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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![]() | $17,000,000 | Retail Space Located in Prime Flatiron 44 W 24th St Retail 5th and Avenue of the Americas Flatiron New York WebID# 609860 EXCLUSIVE $17,000,000 15000 sq ft Retail Commercial | |
![]() | $560,000 | Completely remodeled bright Studio on Fifth ave in Union Square The Victoria 622 fifth ave Flatiron New York WebID# 2283924 EXCLUSIVE $560,000 500 sq ft Co-op | |
![]() | $735,000 | FT Doorman, 1BR in the heart of NoMad The Madison Parq 4H 66 Madison Ave 27th - 28th street Gramercy New York WebID# 2228320 EXCLUSIVE In Contract $735,000 1 BR 1 bath Co-op | |
![]() | $645,000 | Modern 1-Bedroom In The Heart Of NoMad 66 Madison Ave 8D Flatiron New York WebID# 2202417 EXCLUSIVE Offer Accepted $645,000 1 BR 1 bath Co-op | |
![]() | $695,000 | Modern 1-Bedroom Co-Op In The Heart Of NoMad The Madison Parq 11K 66 Madison Ave 27th - 28th street Midtown East New York WebID# 2272449 EXCLUSIVE $695,000 1 BR 1 bath 750 sq ft Co-op | |
![]() | $800,000 - $3,500,000 | 165 Lexington 165 Lexington Avenue East 30th Street Midtown East New York WebID# 1788687 EXCLUSIVE NEW DEVELOPMENT $800,000 - $3,500,000 Studio - 2 BR Condo | |
![]() | $1,388,000 | Gorgeous Prewar NoMad Condo Near Madison Square Park 76 Madison Ave 4C Flatiron New York WebID# 1481123 EXCLUSIVE In Contract $1,388,000 1 BR 1 bath 827 sq ft Condo | |
![]() | $1,500,000 | Chelsea Condo | 1000+ SF | 1 Bed 1 Bath | $1.5M 7th Ave & W 22nd St Flatiron New York WebID# 2228780 $1,500,000 1 BR 1 bath 1089 sq ft Residential Condo | |
![]() | $62,000,000 | Crowning One Madison from the 58th to the 60th floors, the Triplex Penthouse boasts nearly 7, 000 square feet of open interior space with dramatic full height windows that offer ... One Madison PH 23 East 22nd Street Broadway Gramercy New York WebID# 2253475 $62,000,000 5 BR 5.5 bath High-Rise Condo | |
![]() | $25,000,000 | CLOSINGS HAVE COMMENCED Penthouse 60A, the last remaining Penthouse and duplex available at Madison House, encompasses 5, 151 square feet, four bedrooms and four and a half baths, which opens ... Madison House PH60A 15 East 30th Street Fifth Avenue Midtown East New York WebID# 2091329 $25,000,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $24,750,000 | IMMEDIATE OCCUPANCY ! 277 Fifth Avenue, the tallest residential building on Fifth Avenue, offers truly spectacular 360 degree views from this special full floor residence that span the city and ... 277 Fifth Avenue PH54 East 29th Street Midtown East New York WebID# 2209404 $24,750,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $27,750,000 | 277 Fifth Avenue, the tallest residential building on Fifth Avenue designed by renowned architect Rafael Vinoly, offers spectacular panoramic horizons from this special full floor Penthouse that span the city ... 277 Fifth Avenue PH55 East 29th Street Midtown East New York WebID# 2178595 $27,750,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $19,000,000 | Perfectly perched on the most desirable of all Central Greenwich Village Gold Coast blocks, this remarkable 22ft wide townhouse nestled amongst a row of seven elegant, brick, Greek Revival townhouses, ... 18 West 11th Street Fifth Avenue Flatiron New York WebID# 1480734 $19,000,000 4 BR 4.5 bath Townhouse Single Family | |
![]() | $18,500,000 | Never before seen Penthouse 17 at 240 Park Avenue South is a glamorous and elegant home boasting striking views, unparalleled high end designer finishes and a perfect layout. 240 Park Avenue South PH-17 East 19th Street East Village New York WebID# 2098041 $18,500,000 3 BR 3.5 bath Loft Condo | |
![]() | $16,000,000 | Highest full floor unit at the sought after One Madison condominium. One Madison 57A 23 East 22nd Street Broadway Gramercy New York WebID# 2253459 $16,000,000 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# 2179397 $15,500,000 4 BR 4 bath High-Rise Condo | |
![]() | $13,730,000 | CLOSINGS HAVE COMMENCED This 3, 391 square foot four bedroom, four and a half bath residence opens into an elegant entry foyer, leading to a living and dining room encased ... Madison House 57A 15 East 30th Street Fifth Avenue Midtown East New York WebID# 2019963 $13,730,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $13,500,000 | Designed by COOKFOX Architects and encompassing a full floor, Residence 21A offers 3, 194 SF interior and 222 SF of planted and irrigated outdoor loggias. Flatiron House 21A 39 West 23rd Street Fifth Avenue Gramercy New York WebID# 2192859 $13,500,000 4 BR 4 bath High-Rise Condo | |
![]() | $12,995,000 | Private In Person amp ; Virtual Appointments Available Immediate Occupancy Rockefeller Group furthers its legacy of pioneering excellence in New York City with Rose Hill, a new residential building. Rose Hill PHB 30 East 29th Street Madison Avenue Midtown East New York WebID# 2140213 $12,995,000 2 BR 3 bath High-Rise Condo | |
