I'll Start a handouts thread for maps, and such...
For everyone's reference, the image is roughly 8 x 10 (203mm x 254mm). So, 1/4 mile (or 400m) should be roughly 180 pixels.
And it wasn't exactly detail I was looking for, but a fair amount of polish. Instead of blobs of color, I was looking for something a bit nicer; you could tell that the fields were fields, the grass was grass, that those are buildings of different shapes and sizes, etc.
I have the tools to do professional looking maps, and prefer them for clarity's sake, not detail.