Historic Flatiron District, home to one of New York City’s most iconic buildings, is a buzzing hub where residents can get a little bit of everything. The area is the epicenter of shopping on Broadway, 5th and Madison Avenues, dining, art, nightlife, and high-end residential living. With Union Square just to the South this area also boasts some of Manhattan’s most enviable access to transportation. Flatiron is bounded by 14th Street to 27th Street, between Lexington Avenue (or, in the southern reaches, Park Avenue) and Sixth Avenue. This area balances classic New York historic charm and modernity.
Its namesake, the triangular-shaped Flatiron building defines the neighborhood. This famous 22-story building was constructed in 1902 and is distinguished as the world’s first steel-frame skyscraper and held the title as Manhattan’s tallest skyscraper upon its completion. Another historic landmark in the area is Madison Square Park on Madison Avenue and Broadway, between 23rd and 26th St. The Park, which receives thousands of visitors daily, formally opened in 1847, right before the neighborhood began to rapidly develop. The park is now a Conservancy that is open to the public, with flower-filled gardens, art installations and special outdoor concerts.
Museum lovers can also enjoy a wide range of museums within walking distance. From the Rubin Museum of Art, The National Museum of Mathematics, to the Fashion Museum at FIT and the Museum of Sex, which aims to demystify the taboo through engaging and educational exhibitions, there’s something for everyone. Art galleries like Porter Contemporary, for example, attract a broad audience. Founded by Jessica L. Porter, it showcases international artists appealing to established and new collectors alike. You can also celebrate Tibetan culture at Tibet House U.S., an institution dedicated to preserving the nation’s history, art, and Buddhist philosophy.
The neighborhood is synonymous with some of the top dining experiences in NYC, especially local and organic New American cuisine. The Clocktower, in the old
Gramercy Tavern sources local ingredients for its seasonal menu. Craft, a New American restaurant by celebrity chef Tom Colicchio’s and Eleven Madison Park, a three-star Michelin restaurant that ranked number one on a 2017 list of the top 50 restaurants in the world. Eataly gives patrons access to authentic Italian ingredients such as fresh meats, imported olive oil, and an extensive variety of pastas.
There are a lot of entertainment options in Flatiron from arts and music to theatre and clubs. Gramercy Theatre, located on 23rd St. has a mix of standing room and Sit-down Theater; sketch comedy and up-and-coming stand-up acts take the stage nightly at the Peoples Improv Theater (aka The PIT). Flatiron also draws a nighttime crowd with some of its elegant bars and nightclubs including The Flatiron Lounge and Jay-Z’s 40-40 Club. Raines Law Room is an authentic speakeasy atmosphere that will transform your night into a glamorous 1920s New York.
Shoppers also take advantage of boutiques like Kate Spade and stores like ABC Carpet & Home and Bed Bath & Beyond, in former department stores that catered to the “carriage trade” of the Ladies’ Mile in the late 1800s and early 1900s.
The neighborhood is a mix of cast-iron and beaux-arts architecture that gives the streets of the Flatiron its historic charm. There are luxury condos nestle inside skyscrapers such as 240 Park Avenue South and One Madison Park that offer residents with white-glove service. You’ll find lofts with high ceilings, prewar apartments on the district’s side streets, and converted prewar condominiums like 254 Park Avenue South, a trend that repeats throughout the neighborhood.
With the neighborhood’s central location, there’s an abundance of transportation options in the area. The R, W or 6 trains to 23rd street and the NQRW456 trains are just a few blocks away at Union Square.
