I just have two "tiny" pieces of information from the book Tidewater Maryland Architecture and Gardens, a Sequel to Early Manor and Plantation Houses of Maryland by Henry Chandlee Forman, 1936.

In the chapter entitled "Crooked Intention on Second Creek - One of the original grants of land given by Charles Calvert, Lord Baltimore, to Hugh Sherwood, comprised 130 acres under the name of Crooked Intention. The Patent was dated July 5, 1681, and tract lay in Talbot County on the north side of the Choptank River, between that river and the St. Michael's or Miles River. Then, in 1696, fifty acres of 'Crooked Intention' were sold by Hugh Sherwood to Robert Harrison I. Sherwood died in 1710."

There is a sketch of the floor plan; I don't know which of these two men built the house.