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Perhaps best known for the famous locked park for which only residents and hotel guests have keys, the Gramercy Park area also comprises Union Square Park, the famous Flatiron Building, and the birthplace of Theodore Roosevelt. Explore the world’s first skyscraper, the triangle-shaped, eighteen-story Flatiron Building that dates back to 1902. It is only six feet wide at the apex of the triangle! Or visit the thrice-weekly Greenmarket at Union Square, a park first landscaped in 1832, where the Department of Parks kept its offices until the 1870s. Head on to the Theodore Roosevelt Birthplace National Historic Site at 28 East 20th Street, between Broadway and Park Avenue South. The house was reconstructed in 1923 and has interesting period rooms and a small museum. Right nearby, the self-proclaimed original Silicon Alley snakes down Broadway, although by now nearly any part of Manhattan below Gramercy Park qualifies as Silicon Alley. Finally, take a peek at Gramercy Park itself, its well-manicured green space and beautiful flower beds. Maybe someone will invite you in; ask nicely—you never know!
 
 
 

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