Flatiron District
Geographic Boundaries
The Flatiron District is centrally located in Manhattan, bounded by 14th Street to the south, Sixth Avenue (Avenue of the Americas) to the west, 23rd Street to the north, and Park Avenue South to the east. It neighbors Union Square and Greenwich Village to the south, Chelsea to the west, NoMad and Madison Square Park to the north, and Gramercy Park to the east. Broadway bisects the district diagonally, contributing to its distinctive triangular street grid and iconic intersections like the Flatiron Building’s location at 23rd Street, Fifth Avenue, and Broadway.
Businesses, Stores, and Retailers
The Flatiron District blends historic charm with modern commerce. The neighborhood’s retail scene includes flagship stores, boutique shops, and design showrooms along Broadway and Fifth Avenue. The Ladies’ Mile Historic District, once a 19th-century shopping mecca, now houses contemporary retailers in restored cast-iron buildings. Specialty stores range from tech gadgets to high-end fashion, while the area’s office-heavy daytime population supports cafes, fast-casual eateries, and convenience stores.
Fine Restaurants
Culinary offerings reflect the district’s mix of professional and tourist demographics. Upscale restaurants cluster near Madison Square Park, serving modern American, Italian, and fusion cuisines. Establishments emphasize seasonal ingredients and craft cocktails, often in settings with exposed brick or rooftop views. The neighborhood also features historic dining rooms repurposed for contemporary fine dining, alongside cocktail bars and wine-focused venues.
History of Major Attractions
The Flatiron Building, completed in 1902, remains the neighborhood’s most recognizable landmark, named for its iron-like triangular shape. Madison Square Park, renovated in 2001, has served as a public gathering space since 1847 and now hosts annual art installations. The Theodore Roosevelt Birthplace National Historic Site on East 20th Street commemorates the 26th U.S. president. The district also played a foundational role in New York’s tech sector as the birthplace of Silicon Alley in the 1990s.
Architectural Landscape
Building types range from Beaux-Arts skyscrapers to Renaissance Revival lofts. Cast-iron facades dominate the Ladies’ Mile Historic District, while early 20th-century commercial structures feature terra-cotta ornamentation. Modern glass towers housing tech firms contrast with low-rise brick buildings from the 1800s. The neighborhood’s irregular street grid creates uniquely shaped lots, influencing building designs like the slender "pencil towers" along 23rd Street.
Other Significant Buildings
The Met Life Tower at 1 Madison Avenue, once the world’s tallest building, anchors the district’s northern edge. The New York Life Building at 51 Madison Avenue features a pyramidal golden roof, while the Appellate Division Courthouse at East 25th Street showcases marble sculptures and stained glass. The Republic National Bank Building at 452 Fifth Avenue exemplifies mid-century modernist design with its bronze-tinted windows.
Transportation Options
Multiple subway lines serve the area, including the N/Q/R/W at 23rd Street, the 6 at 23rd and 28th Streets, and the F/M at 23rd Street and Sixth Avenue. Path trains to New Jersey connect via the 23rd Street station. Citi Bike stations dot major avenues, while bus routes M1, M2, M3, and M23 cross the neighborhood. Proximity to Union Square provides access to additional subway lines (L, 4/5/6), and Penn Station lies 15 minutes north by foot.
Zip Codes
Primary zip codes include 10010 (central Flatiron), 10011 (western edge near Chelsea), and 10003 (southern areas bordering East Village). The northern boundary near NoMad shares 10001 and 10016, while the eastern border with Gramercy uses 10010 and 10003.
Prominent Companies
Tech firms dominate the office landscape, including software startups and cybersecurity firms clustered near Madison Square Park. Major publishing houses maintain offices in historic buildings, while architecture and design firms occupy loft-style spaces. Financial technology (FinTech) companies and venture capital firms leverage the neighborhood’s central location. Notable past tenants include BuzzFeed, IAC, and Etsy during the early Silicon Alley era, though many have since expanded to larger spaces elsewhere in the city.