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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![]() | $10,000 | 3 Bed & Office Loft Chelsea/NoMad 148 W 28th St 3W Avenue of the Americas Chelsea New York WebID# 2302011 EXCLUSIVE $10,000 3 BR 2 bath 2000 sq ft Apartment Condo | |
![]() | $9,500 | Flower District/Nomad/Flatiron/Chelsea 146 W 28th St 6W Seventh Avenue Chelsea New York WebID# 1986382 EXCLUSIVE $9,500 3 BR 2 bath 2000 sq ft Loft Condo | |
![]() | $8,850 | Nomad/Flatiron/Chelsea/Flower District 146 W 28th St 5E Seventh Avenue Chelsea New York WebID# 1985783 EXCLUSIVE $8,850 3 BR 2 bath 2000 sq ft Apartment Condo | |
![]() | $7,800 | Chelsea | NoMad | 4 Bed | Loft 146 W 28th St 6E Seventh Avenue Flatiron New York WebID# 2137036 EXCLUSIVE $7,800 4 BR 1 bath 2000 sq ft Loft Condo | |
![]() | $6,950 | Prime Park Avenue South Facing 1 Bedroom Available For Rent 400 Park Avenue South 38D 400 Park Ave S 28th Street Flatiron New York WebID# 2019577 EXCLUSIVE $6,950 1 BR 1 bath 839 sq ft Apartment Condo | |
![]() | $5,695 | Chelsea Green One Bedroom Chelsea Green 2D 151 W 21st St Avenue of the Americas Chelsea New York WebID# 2078078 EXCLUSIVE $5,695 1 BR 1 bath 700 sq ft Apartment Condo | |
![]() | $2,380 furnished | NO FEE Gorgeous Studio Apartment in the heart of Flatiron The Madison Parq 8J 66 Madison Ave KIPS BAY (27th Street) Flatiron New York WebID# 1590519 EXCLUSIVE $2,380 furnished Furnished Studio 1 bath 450 sq ft Co-op Rental | |
![]() | $48,000 furnished | Multi-Level Union Square Jewel Penthouse with Panoramic Terrace East 12th street Greenwich Village New York WebID# 1998501 $48,000 furnished Furnished 3 BR 3.5 bath 3250 sq ft Apartment Condo | |
![]() | $40,000 | World Class 4BR/3.5BA Penthouse in Brand New Chelsea Building! 6th Ave & W 21st St Flatiron New York WebID# 2093620 $40,000 4 BR 3.5 bath Penthouse Rental | |
![]() | $25,000 furnished | Full Floor Union SQ Loft Available Furnished and Short Term 20 E 17th St Flatiron New York WebID# 2296282 $25,000 furnished Furnished 2 BR 2 bath 2250 sq ft Loft Condo | |
![]() | $18,750 furnished | Furnished 2 BR 2 bath 1910 sq ft Apartment Condo | |
![]() | $15,124 | 2 Beds/2 Baths Apartment in Flatiron with Large Private Terrace!/W/D in Unit! 7 W 21st St 18A 5th Avenue Flatiron New York WebID# 1710990 $15,124 2 BR 2 bath Apartment Rental | |
![]() | $15,000 | Rare Split 2 Bedroom Enclave Layout in the Famed 111 Murray Tribeca Condominium Murray Street Tribeca New York WebID# 2057713 $15,000 2 BR 2 bath 1573 sq ft Apartment Condo | |
![]() | $14,000 | Chelsea Penthouse with Private Terrace in Premier Doorman Building West 24th Street Flatiron New York WebID# 2295818 $14,000 2 BR 2.5 bath 1570 sq ft Apartment Condo | |
![]() | $13,500 | Newly renovated 6BR/2BA loft apartment located in the heart of Flatiron! 5th Ave & W 17th St Flatiron New York WebID# 2202691 $13,500 6 BR 2 bath 2600 sq ft Loft Rental | |
![]() | $10,000 | Chic Nomad Glass House with Panoramic NYC Views East 29th Street Flatiron New York WebID# 2295817 $10,000 2 BR 2.5 bath Apartment Condo | |
![]() | $9,900 | Midtown EAST***Luxury apartments for rent, 2 Bedroom 1500sf Indoor Lap Pool, Garden Courtyard East 28th st. NEW YORK, NY 19D Flatiron New York WebID# 413781 $9,900 2 BR 2 bath 1500 sq ft High-Rise Rental | |
![]() | $9,541 | Absolute luxury apartment inside Chelsea heart two bed/ two bath 105 W 29th St 51D Midtown West New York WebID# 2162212 $9,541 2 BR 2 bath 1113 sq ft Rental | |
![]() | $8,036 | Exquisite luxury apartment inside Chelsea heart two bed/ two bath 105 W 29th St 38D Midtown West New York WebID# 2162400 $8,036 2 BR 2 bath 957 sq ft Rental | |
![]() | $6,995 | 900+ SQ FT 1 BED 1 BATH CORNER UNIT IN A STUNNING FLATIRON HIGH-RISE W 26th St Flatiron New York WebID# 2210216 $6,995 1 BR 1 bath 958 sq ft Apartment Rental | |