![]() | $12,950,000 | Twin Houses Historic Greek Revival Townhouse with 3 Story Private Guest House in the heart of the Gold Coast. 38 West 11th Street TWNHSE Fifth Avenue Flatiron New York WebID# 2034765 $12,950,000 6 BR 6 bath Townhouse Multi-Family | |
![]() | $12,750,000 | Modern elegance awaits you at One Madison, a luxury residential building towering Madison Square Park in the heart of NYC s most vibrant neighborhood, the Flatiron District. One Madison 41-AB 23 East 22nd Street Broadway Gramercy New York WebID# 2259491 $12,750,000 4 BR 4.5 bath High-Rise Condo | |
![]() | $12,500,000 | Nestled on this charming tree lined Greenwich Village Gold Coast street off Fifth Avenue sits an iconic restaurant space. 21 West 9th Street R Fifth Avenue Flatiron New York WebID# 2147423 $12,500,000 Studio 4 bath Townhouse Co-op | |
![]() | $12,000,000 | This bright and airy 5 bedroom, 5 bath corner duplex residence offers the square footage and room count of a single family home, the convenience and amenities of a full ... The Grand Madison 7DE/8E 225 Fifth Avenue East 26th Street Gramercy New York WebID# 2211552 $12,000,000 5 BR 5 bath Loft Condo | |
![]() | $11,995,000 | Extraordinary one of a kind duplex Condo in the sky ! 21 West 20th Street PH4 Fifth Avenue Chelsea New York WebID# 2303683 $11,995,000 3 BR 2.5 bath Mid-rise Condo | |
![]() | $12,000,000 | DESCRIPTIONLocated on the most sought after block in Chelsea and steps from the Highline lies a five story treasure. 483 West 22nd Street Ninth Avenue Flatiron New York WebID# 852454 $12,000,000 4 BR 4.5 bath Townhouse Single Family | |
![]() | $11,500,000 | LUXURY PENTHOUSE WITH AMAZING VIEWSWelcome to PHA at Yves Chelsea. Yves Chelsea PHA 166 West 18th Street Sixth Avenue Chelsea New York WebID# 2294071 $11,500,000 3 BR 3.5 bath Mid-rise Condo | |
![]() | $11,500,000 | Penthouse A at 88 amp ; 90 Lex is a gorgeous four bedroom, four and a half bath corner residence that redefines urban indoor outdoor living. Lex Lofts PENTHOUSEA 90 Lexington Avenue East 26th Street Midtown East New York WebID# 2291339 $11,500,000 4 BR 4 bath Mid-rise Condo | |
![]() | $10,900,000 | CLOSINGS HAVE COMMENCED This 2, 955 square foot three bedroom, three and a half bath residence opens into an elegant entry foyer, leading to a living and dining room encased ... Madison House 58B 15 East 30th Street Fifth Avenue Midtown East New York WebID# 2301610 $10,900,000 3 BR 3 bath High-Rise Condo | |
![]() | $10,850,000 | This spectacular 3, 500 sqft, South facing 4 to 5 bedroom 3. The Chelsea Mercantile PHD 252 Seventh Avenue West 24th Street Midtown West New York WebID# 2176417 $10,850,000 5 BR 3.5 bath Loft Condo | |
![]() | $10,750,000 | RARE OPPORTUNITY FLATIRON TOWNHOUSE INVESTOR FRIENDLY49 West 16th Street is a 20 foot wide 5 unit Brownstone in the heart of the Flatiron District. 49 West 16th Street TOWNHOUSE Fifth Avenue Flatiron New York WebID# 2228863 $10,750,000 10 BR 9.5 bath Townhouse Multi-Family | |
![]() | $10,250,000 | Upper floor residences at 212 Fifth Avenue benefit from exceptional privacy with only 2 apartments per floor. 212 Fifth Avenue 16-B East 25th Street Gramercy New York WebID# 1951397 $10,250,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $10,000,000 | Recently Remodeled, DREAM 4 bedroom 4. The Chelsea Mercantile PH-F 252 Seventh Avenue West 24th Street Midtown West New York WebID# 2273471 $10,000,000 4 BR 4.5 bath Loft Condo | |
![]() | $9,700,000 | Set behind a rare and beautifully planted front garden, a historic stoop leads one up into the impeccably preserved interiors of this 21 foot wide, Greek Revival single family townhouse ... 455 West 24th Street Ninth Avenue Flatiron New York WebID# 2302777 $9,700,000 4 BR 3 bath Townhouse Single Family | |
![]() | $9,500,000 | This beautifully designed 21 foot wide, 4, 073 sqft townhome was the creation of renowned AD 100 architects, SPaN, who crafted a highly elevated residential experience featuring an all glass ... 449 West 24th Street Ninth Avenue Flatiron New York WebID# 1026865 $9,500,000 4 BR 3.5 bath Townhouse Single Family | |
![]() | $9,450,000 | An opportunity to purchase a renovated multi family townhouse on a picturesque West Village block. 223 West 13th Street Seventh Avenue Flatiron New York WebID# 1280474 $9,450,000 5 BR 6.5 bath Townhouse Income Property | |
![]() | $8,995,000 | This penthouse stunner is an alluring retreat, offering over 3900SF of extraordinary indoor and outdoor living. The Chelsea Mercantile PHW 252 Seventh Avenue West 24th Street Midtown West New York WebID# 2146872 $8,995,000 3 BR 3.5 bath Loft Condo | |
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