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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![]() | $3,695,000 | Welcome to the Huys, a historic loft building transformed by famed Dutch designer Piet Boon into an exquisite collection of 58 luxury homes. Huys 11C 404 Park Avenue South East 28th Street Midtown East New York WebID# 2089451 $3,695,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,695,000 | This rarely available townhouse condo offers four, large bedrooms over three floors and an additional, enclosed rooftop solarium, plus a large roof deck with views of the Empire State Building. 136 West 15th Street 2 Avenue of the Americas Chelsea New York WebID# 2245073 $3,695,000 4 BR 2.5 bath Townhouse Condo | |
![]() | $3,600,000 | Steps from Chelsea Green Park, a super kid friendly local haven. Chelsea 121 2-A 121 West 20th Street Avenue of the Americas Chelsea New York WebID# 2247064 $3,600,000 3 BR 3 bath Loft Condo | |
![]() | $3,600,000 | Sitting in the heart of the Flatiron District, the iconic 1847 Merchant s Bank of New York, offers luxurious and unique condominiums that New Yorkers dream of owning. 141 Fifth Avenue 3-C West 20th Street Gramercy New York WebID# 2302805 $3,600,000 3 BR 2.5 bath Loft Condo | |
![]() | $3,590,000 | Experience the elegance of this masterfully crafted two bedroom, two bathroom luxury home at the stunning new development, 101 West 14th Street ! 101 West 14th Street 5-B Seventh Avenue Chelsea New York WebID# 2381339 $3,590,000 2 BR 2 bath Mid-rise Condo | |
![]() | $3,500,000 | Comprised of two neoclassical buildings built in 1917 and 1930 respectively and converted in 2004, 260 Park Avenue South is one of downtown s most prestigious pre war condominiums. 260 Park Avenue South 9-I East 20th Street Gramercy New York WebID# 1707287 $3,500,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,500,000 | Just Listed ! ! Designed by internationally acclaimed architect Rafael Vinoly with luxuriously appointed interiors by Jeffrey Beers International, Residence 12A is a 1, 343 SF north and west facing ... 277 Fifth Avenue 12A East 29th Street Midtown East New York WebID# 2385053 $3,500,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,500,000 | Impeccable Two Bedroom amp ; Two Bath Condominium overlooking Historic Madison Square Park at the coveted One Madison. One Madison 7D 23 East 22nd Street Broadway Gramercy New York WebID# 2203855 $3,500,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,500,000 | CLOSINGS HAVE COMMENCED. All showings and open houses are by appointment only. Förena 9C 540 Sixth Avenue West 15th Street Chelsea New York WebID# 2388957 $3,500,000 3 BR 2 bath Mid-rise Condo | |
![]() | $3,500,000 | IMMEDIATE OCCUPANCY ! This three bedroom residence with three baths plus a powder room features 10' ceilings and oversized windows with an eastern exposure. 88 Lexington Avenue 301 East 26th Street Midtown East New York WebID# 2375156 $3,500,000 3 BR 3.5 bath Mid-rise Condo | |
![]() | $3,500,000 | Conveniently positioned at the intersection of Chelsea, The Flatiron District, Union Square, and Greenwich Village, this beautifully scaled 2 3 bedroom condo beauty boasts wonderful light and views through large ... Lyla 5-B 63 West 17th Street Fifth Avenue Chelsea New York WebID# 2367818 $3,500,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,499,000 | Welcome home to Residence 1 at 138 Lexington Avenue. 138 Lexington Avenue 1 East 28th Street Midtown East New York WebID# 2265206 $3,499,000 3 BR 3 bath Townhouse Condo | |
![]() | $3,495,000 | This stunning and sophisticated mint penthouse truly checks all the boxes and is not to be missed. Brooks Van Horn Condominium PH6A 112 West 18th Street Avenue of the Americas Chelsea New York WebID# 2289274 $3,495,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,495,000 | SPECIAL GARDEN HOME OFFERS BEAUTY AND SERENITYThis 2 Bedroom 2 Bath apartment with a beautifully landscaped private garden offers NYC living at its best ! The Campiello Collection 1H 151 West 17th Street Avenue of the Americas Chelsea New York WebID# 2365833 $3,495,000 2 BR 2 bath Loft Condo | |
![]() | $3,495,000 | Bring your Designer and Architect ! 143 West 20th Street 2-SN Avenue of the Americas Chelsea New York WebID# 2098035 $3,495,000 4 BR 3 bath Loft Co-op | |
![]() | $3,425,000 | Duplex Penthouse Dream Home with Private Roof Terrace ! Crossing 23rd PH-D 121 East 23rd Street Park Avenue South Gramercy New York WebID# 1888719 $3,425,000 3 BR 3 bath High-Rise Condo | |
![]() | $3,400,000 | A unique and grand opportunity awaits to combine two corner units comprising a total of 2, 170 square feet in the Indigo Condominium, located at 125 West 21st Street. The Indigo 2DE 125 West 21st Street Avenue of the Americas Chelsea New York WebID# 2172802 $3,400,000 4 BR 3.5 bath Mid-rise Condo | |