![]() | $6,687 | MASSIVE 2 BED 2 BATH CORNER UNIT WITH FLOOR TO CEILING WINDOWS IN CHELSEA W 23rd St 8 Flatiron New York WebID# 2230326 $6,687 2 BR 2 bath Apartment Rental | |
![]() | $4,535 | LARGE CORNER UNIT ALCOVE STUDIO IN FLATIRON HIGH-RISE W 26th St Flatiron New York WebID# 2210277 $4,535 Studio 1 bath 573 sq ft Apartment Rental | |
![]() | $35,000 | This spectacular 3 bedroom, 3. Walker Tower Condominium 16-A 212 West 18th Street Seventh Avenue Flatiron New York WebID# 852085 $35,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $32,000 | Boasting unparalleled 360 degree views of Manhattan, this spectacular full floor apartment gives you a prime foothold inside exclusive One Madison, the city s only residential building located at the ... One Madison 30-A 23 East 22nd Street Broadway Gramercy New York WebID# 2273257 $32,000 3 BR 3.5 bath High-Rise Condo | |
![]() | $27,995 | One of a kind penthouse like home in the Steiner building in the heart of Chelsea has now hit the market. The Steiner Building 8-B 257 West 17th Street Seventh Avenue Flatiron New York WebID# 2283042 $27,995 2 BR 2.5 bath Loft Condo | |
![]() | $25,000 | SHORT TERM FULLY FURNISHED One of a kind modern 2 bed 2 bath loft in the heart of Union Square. 20 East 17th Street 4 Fifth Avenue East Village New York WebID# 2301277 $25,000 2 BR 2 bath Loft Condo | |
![]() | $22,000 | Designed by Roman and Williams and developed by JDS Development Group, residence 6E is an impeccably detailed two bedroom plus office masterpiece. The Fitzroy 6-E 514 West 24th Street Tenth Avenue Flatiron New York WebID# 2273244 $22,000 2 BR 2.5 bath Loft Condo | |
![]() | $19,000 | Renovated Corner 3 BD Chelsea condo loft with soaring 11 ft ceilings inside one of the most sought after full service luxury condominiums downtown the Chelsea Mercantile. The Chelsea Mercantile 4D 252 Seventh Avenue West 24th Street Midtown West New York WebID# 2311580 $19,000 3 BR 2.5 bath Loft Condo | |
![]() | $18,500 | Rarely available This is a full floor, private key locked elevator loft, in the highly sought after Chelsea Condo, The Stanwick at 132 West 22nd Street. The Stanwick 5 132 West 22nd Street Avenue of the Americas Flatiron New York WebID# 2291644 $18,500 4 BR 3 bath Loft Condo | |
![]() | $16,000 | Exquisite three bedroom garden triplex home in the heart of prime Chelsea combining indoor and outdoor living is now available for rent. 308 West 19th Street 1 Eighth Avenue Flatiron New York WebID# 2311706 $16,000 3 BR 2.5 bath Townhouse Multi-Family | |
![]() | $15,500 | Quintessential and sprawling downtown mega loft located in the heart of Union Square. Union Square Lofts 5 10 East 14th Street University Place East Village New York WebID# 2313037 $15,500 3 BR 2.5 bath Loft Condo | |
![]() | $14,995 | Your Dream Manhattan Loft Awaits ! 168 Fifth Avenue 402 East 21st Street Gramercy New York WebID# 2301299 $14,995 3 BR 2.5 bath Loft Rental Property | |
![]() | $15,000 | Furnished or unfurnished 3 6 months. 26 Washington Square North Garden Floor Fifth Avenue Flatiron New York WebID# 2317985 $15,000 2 BR 2 bath Townhouse Rental Property | |
![]() | $14,000 | Madison Square Park. Oversized 2 Bed at super luxe full service 10 Madison Square West. Ten Madison Square West 9-C 1107 Broadway West 24th Street Gramercy New York WebID# 2302199 $14,000 2 BR 2.5 bath High-Rise Condo | |
![]() | $13,950 | Sun drenched, three bedroom perfection at Verde Chelsea Condominium available for lease. Verde Chelsea 8-B 125 West 22nd Street Avenue of the Americas Flatiron New York WebID# 2291058 $13,950 3 BR 3 bath Loft Condo | |
![]() | $13,000 | Rare full floor legal live work loft available for rent in a historic pre war elevator condominium building in prime Chelsea. 119 West 22nd Street 2 Avenue of the Americas Flatiron New York WebID# 2301600 $13,000 1 BR 1.5 bath Loft Condo | |
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