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Wooster Square is a neighborhood in the city of New Haven, Connecticut to the east of downtown. The name refers to a park square (named for the American Revolutionary War hero, David Wooster) located between Greene Street, Wooster Place, Chapel Street and Academy Street in the center of the neighborhood.

The Wooster Square Historic District encompasses much of the Wooster Square neighborhood of New Haven, Connecticut. Centered on a rectangular park named in honor of General David Wooster, the area was developed as a residential neighborhood beginning in the 1820s, and was by the 1840s a desirable area to live, with many high-quality Greek Revival homes.