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![]() | 50 West 15th St #9D The Oculus 9D 50 W 15th St Fifth Avenue Gramercy WebID# 2479804 2 BR 2.5 1611 sq ft Condo Condo | ||
![]() | 3 Bed & Office Loft Chelsea/NoMad 148 W 28th St 3W Avenue of the Americas Chelsea WebID# 2302011 3 BR 2 2000 sq ft Apartment Condo | ||
![]() | Convertible 3 Bedroom in Flower District Midtown West/Flatiron 146 W 28th St 2E Seventh Avenue Chelsea WebID# 2590943 2 BR 1.5 2000 sq ft Rental Condo | ||
![]() | Flower District/Nomad/Flatiron/Chelsea 146 W 28th St 6W Seventh Avenue Chelsea WebID# 1986382 3 BR 2 2000 sq ft Loft Condo | ||
![]() | Nomad/Flatiron/Chelsea/Flower District 146 W 28th St 5E Seventh Avenue Chelsea WebID# 1985783 3 BR 2 2000 sq ft Apartment Condo | ||
![]() | Chelsea Green One Bedroom Chelsea Green 2D 151 W 21st St Avenue of the Americas Chelsea WebID# 2078078 1 BR 1 700 sq ft Apartment Condo | ||
![]() | This CONDO address says it all. Near every train and bus east side to west side. Perfect location 121 East 23rd Street 6B 121 E 23rd St Park Avenue Flatiron WebID# 2389577 1 BR 1 700 sq ft Apartment Condo | ||
![]() | Doorman 1BR across the street from Whole Foods The Madison Parq 7K 66 Madison Ave #7k 27-28th street Gramercy WebID# 2603536 1 BR 1 750 sq ft 1 bedroom apartment Co-op sublet | ||
![]() | NO FEE Gorgeous Studio Apartment in the heart of Flatiron The Madison Parq 8J 66 Madison Ave KIPS BAY (27th Street) Flatiron WebID# 1590519 Furnished Studio 1 450 sq ft Co-op Rental | ||
![]() | World Class 4BR/3.5BA Penthouse in Brand New Chelsea Building! 6th Ave & W 21st St Flatiron WebID# 2093620 4 BR 3.5 Penthouse Rental | ||
![]() | Iconic High Floor Glass Duplex in Prime Flatiron Location 45 E 22nd St Flatiron WebID# 2332635 2 BR 2 2170 sq ft Apartment Condo | ||
![]() | FULL FLOOR 4 BEDROOM IN THE HEART OF FLATIRON 141 fifth avenue West 20th Street Flatiron WebID# 2455787 4 BR 3.5 2925 sq ft Condo Condo | ||
![]() | 3 BED TRIPLEX PENTHOUSE LOFT IN CHELSEA 7th Ave & W 18th St Flatiron WebID# 2586331 3 BR 3.5 2922 sq ft Condo Rental | ||
![]() | Greenwich Village Luxury Loft Available Immediately and Furnished 15 Union Square W Flatiron WebID# 2337603 Furnished 2 BR 2.5 2200 sq ft Loft Condo | ||
![]() | FULL FLOOR RESIDENCE W/ PARK VIEWS IN NOMAD 50 Madison Ave Flatiron WebID# 2452081 3 BR 3.5 2630 sq ft Condo Condo | ||
![]() | AUTHENTIC AND HUGE FULL-FLOOR LOFT IN THE HEART OF FLATIRON 5th Ave & E 20th St 2X Flatiron WebID# 2484224 3 BR 2.5 3700 sq ft Loft Rental | ||
![]() | Designer Chelsea Full Floor Loft with 4K SQ Feet West 26th Street Flatiron WebID# 2153368 3 BR 2.5 3875 sq ft Loft Condo | ||
![]() | Duplex Soho Loft with Private Rooftop Wooster Street Soho WebID# 2134824 Furnished 2 BR 2 1910 sq ft Apartment Condo | ||
![]() | Rare Split 2 Bedroom Enclave Layout in the Famed 111 Murray Tribeca Condominium Murray Street Tribeca WebID# 2057713 2 BR 2 1581 sq ft Apartment Condo | ||
