This is a pretty complex set of tasks you're hoping to accomplish here, but as long as you're happy to put in the work yourself, it should be perfectly possible. That may depend on how comfortable you are working with the mathematics of orbital mechanics, however, and exactly what degree of precision you're hoping to achieve.

I'm not aware of any tools that will allow you to do all of this in one, but you may find some of the tools linked from the Worldbuilding Links and Software page of the Orion's Arm Universe Project website helpful. Note that some of these are only available via the Wayback Machine archival website now, and may use older software types to function. I've not really done much with this in a long time, so can only hope some of it may assist!

Unfortunately, the few folks I know, or knew, who did this kind of thing tended to write their own programs to do it, and while that may be an option for you too, that's not something I've had any experience with, sadly.

Good luck anyway!

The LAND Sheet has no Color Key effect on it, and neither does the COASTLINE Sheet, on which the magenta patches have been drawn. In fact, no Sheet in this FCW has a Color Key effect on it currently. I also note a couple of those magenta patches are on the MERGE Layer - you DO NOT want them on that one!

The placement of the buildings seems a bit too uniform and disconnected from the road network, perhaps. Not sure how modern a setting this might be intended for though.

I suspect the red British markers in the WW2 text you mentioned Mike, might be because the traditional colour to show possessions of the British Empire (as it still was during WW2) was red. Plus it's been very commonly used in other military history and wargaming texts I've read as well down the years. There may be also an element that during the Napoleonic wars (indeed also in the almost-century before and after), many of the defining British troops wore red uniforms, the French blue, hence somewhere in all this came about the dominating idea of British = red. Probably!

Not quite true, Sue, as from the northern hemisphere in summer, around June-July, the Sun sets in the northwest too. From much of Britain, that's around or indeed north of, true azimuth 315°. 😎