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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![]() | $6,990,000 | Renovated Condo Loft with Empire State Building Views! The Photo Arts Building 9th Floor 5 E 16th St Union Square West Gramercy New York WebID# 1598756 EXCLUSIVE Contract Signed $6,990,000 4 BR 3 bath 4200 sq ft Condo | |
![]() | $5,975,000 | Incredible Iconic Manhattan Views from this Spacious Three Bedroom Home 35XV 19A 35 W 15th St 6th Ave Gramercy New York WebID# 1283078 EXCLUSIVE Contract Signed $5,975,000 3 BR 3.5 bath 2277 sq ft Condo | |
![]() | $1,350,000 - $9,500,000 | 101 West 14th 101 W 14th St Flatiron New York WebID# 1582758 EXCLUSIVE NEW DEVELOPMENT $1,350,000 - $9,500,000 From 1 to 4 BR Condo | |
![]() | $1,348,000 | FLATIRON RENOVATED ONE BEDROOM 225 5th Ave East 26th Street Gramercy New York WebID# 1264955 $1,348,000 1 BR 1 bath 706 sq ft Condo | |
![]() | $24,000,000 | 277 Fifth Avenue is pleased to offer private in person appointments with new health and safety standards. 277 Fifth Avenue PH54 East 29th Street Midtown East New York WebID# 1283604 $24,000,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $18,750,000 | Private In Person amp ; Virtual Appointments Available Building Occupancy Winter 2021 Rockefeller Group furthers its legacy of pioneering excellence in New York City with Rose Hill, a new residential ... Rose Hill PHA 30 East 29th Street Madison Avenue Midtown East New York WebID# 1338489 $18,750,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $15,500,000 | 277 Fifth Avenue is pleased to offer private in person appointments with new health and safety standards. 277 Fifth Avenue PH53 East 29th Street Midtown East New York WebID# 1653810 $15,500,000 4 BR 4 bath High-Rise Condo | |
![]() | $13,730,000 | In the heart of stylish NoMad, Madison House offers unsurpassed panoramic views of New York City, where every residence has a corner window and 11 foot ceilings or higher. Madison House 57A 15 East 30th Street Fifth Avenue Midtown East New York WebID# 1348787 $13,730,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $13,500,000 | NOW 80 SOLD The ONE and ONLY Penthouse of your dreams. 200 East 21st Street PH Second Avenue Flatiron New York WebID# 1374798 $13,500,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $12,995,000 | THE MOST COMPELLING PROPERTY TO HIT THE MANHATTAN MARKET THIS YEAR The Penthouse at 21 West 20th Street is a jaw dropping, glass box in the sky, surrounded by 2 ... 21 West 20th Street PH Fifth Avenue Chelsea New York WebID# 1683497 $12,995,000 3 BR 2.5 bath Mid-rise Condo | |
![]() | $12,750,000 | Awaye Realty has been retained to exclusively represent the sale of 7 West 20th Street, an incredible mixed use building between 5th Avenue and 6th Avenue in Manhattan. 7 West 20th Street Fifth Avenue Chelsea New York WebID# 1265682 $12,750,000 Studio Low-rise Income Property | |
![]() | $11,995,000 | DUPLEX PENTHOUSE WITH TWO PRIVATE TERRACES AND PRIVATE PARKING SPOTThe dream of outdoor city living is captured in this incredible home featuring multiple terraces. The Twenty 1 PHB 117 West 21st Street Avenue of the Americas Chelsea New York WebID# 1686164 $11,995,000 4 BR 3.5 bath Mid-rise Condo | |
![]() | $11,495,000 | With unparalleled, 360o city views, this spectacular 3, 310 sq. One Madison 41st Floor 23 East 22nd Street Broadway Flatiron New York WebID# 1684955 $11,495,000 4 BR 4 bath High-Rise Condo | |
![]() | $10,995,000 | IMMEDIATE OCCUPANCY SCHEDULE YOUR IN PERSON OR VIRTUAL TOUR TODAY ! 121 East 22nd Street N1304 Lexington Avenue Flatiron New York WebID# 1284161 $10,995,000 5 BR 5.5 bath Mid-rise Condo | |
![]() | $10,995,000 | An unparalleled luxury living experience awaits you at the striking ultra modern One Madison condominium towering 60 stories over New York City ! One Madison 40A 23 East 22nd Street Broadway Flatiron New York WebID# 1351808 $10,995,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $10,400,000 | In the heart of stylish NoMad, Madison House offers unsurpassed panoramic views of New York City, where every residence has a corner window and 11 foot ceilings or higher. Madison House 57B 15 East 30th Street Fifth Avenue Midtown East New York WebID# 1757368 $10,400,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $9,975,000 | IMMEDIATE OCCUPANCY SCHEDULE YOUR IN PERSON OR VIRTUAL TOUR TODAY ! 121 East 22nd Street SPH Lexington Avenue Flatiron New York WebID# 1294564 $9,975,000 4 BR 4.5 bath Mid-rise Condo | |
