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.

Rare Duplex Penthouse in Gramercy Park with Terrace$10,000
Flower District/Nomad/Flatiron/Chelsea$9,500
Chelsea/Flower District$9,500
Nomad/Flatiron/Chelsea/Flower District$8,850
Large South Facing 1 Bedroom Available For Rent on Prime Park Avenue$6,800
NO FEE Gorgeous Studio Apartment in the heart of Flatiron$2,380 furnished
Chelsea Penthouse with Massive Terrace in Premier Beatrice Building$18,508
Gorgeous, Oversized, Three Bedroom with VIEWS$15,990
3 Bedroom Chelsea Penthouse offering NYC's Best View$15,990
2 Beds/2 Baths Apartment in Flatiron with Large Private Terrace!/W/D in Unit!$11,520
2 Bedroom /2 Bath Luxury Apartment in Flatiron/W/D in Unit!$9,995
Midtown EAST***Luxury apartments for rent, 2 Bedroom 1500sf Indoor Lap Pool, Garden Courtyard$9,900
Luxury 2 bed/ 2 bath Apartment, Gramercy/ Flatiron, Amenity Filled, Sun Filled, Amazing View$9,715
2 Bed/ 2 Bath in New Glass Tower High-Rise, First-Class Amenities Including A Swimming-Pool$9,190
2 bed/ 2 Bath Chelsea apartment, Luxury Building, in unit W/D, Penthouse$9,185
No Fee! New 2 Bed/2 Bath Glass Tower with Terrace!$9,065
PH 2 Beds/2 Bath in Luxury Amenity Filled Flatiron District Building, W/D in Unit, and Large Terrace!$8,750
Gorgeous 2 Bed/ 2 Bath, Gramercy/Flatiron Luxury Apartment, Sun Filled$8,090
2 Bedroom  in Luxury LEED building$7,995
No Fee, 1BR in Ultra Luxury Chelsea High-Rise, W/D in unit$6,824
Bright 1 bed/ 1 bath Luxury Apartment, Amenity Filled in Chelsea, Southern Exposure, W/D in unit$6,550
Beautiful and Open, Luxury, 1 bed/1 bath  Apartment in Chelsea with Expansive Windows and City Views$6,200
1 bed/ 1 baths, Luxury Apartment, Gramercy/Flatiron, Amenity Filled building$5,920
Gorgeous Chelsea 1 Bed Apartment in Amenity Filled Luxury Building, W/D in Unit$5,895
No Fee, 1BR in Luxury Flatiron High Rise Building$4,250
Medical office featuring a large procedure room, 13 exam rooms, 7 consultation offices, 3 administrative offices, 2 nursesA stations, staff break room, spacious reception waiting room, and meeting area.$36,000
Welcome to this stunning 4700 sq ft, full floor loft residence thoughtfully designed by Pembrooke amp ; Ives consisting of 3 bedrooms, 1 home office, and 3.$30,000
This magnificent Four Bedroom plus Library Den, full floor residence with private elevator access is located in the heart of the Chelsea Art District.$30,000
NO FEE ! Union Square Showstopper.$29,500
Live atop Chelsea's premier boutique condominium in this duplex penthouse offering seamless indoor outdoor living.$29,000
Full Floor Flatiron LoftPre war details intersect with modern finishes in this newly renovated 3 bedroom, 2.$25,000
The Residence Step into this expansive loft in the heart of West Chelsea and take in the exceptional 3600 square feet of space, designed to preserve architectural authenticity.$25,000
Welcome to The Huys Condominium, a landmark full service neo classical building designed by world renowned Dutch designer Piet Boon, creating the epitome of refined sophistication and understated luxury with ...$24,000
Live atop NoMad in this full floor penthouse encompassing 2, 706 square feet of interior space and an 887 square foot setback terrace with sweeping views.$22,500
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