![]() | $3,400,000 | Value play in astonishing Madison Square Park Tower for under 2, 000 SF ! Madison Square Park Tower 15-A 45 East 22nd Street Broadway Gramercy New York WebID# 1772061 $3,400,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,350,000 | Sunny... Bright and perched on the 10th floor with 2 large private TERRACES, this 2 bed 2 and a half bath airy Loft like space is the perfect place to ... Verde Chelsea 10-A 125 West 22nd Street Avenue of the Americas Chelsea New York WebID# 2385495 $3,350,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,310,000 | Private In Person amp ; Virtual Appointments Available Closings have begun. Rose Hill 6C 30 East 29th Street Madison Avenue Midtown East New York WebID# 2084121 $3,310,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,280,000 | CLOSINGS HAVE COMMENCED This 1, 371 square foot two bedroom, two bath residence opens into an elegant entry foyer, leading to a living and dining room encased with 10 foot ... Madison House 25C 15 East 30th Street Fifth Avenue Midtown East New York WebID# 2398039 $3,280,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,275,000 | AVAILABLE FOR IMMEDIATE OCCUPANCY This spacious two bedroom, two and a half bath residence at The Graydon features sound attenuated oversized windows, 6 wide European white oak flooring throughout, high ... The Graydon Chelsea 15B 128 West 23rd Street Avenue of the Americas Chelsea New York WebID# 2140225 $3,275,000 2 BR 2 bath Mid-rise Condo | |
![]() | $3,250,000 | Enjoy breath taking city views from sunrise to sunset in this high floor two bedroom two bath currently set up as a one bedroom and home office. Grosvenor House 18C 22 West 15th Street Avenue of the Americas Chelsea New York WebID# 2385500 $3,250,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,250,000 | CLOSINGS HAVE COMMENCED This 1, 371 square foot two bedroom, two bath residence opens into an elegant entry foyer, leading to a living and dining room encased with 10 foot ... Madison House 24C 15 East 30th Street Fifth Avenue Midtown East New York WebID# 2366126 $3,250,000 2 BR 2 bath High-Rise Condo | |
![]() | $3,250,000 | New to Market ! Fifth Avenue Living. The Grand Madison 4-A 225 Fifth Avenue East 26th Street Gramercy New York WebID# 2385831 $3,250,000 2 BR 2 bath Loft Condo | |
![]() | $3,250,000 | 76 Madison Avenue, Apartment 10A is the epitome of luxury in the heart of NoMad. 76 Madison Avenue 10-A East 27th Street Midtown East New York WebID# 2303660 $3,250,000 2 BR 3 bath Loft Condo | |
![]() | $3,200,000 | Located in the heart of Flatiron, 29 West 19th Street is a luxury boutique condominium with only five apartments in the building. 29 West 19th Street #3 Fifth Avenue Chelsea New York WebID# 2366604 $3,200,000 3 BR 2 bath Loft Condo | |
![]() | $3,160,000 | Experience the elegance of this masterfully crafted two bedroom, two bathroom luxury home at the stunning new development, 101 West 14th Street ! 101 West 14th Street 3-A Seventh Avenue Chelsea New York WebID# 1998642 $3,160,000 2 BR 2 bath Mid-rise Condo | |
![]() | $3,050,000 | Immediate Occupancy and First Opportunity to purchase this stunning 2, 262 square foot duplex ! Lex Lofts MC 90 Lexington Avenue East 26th Street Midtown East New York WebID# 2176229 $3,050,000 3 BR 3.5 bath Mid-rise Condo | |
![]() | $3,000,000 | This grand scale two bedroom, two bath offers a floorplan unlike any other E line in the building. Chelsea Stratus 3E 101 West 24th Street Sixth Avenue Chelsea New York WebID# 2366149 $3,000,000 2 BR 2 bath High-Rise Condo | |
![]() | $2,998,000 | Experience the elegance of this masterfully crafted two bedroom, two bathroom luxury home at the stunning new development, 101 West 14th Street ! 101 West 14th Street 4-A Seventh Avenue Chelsea New York WebID# 2381464 $2,998,000 2 BR 2 bath Mid-rise Condo | |
![]() | $3,000,000 | This soaring, 8 room floor through loft with tons of creative storage is your new sanctuary in the heart of Chelsea. 141 West 26th Street LOFT4 Avenue of the Americas Midtown West New York WebID# 2389037 $3,000,000 3 BR 2.5 bath Loft Co-op | |
![]() | $2,995,000 | THE BEST CORNER CONDO ON PARK AVENUE SOUTH ! 254 Park Avenue South 7D East 20th Street Gramercy New York WebID# 2301946 $2,995,000 2 BR 2 bath Loft Condo | |
![]() | $2,995,000 | All images are virtually staged. 254 Park Avenue South PHP East 20th Street Gramercy New York WebID# 2162133 $2,995,000 2 BR 2 bath Loft Condo | |
![]() | $2,995,000 | Working Loft Space with Private Street Entrance and Two Door GarageStudio 2 hosts endless commercial usage possibilities. 137 West 25th Street STUDIO/2 Avenue of the Americas Midtown West New York WebID# 2141877 $2,995,000 2 BR 1.5 bath Loft Condo | |
![]() | $2,995,000 | IMMEDIATE OCCUPANCY ! This two bedroom, two and a half bath apartment features 10 foot ceilings and oversized windows with eastern exposure. Lex Lofts 7D 90 Lexington Avenue East 26th Street Midtown East New York WebID# 2176668 $2,995,000 2 BR 2.5 bath Mid-rise Condo | |
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