 Click image for more information  Detail from Pelham Map of 1777.
In response to questions about how contours of the land may have appeared in even earlier times, this detail shows the following:
The horizontal peninsula in the middle of the map is South Boston, and Castle Island is out to the right. The South Bay area is visible between the South Boston peninsula and Roxbury neck leading to Boston, the vertical peninsula. You can see the large expanses of tidal wetlands extending from the shore, areas that were easiest to make into solid ground as development occurred.
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