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The Flatiron District is a neighborhood in the New York City borough of Manhattan, named after the Flatiron Building at 23rd Street, Broadway and Fifth Avenue. Generally, the Flatiron District is bounded by 14th Street, Union Square and Greenwich Village to the south; the Avenue of the Americas (Sixth Avenue) and Chelsea to the west; 23rd Street and Madison Square (or NoMad) to the north; and Park Avenue South and Gramercy Park to the east.Broadway cuts through the middle of the district, and Madison Avenue begins at 23rd Street and runs north. At the north (uptown) end of the district is Madison Square Park, which was completely renovated in 2001. The Flatiron District encompasses within its boundaries the Ladies' Mile Historic District and the birthplace of Theodore Roosevelt, a National Historic Site. The Flatiron District was also the birthplace of Silicon Alley, a metonym for New York's high technology sector, which has since spread beyond the area.The Flatiron District is part of Manhattan Community District 5. Residents are represented by the Flatiron Alliance neighborhood association and nearby businesses by the Flatiron/23rd Street Partnership business improvement district, though the two have different (partially overlapping) boundaries.

935–939 Broadway is a six-story Italianate brownstone structure designed by the architect Griffith Thomas in the Flatiron District of Manhattan, New York City.

The 23rd Street Fire was an incident that took place in the Flatiron District neighborhood of Manhattan, New York City, on October 17, 1966. A group of firefighters from the New York City Fire Department responding to a fire at 7 East 22nd Street entered a building at 6 East 23rd Street as part of an effort to fight the fire. Twelve firefighters were killed after the floor collapsed, the largest loss of life in the department's history until the collapse of the World Trade Center in the September 11 attacks of 2001.

The Scribner Building (also known as the Old Scribner Building) is a commercial structure at 155 Fifth Avenue, near 21st Street, in the Flatiron District of Manhattan in New York City. Designed by Ernest Flagg in the Beaux Arts style, it was completed in 1893 as the corporate headquarters of Charles Scribner's Sons publishing company. The Fifth Avenue facade contains a base of rusticated limestone blocks on its lowest two stories. On the third through fifth stories, the facade is subdivided into five limestone bays, while at the sixth story is a mansard roof. Among the facade's details are vertical piers at the center of the facade. At ground level is a retail space that was originally used as Scribner's bookstore. The upper stories originally contained the offices of Charles Scribner's Sons and were subsequently converted into standard office space. Charles Scribner's Sons was founded in 1846 as Baker & Scribner, which occupied several buildings before moving to 155 Fifth Avenue. The company used the Old Scribner Building until 1913, when the firm moved to 597 Fifth Avenue, a structure also designed by Flagg. The family continued to hold the building until 1951, leasing it as office space. The Old Scribner Building was used as the headquarters of the United Synagogue of America from 1973 to 2007. The building was designated a city landmark by the New York City Landmarks Preservation Commission (LPC) in 1976 and was added to the National Register of Historic Places (NRHP) in 1980. It is a contributing property to the Ladies' Mile Historic District, which was designated by the LPC in 1989.

The Flatiron Building, originally the Fuller Building, is a triangular 22-story, 285-foot-tall (86.9 m) steel-framed landmarked building located at 175 Fifth Avenue in the eponymous Flatiron District neighborhood of the borough of Manhattan, New York City. Designed by Daniel Burnham and Frederick Dinkelberg, it was one of the tallest buildings in the city upon its 1902 completion, at 20 floors high, and one of only two "skyscrapers" north of 14th Street—the other being the Metropolitan Life Insurance Company Tower, one block east. The building sits on a triangular block formed by Fifth Avenue, Broadway, and East 22nd Street—where the building's 87-foot (27 m) back end is located—with East 23rd Street grazing the triangle's northern (uptown) peak. As with numerous other wedge-shaped buildings, the name "Flatiron" derives from its resemblance to a cast-iron clothes iron.Called "one of the world's most iconic skyscrapers and a quintessential symbol of New York City", the building anchors the south (downtown) end of Madison Square and the north (uptown) end of the Ladies' Mile Historic District. The neighborhood around it is called the Flatiron District after its signature, iconic building. The building was designated a New York City landmark in 1966, was added to the National Register of Historic Places in 1979, and was designated a National Historic Landmark in 1989.

The 23rd Street station is a local station on the BMT Broadway Line of the New York City Subway. Located at the intersection of 23rd Street, Broadway, and Fifth Avenue in the Flatiron District of Manhattan, it is served by the R train at all times except late nights, the W train on weekdays, the N train during late nights and weekends, and the Q train during late nights.

The Museum of Comic and Cartoon Art (MoCCA) is a not-for-profit arts organization and former museum in New York City devoted to comic books, comic strips and other forms of cartoon art. MoCCA sponsored events ranging from book openings to educational programs in New York City schools, and hosted classes, workshops and lectures. MoCCA was perhaps best known for its annual small-press comic convention, known as MoCCA Fest, first held in 2002.

Eisenberg's Sandwich Shop is a New York City lunch counter established in the Flatiron District in 1928.

Coqodaq is a restaurant in New York City, which opened in 2024. The restaurant primarily serves Korean fried chicken.

The Sohmer Piano Building, or Sohmer Building, is a Neo-classical Beaux-Arts building located at 170 Fifth Avenue at East 22nd Street, in the Flatiron District neighborhood of the New York City borough of Manhattan, diagonally southwest of the Flatiron Building. Designed by Robert Maynicke as a store-and-loft building for real-estate developer Henry Corn, and built in 1897-98 it is easily recognizable by its gold dome, which sits on top of a 2-story octagonal cupola.The building is located in within the Ladies' Mile Historic District, and, according to the New York City Landmarks Preservation Commission, is "characteristic of the later development phase of the District". It was named for the Sohmer Piano Company, which had its offices and showroom there early in the building's history. Other tenants included architects, publishers, and merchants of leather, hats, perfume and upholstery. It was converted to residential condominium apartments in the early 21st century, and its architectural features were restored between 2002 and 2005 by Bone / Levine Architects.

William Henry Seward is an outdoor bronze sculpture of William H. Seward by artist Randolph Rogers, located in Madison Square in Manhattan, New York. Dedicated on September 27, 1876, it believed to be the city's first monument depicting a New York resident. The portrait statue is set on a red Levante marble pedestal.

An outdoor sculpture of Roscoe Conkling by John Quincy Adams Ward is installed near Madison Avenue and 23rd Street in Madison Square Park in Manhattan, New York.