David,
I had a look at the data superimposed on some basemap imagery in various projections and using different assumptions about the original data coordinates and there seems to be variability in the fit west to east almost as if it was compiled from different data sets: some in NAD27 and others NAD83 or WGS-84. On the west coast the data fit reasonably well as is, but as you go east they shift and look like they were NAD 27 coordinates or even NAD83 projected to NAD 27 a couple of times. Some places they are in between what you would get using the WGS_1984_to_NAD_1927_18 transformation.
Hard to judge the data in places outside the cities where the boundary lines are generalized on landforms and many places in the road networks there are ambiguities where there are few distinctive road shapes.
However, I'd be concerned about how the dataset was put together. It appears to have been compiled in geographically variable geographic coordinate systems including NAD 27 and NAD 83 and maybe even some incorrect transformations.
Hope there is a simpler explanation...
good luck,
Hardolph