Madison Square Garden (second iteration), 1903.
This building on the corner of Madison Avenue and 26th Street was the second on the site to bear the name Madison Square Garden. The first, built by William K. Vanderbilt in 1879, was a drafty structure that presented athletic attractions, most notably boxing matches featuring John L. Sullivan. Unable to make a profit, Vanderbilt razed the building in 1889, after which the Horse Show Association gained control of the site and hired Stanford White of the renowned firm McKim, Mead, and White to design a new structure. White's Madison Square Garden was a Moorish fantasy that cost three million dollars, was the second-tallest building in New York, and boasted an 8,000-seat auditorium that was the largest in the United States. (It also featured a roof garden where White would meet his end in 1906, shot by Harry Thaw on suspicion of having seduced Thaw's young wife, Evelyn Nesbit.) The second Madison Square Garden, which presented horse shows, dog shows, bicycle races, boxing matches, and the Democratic National Convention of 1924, became profitable once promoter Tex Rickard leased the building, but it, too, was razed in 1925 to make way for the new headquarters of New York Life Insurance Company.
Rickard kept the name Madison Square Garden but moved the sporting and entertainment facility across town and uptown to Eighth Avenue, first at 50th Street and then to its current location at 32nd Street.