George Bruno residence at 1 Macdougal Alley (aka 176 Macdougal Street), August 5, 1927. Macdougal Alley was created in 1833, for access to the carriage houses of property owners on Washington Square North and West Eighth Street. The corner building was home to the Prohibition-era Jumble Shop tearoom (later tap room, following repeal), and in recent decades a restaurant, laundromat, florist, and bridal shop. Macdougal Street and Alley are both named for Alexander McDougall, the Scottish born merchant and Revolutionary War figure who was a representative to the Continental Congress, the first president of the Bank of New York, and New York State Senator.

5-11 MacDougal Alley, ca. 1903. This small street has been home to numerous artists including Jackson Pollock and Gertrude Vanderbilt. At no. 11 once was the former studio of the prolific muralist, Barry Faulkner. Faulkner's 12-panel series in Washington Irving High School depict key moments and figures in New York City's early history. They were conserved under the MAS Adopt-A-Mural program in 1998, with funds from several foundations including Putnam, Herman Goldman and Gramercy Park, in addition to funds from the NYC Board of Education and MAS Members.