![]() | 2 Beds/2 Baths Apartment in Flatiron with Large Private Terrace!/W/D in Unit! 7 W 21st St 18A 5th Avenue Flatiron WebID# 1710990 2 BR 2 Apartment Rental | ||
![]() | Gorgeous and Fully Renovated Chelsea 3 Bedroom Duplex 121 W 15th St Flatiron WebID# 2447262 3 BR 2.5 2202 sq ft Duplex Condo | ||
![]() | Chelsea Penthouse with Private Terrace & Roof Deck in Premier Highline Building West 22nd street Chelsea WebID# 2295818 2 BR 2 1646 sq ft Apartment Condo | ||
![]() | 3 BED/3 BATH in a Luxury NOMAD Rental Building Instrata Nomad 32 5th Avenue and 29th Street Fifth Avenue Flatiron WebID# 2619648 3 BR 3 3+ bedroom apartment Rental | ||
Two bedroom in Nomad! Chelsea Landmark 55 W 25th St 5th Avenue Flatiron WebID# 2451713 2 BR 2.5 1260 sq ft 2 bedroom apartment Rental | |||
![]() | PRIME UNION SQUARE, Luxury 2Bed/2Bath, 360 Views One Union Square South 1 Union Square South Fourth Ave Flatiron WebID# 2535272 2 BR 2 Rental Rental | ||
![]() | BEAUTIFUL 2 BEDROOM PENTHOUSE IN CHELSEA WITH PRIVATE TERRACE West 20th Street, PHL Avenue of the Americas Flatiron WebID# 2611604 2 BR 2 Apartment Rental | ||
![]() | Sprawling Luxurious 2 Bedroom Residence In Flatiron Sprawling Luxurious 2 Bedroom Residence In Flatiron Flatiron WebID# 2475110 2 BR 2 2 bedroom apartment Rental | ||
![]() | BRIGHT 2 BEDS, 2 BATHS IN NOMAD WITH W/D IN UNIT 55 West 25th Street, Apt 19D Broadway Gramercy WebID# 2611602 2 BR 2 Apartment Rental | ||
![]() | Chic Nomad Glass House with Panoramic NYC Views East 29th Street Flatiron WebID# 2295817 2 BR 2.5 Apartment Condo | ||
![]() | Stunning Union Square Loft with 2000 Square Feet East 13th Street Greenwich Village WebID# 2296282 Furnished 2 BR 2 2000 sq ft Loft Condo | ||
![]() | Midtown EAST***Luxury apartments for rent, 2 Bedroom 1500sf Indoor Lap Pool, Garden Courtyard East 28th st. NEW YORK, NY 19D Flatiron WebID# 413781 2 BR 2 1500 sq ft High-Rise Rental | ||
![]() | AMAZING 2 BEDS/ 2 BATHS IN FLATIRON DISTRICT, NO FEE West 24th Street, Apt 24B Fifth Avenue Gramercy WebID# 2587709 2 BR 2 Apartment Rental | ||
![]() | Absolute luxury apartment inside Chelsea heart two bed/ two bath 105 W 29th St 51D Midtown West WebID# 2162212 2 BR 2 1113 sq ft Rental Rental | ||
![]() | Prime USQ, Luxury 2 Bed/2 Bath, Available Now! One Union Square South 1 Union Square South Fourth Avenue Flatiron WebID# 2548652 2 BR 2 High-Rise Rental | ||
![]() | 2 bed/ 2 Bath Chelsea apartment, Luxury Building, in unit W/D, Pets Allowed, Bright and Spacious, Rooftop Garden The Sierra 5K 130 W 15th St Sixth & Seventh Avenue Chelsea WebID# 1671542 2 BR 2 Apartment Rental | ||
![]() | 2 BED/2 BATH IN A LUXURY CHELSEA APARTMENT WITH IN-UNIT W/D W 15th St between 6th and 7th avenue Sixth & Seventh Avenue Flatiron WebID# 2627197 2 BR 2 Apartment Rental | ||
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