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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![]() | $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 | |
![]() | $16,500,000 | Introducing Residence 52AB a spectacular 5, 578 sqft duplex unit delivered raw for endless possibilities. Madison Square Park Tower 52AB 45 East 22nd Street Broadway Flatiron New York WebID# 1341710 $16,500,000 4 BR 4.5 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 | Dazzling 360 degree views provide a dramatic backdrop for this spectacular 2, 527 square foot 18th floor aerie at 10 Madison Square West, one of New York's most desirable addresses. Ten Madison Square West 18C 1107 Broadway West 24th Street Flatiron New York WebID# 1686351 $12,995,000 3 BR 3.5 bath High-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 | 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 | |
![]() | $9,450,000 | Light filled, 3 bedrooms 3. 212 Fifth Avenue 18B East 25th Street Flatiron New York WebID# 1684863 $9,450,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $9,250,000 | Impeccably custom designed by renowned architectural design firm, MNA in partnership with interior designer Matthew Caughy, this exquisite 3 bedroom, 3. Ten Madison Square West 7E 1107 Broadway West 24th Street Flatiron New York WebID# 1371079 $9,250,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $8,995,000 | Soaring above Madison Square Park with iconic New York City views, this three bedroom, three and a half bath, full floor residence with a wrap terrace, offers stunning 360 degree ... One Madison 24-A 23 East 22nd Street Broadway Flatiron New York WebID# 1024105 $8,995,000 3 BR 3.5 bath High-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 | |
![]() | $7,250,000 | OVER 80 SOLD ONE OF A KIND prestige residence with two private terraces adjacent to the living spaces. 200 East 21st Street 16B Second Avenue Flatiron New York WebID# 1529437 $7,250,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $6,975,000 | 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 $6,975,000 3 BR 3.5 bath High-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 | |
![]() | $6,250,000 | 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 | |
![]() | $6,000,000 | 277 Fifth Avenue is pleased to offer private in person appointments with new health and safety standards. 277 Fifth Avenue 40A East 29th Street Midtown East New York WebID# 1685001 $6,000,000 3 BR 3 bath High-Rise Condo | |
![]() | $6,000,000 | 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 $6,000,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $5,995,000 | VIEWS ! VIEWS ! VIEWS ! Make panoramic views of all of New York City your own in this sun filled penthouse in the Chelsea Stratus Chelsea s premiere luxury ... Chelsea Stratus PH-3C 101 West 24th Street Sixth Avenue Chelsea New York WebID# 1235880 $5,995,000 3 BR 2.5 bath High-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 | |
![]() | $5,935,000 | 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 | |
![]() | $5,500,000 | 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 | |
![]() | $5,390,000 | 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 48D 15 East 30th Street Fifth Avenue Midtown East New York WebID# 1335582 $5,390,000 3 BR 3 bath High-Rise Condo | |
![]() | $5,275,000 | Incomparable views and luxury is yours, at the lowest price per sq ft for a 3 bedroom condo above the 20th floor in Nomad ! 400 Park Avenue South 28B East 27th Street Midtown East New York WebID# 1347962 $5,275,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $5,200,000 | Runway views of Manhattan's Iconic landmarks, bridges, river, and beyond from Northern, Southern, and Eastern exposures. Chelsea Stratus PH1C 101 West 24th Street Sixth Avenue Chelsea New York WebID# 1509562 $5,200,000 3 BR 2.5 bath High-Rise Condo | |
![]() | $4,995,000 | Perched atop the 39th floor of 400 Park Avenue South, Penthouse 3 is a sprawling 2, 538 square feet and offers 3 bedrooms, 3. 400 Park Avenue South PH3 East 27th Street Midtown East New York WebID# 1337767 $4,995,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $4,995,000 | Meticulously renovated 2, 021 square foot, 3 bedroom, 3. Ten Madison Square West 2B 1107 Broadway West 24th Street Flatiron New York WebID# 1686135 $4,995,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $4,950,000 | Personal living or solid Investment Showings resume in January. Ten Madison Square West 3B 1107 Broadway West 24th Street Flatiron New York WebID# 1576819 $4,950,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $4,825,000 | 277 Fifth Avenue is pleased to offer private in person appointments with new health and safety standards. 277 Fifth Avenue 47B East 29th Street Midtown East New York WebID# 1653817 $4,825,000 2 BR 2 bath High-Rise Condo | |
![]() | $4,710,000 | 277 Fifth Avenue is pleased to offer private in person appointments with new health and safety standards. 277 Fifth Avenue 38A East 29th Street Midtown East New York WebID# 1730741 $4,710,000 3 BR 3 bath High-Rise Condo | |
![]() | $4,650,000 | 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 47A 15 East 30th Street Fifth Avenue Midtown East New York WebID# 1683226 $4,650,000 2 BR 2.5 bath High-Rise Condo | |
![]() | $4,600,000 | 595, 000 PRICE DROP ! AMAZING VALUE ON THE HIGHEST FLOOR 2 BEDROOM B LINE THAT HAS CLEAR VIEWS ALL THE WAY TO THE WORLD TRADE CENTER ! Madison Square Park Tower 33B 45 East 22nd Street Broadway Flatiron New York WebID# 1322328 $4,600,000 2 BR 2 bath High-Rise Condo | |
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