Flatiron

Known for its namesake building, Flatiron combines iconic architecture, destination dining, Madison Square Park, and a central location near prime shopping. This historic NYC neighborhood has seen its fair share of change over the years. In the early 1900s it was a major commercial and residential center, but by the middle of the century, things stagnated as businesses and residents left in search of more space and lower rents. In recent years, stores, upscale restaurants, and new developments moved back in, and the neighborhood is seeing a significant resurgence. Fifth Avenue now bustles with some of the best shopping in the city, and restaurants run the gamut from Michelin-starred to food trucks. Flatiron is busiest at midday and happy hour and tends to quiet down a bit at night, though the lights never truly turn off. Proximity to Union Square and multiple subway lines also make it an equally easy trip to Midtown, Downtown, or Brooklyn.

The Mood

Lots of commercial activity makes the Flatiron a vibrant destination for both locals and tourists.

Heart of the Neighborhood

With rotating art installations, oval lawn concerts, and the ever-bustling Shake Shack, Madison Square Park is a central destination for all Flatiron residents.

Neighborhood Quirk

The historic Flatiron building (home to Macmillan Publishers, along with many other businesses) is so-called because it was built on a plot of land shaped like a “flat iron.”

Best Perk

Historic preservation has been a priority for residents of the Flatiron District, and as a result, the neighborhood boasts impressive cast-iron and beaux-art architecture.

Biggest Downside

The neighborhood is expensive, with a low turnover rate. Most units are available in modern doorman buildings, although there are a few walk-ups as well.