Poking around the brand spankin’ new Digital Public Library of America collection I decided to search “Darien AND Connecticut” just to see what they had.
Here is a 1902 map of the area. The star, in case you couldn’t tell, is from modern day and is an approximation of where we exist. Two things that are interesting about this map:
1. Interstate-95 did not exist in this area yet (not until 1952).
2. You would think the hashed line was a railroad, yes? But in fact the railroad is indicated by the bold, black line. Solid pink lines indicated a “good road” whereas hashed lines indicated a “fair road.” Ordinary roads were outlined in pink but not filled in. Our area did not contain any “good roads.” The Post Road was fair and everything else was ordinary.
In case you’d like to see for yourself, here we are.