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Why is Maryland shaped like that??? Why is Delaware shaped like that??
It's all because of a land dispute with Pennsylvania that escalated into a small war in the 1730s and wasn't fully resolved until Charles Mason and Jeremiah Dixon completed their 5-year-long land survey in October of 1767. The result was the Mason-Dixon line, whose legacy as a boundary would long outlive its creators.
Read about all these border squabbles in volume 1 of the 3-part 1879 'History of Maryland.'
https://www.higginsonbooks.com/
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