3. North & South Brother Islands (East River)

Abandoned building on North Brother Island

Another duo of islands, these brothers are common in name only. North Brother‘s backstory features elements that have become typical for the avid New York historian, with a history of housing the sick, the addicted, and the condemned in confined spaces away from the public. The tuberculosis pavilion has been documented by photographer Christopher Payne, and much literature has been written about the site.

For what South Brother lacks in foreboding tales of the infirm, it makes up for in humorous eyebrow-raising real estate ventures. Originally the property of Jacob Ruppert–owner of the Yankees largely responsible for bringing Babe Ruth to New York–the island’s only structure burned down in 1909. After Rupper sold the island, the real estate transactions go something like this: private ownership to public ownership to private again to public again, with prices ranging from $10 from an investment firm in 1975 to $2 million of Federal Grant money in 2007.