![]() | $8,500,000 | From a white box to a completely reimagined and custom built home unlike any other at 10 Madison Square West. Ten Madison Square West 11E 1107 Broadway West 24th Street Flatiron New York WebID# 1652831 $8,500,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $8,150,000 | A one of a kind opportunity to enjoy luxurious living in Gramercy matched with ultimate privacy. Celeste Gramercy PH-C 150 East 23rd Street Lexington Avenue Flatiron New York WebID# 1229017 $8,150,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $7,400,000 | In the heart of stylish NoMad, Madison House offers unsurpassed panoramic views of New York City, where every residence has a corner window and 11 foot ceilings or higher. Madison House 53A 15 East 30th Street Fifth Avenue Midtown East New York WebID# 1686058 $7,400,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $7,395,000 | IMMEDIATE OCCUPANCY SCHEDULE YOUR IN PERSON OR VIRTUAL TOUR TODAY ! 121 East 22nd Street S901 Lexington Avenue Flatiron New York WebID# 1729068 $7,395,000 4 BR 4.5 bath Mid-rise Condo | |
![]() | $6,795,000 | For a Virtual Tour please follow the link below https my. 200 East 21st Street 17B Second Avenue Flatiron New York WebID# 1332198 $6,795,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $6,675,000 | IMMEDIATE OCCUPANCY SCHEDULE YOUR IN PERSON OR VIRTUAL TOUR TODAY ! 121 East 22nd Street S1101 Lexington Avenue Flatiron New York WebID# 1576969 $6,675,000 3 BR 3.5 bath Mid-rise Condo | |
![]() | $6,500,000 | 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. 241 Fifth Avenue 15PH East 26th Street Midtown East New York WebID# 1710912 $6,500,000 3 BR 3 bath Mid-rise Condo | |
![]() | $6,450,000 | There are spectacular picturesque Madison Square Park views from every room of this luxurious three bedroom, three and a half bathroom home. Ten Madison Square West 3F 1107 Broadway West 24th Street Flatiron New York WebID# 1702433 $6,450,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $6,250,000 | Perched high above the Flatiron District, with 10 foot ceilings and floor to ceiling windows, boasting southern, western, and northern exposures, Residence 31A commands dramatic architectural and river views, is ... Madison Square Park Tower 31A 45 East 22nd Street Broadway Flatiron New York WebID# 1402424 $6,250,000 2 BR 2 bath High-Rise Condo | |
![]() | $6,200,000 | 88 amp ; 90 Lex is pleased to offer private in person appointments, subject to new health and safety standards. 88 Lexington Avenue 1601 East 26th Street Midtown East New York WebID# 1117374 $6,200,000 4 BR 4.5 bath Mid-rise Condo | |
![]() | $6,100,000 | IMMEDIATE OCCUPANCY SCHEDULE YOUR IN PERSON OR VIRTUAL TOUR TODAY ! 121 East 22nd Street N1302 Lexington Avenue Flatiron New York WebID# 1264024 $6,100,000 4 BR 4.5 bath Mid-rise Condo | |
![]() | $5,995,000 | Simply spectacular high floor three bedroom condominium with endless views, three full bathrooms, powder room, central air conditioning, private laundry and twenty four hour doorman, moments from Union Square and ... 35XV 19B 35 West 15th Street Fifth Avenue Chelsea New York WebID# 1527122 $5,995,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $5,995,000 | Residence 16A is a three bedroom three and a half bath layout a total of 2, 277 square feet with Northern, Eastern and Western views. 35XV 16-A 35 West 15th Street Fifth Avenue Chelsea New York WebID# 1120636 $5,995,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $5,995,000 | This stunning full floor, 3, 809 sq ft residence embraces 75 feet of uninterrupted views of Gramercy Park, the only private park in Manhattan. 50 Gramercy Park North 15AB Lexington Avenue Flatiron New York WebID# 1359685 $5,995,000 3 BR Mid-rise Condop | |
![]() | $5,950,000 | SMACKING FABULOUS The spectacular floor through residence, 14A, boasts full Gramercy Park and city views via 75 feet of floor to ceiling windows. 50 Gramercy Park North 14-A Lexington Avenue Flatiron New York WebID# 1385810 $5,950,000 3 BR 4 bath Mid-rise Condop | |
![]() | $5,935,000 | Private In Person amp ; Virtual Appointments Available Building Occupancy Winter 2021 Rockefeller Group furthers its legacy of pioneering excellence in New York City with Rose Hill, a new residential ... Rose Hill 39A 30 East 29th Street Madison Avenue Midtown East New York WebID# 1347917 $5,935,000 3 BR 2.5 bath High-Rise Condo | |
![]() | $5,795,000 | One of a kind opportunity at the iconic 10 Madison Square West to purchase a piece of architectural history that has been transformed into residential luxury. Ten Madison Square West 15-A 1107 Broadway West 24th Street Flatiron New York WebID# 1651832 $5,795,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $5,625,000 | Brilliantly designed Duplex Penthouse located on the ultra prime midblock of 15th street off Fifth Ave in Union Square. The Oculus PHD/PHC 50 West 15th Street Fifth Avenue Chelsea New York WebID# 1371735 $5,625,000 3 BR 3 bath Mid-rise Condo | |
![]() | $5,500,000 | Located high above Madison Square Park with one of the most dramatic and sought after panoramic views of the New York City skyline, Madison Square Park and beyond. One Madison 32B 23 East 22nd Street Broadway Flatiron New York WebID# 1684599 $5,500,000 2 BR 2 bath High-Rise Condo | |
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