before for a tropical settlement map in the Atlas!