Clift Street in Mystic was developed by Col. Amos Clift III (1805-1878), a local builder, and his mother Thankful Denison Clift (1780-1861). The house at 2 Clift Street, at the corner of Gravel Street, was built by Amos in 1837 for his brother, Capt. Waterman Clift (1809-1890). A shipmaster, Waterman Clift commanded the vessels Atlantic, Phume and Coasting Trader, as well as the U.S. transport Haze, which made regular trips between New York City and New Bern, North Carolina during the Civil War. He was later a harbor pilot in Apalachicola, Florida. The house has an east wing added in the 1920s. The front and side porch, which replaced an earlier entry portico, were added in the last few years.

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Capt. Waterman Clift House (1837)