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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![]() | $5,150,000 | GRAND 4600sf Loft Living- Convert 4 Bedroom- in The Heart of The Flatiron 17 W 17th St 4-FF 5th Ave Flatiron New York WebID# 1239208 EXCLUSIVE In Contract $5,150,000 3.5 BR 3.5 bath 4600 sq ft Loft Co-op | |
![]() | $29,500,000 | 30 32 East 14th Street offers several development redevelopment opportunities, as well as stable cash flow deriving from its current use. 30 East 14th Street University Place East Village New York WebID# 1703551 $29,500,000 Studio Loft Mixed Use | |
![]() | $12,950,000 | Gramercy House is a 1902 loft building situated one block west of the renowned lush Gramercy Park. Gramercy House 2/3FL 24 East 20th Street Park Avenue South East Village New York WebID# 1367797 $12,950,000 3 BR 3 bath Loft Co-op | |
![]() | $7,999,500 | 17 East 17th Street, Penthouse with Private Rooftop Pool. 17 East 17th Street PH Fifth Avenue East Village New York WebID# 1401175 $7,999,500 5 BR 4 bath Loft Condo | |
![]() | $7,995,000 | YouA ll be awestruck entering this magnificent 5 bedroom 4. 316 East 22nd Street PH6 Second Avenue Flatiron New York WebID# 1684933 $7,995,000 5 BR 4.5 bath Loft Condo | |
![]() | $7,895,000 | Masterfully renovated with extraordinary attention to all details, this magnificent penthouse duplex sun filled prewar loft home resides in the Chelsea Atelier, a full service condominium building located in the ... Chelsea Atelier PHBC 245 Seventh Avenue West 24th Street Midtown West New York WebID# 1338548 $7,895,000 3 BR 2.5 bath Loft Condo | |
![]() | $7,500,000 | 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-J East 20th Street Flatiron New York WebID# 1707281 $7,500,000 2 BR 2.5 bath Loft Condo | |
![]() | $7,373,000 | Ideally situated in the heart of Flatiron District on 20th Street between Park Avenue South and Broadway adjacent to Gramercy Tavern, the 5th and 6th floor duplex at 40 East ... 40 East 20th Street 5/6/7 Park Avenue South East Village New York WebID# 1642531 $7,373,000 5 BR 5.5 bath Loft Condo | |
![]() | $6,575,000 | PHENOMENAL PENTHOUSE right off Union Square ! 7 East 17th Street PHA Fifth Avenue East Village New York WebID# 1653214 $6,575,000 3 BR 3.5 bath Loft Condo | |
![]() | $5,995,000 | Sun flooded over 4000 square foot condominium loft with 10 foot ceilings in the heart of Chelsea ! Lyla 7A 63 West 17th Street Fifth Avenue Chelsea New York WebID# 1686871 $5,995,000 6 BR 4.5 bath Loft Condo | |
![]() | $5,695,000 | Live Artfully Once in a rare while, a truly exceptional home graces these pages, turning heads and melting hearts. 17 West 17th Street 5-FLR Fifth Avenue Chelsea New York WebID# 1369910 $5,695,000 5 BR 4 bath Loft Co-op | |
![]() | $5,500,000 | Welcome Home this incredible high floor Loft in a boutique building will satisfy your every desire for space, privacy, light, and finishes with magnificent exposures to NYC Landmarks Empire State ... Altair 18 11-A 32 West 18th Street Fifth Avenue Chelsea New York WebID# 1683164 $5,500,000 3 BR 3 bath Loft Condo | |
![]() | $5,350,000 | This duplex penthouse loft with a spacious private terrace is located in the renowned Lion's Head Condominium. Lions Head Condominium PHF 121 West 19th Street Avenue of the Americas Chelsea New York WebID# 1686159 $5,350,000 4 BR 3.5 bath Loft Condo | |
![]() | $5,250,000 | Spacious downtown dream home in the heart of Chelsea. The Chainworks Building 2-W 144 West 18th Street Avenue of the Americas Chelsea New York WebID# 1482480 $5,250,000 4 BR 3.5 bath Loft Condo | |
![]() | $4,998,000 | Ideally situated in the heart of the Flatiron District on East 20th Street between Park Avenue South and Broadway adjacent to Gramercy Tavern, the 5th and 6th floor duplex at ... 40 East 20th Street 5/6 Park Avenue South East Village New York WebID# 1482073 $4,998,000 3 BR 3.5 bath Loft Condo | |
![]() | $4,995,000 | This modern, high floor 3 bedroom plus home office is the building's largest offering in this category. The Chelsea Mercantile 10X 252 Seventh Avenue West 24th Street Midtown West New York WebID# 1371684 $4,995,000 4 BR 3 bath Loft Condo | |
![]() | $4,500,000 | Sleek Sky Penthouse with Private Rooftop Deck Introducing The Emory Penthouse, a one of a kind 2 bedroom, 2. The Emory PH 27 West 19th Street Fifth Avenue Chelsea New York WebID# 1652149 $4,500,000 2 BR 2.5 bath Loft Condo | |
![]() | $4,500,000 | The Grand Madison on Fifth ! The Grand Madison PH-H 225 Fifth Avenue East 26th Street Flatiron New York WebID# 1528258 $4,500,000 3 BR 3 bath Loft Condo | |
![]() | $4,499,000 | MAJOR PRICE REDUCTION ! IN PERSON AND VITUAL SHOWING AVAILABLE. 222 Park Avenue South 8-E East 18th Street East Village New York WebID# 1656851 $4,499,000 4 BR 2.5 bath Loft Co-op | |
![]() | $4,500,000 | Opportunity knocks at this stunning, one of a kind Chelsea loft. 131 West 24th Street 5-6 Avenue of the Americas Chelsea New York WebID# 1691632 $4,500,000 5 BR 3 bath Loft Co-op | |
![]() | $4,495,000 | Rarely seen in this building or the broader location, this gorgeous corner apartment is finally available. 260 Park Avenue South 6B East 20th Street Flatiron New York WebID# 1341703 $4,495,000 2 BR 2.5 bath Loft Condo | |
![]() | $4,395,000 | Back on the market. Spectacular and sprawling 3, 370sqft private full floor loft offers the perfect remedy for buyers looking in today's market ? 291 Seventh Avenue 8THFLOOR West 26th Street Midtown West New York WebID# 1686736 $4,395,000 3 BR 2.5 bath Loft Condo | |
![]() | $4,250,000 | No. 5 at 291 Seventh Avenue is a full floor, authentic 3 bedroom, 2. 291 Seventh Avenue 5-FLR West 26th Street Midtown West New York WebID# 1683332 $4,250,000 3 BR 2.5 bath Loft Condo | |
![]() | $4,250,000 | Introducing 130 West 19th Street THC ? Chelsea House TOWNHOUSEC 130 West 19th Street Avenue of the Americas Chelsea New York WebID# 1686062 $4,250,000 3 BR 2.5 bath Loft Condo | |
![]() | $4,200,000 | Located at the crossroads of Flatiron and Chelsea, this expansive 3 bedroom 2. Altair 18 3A 32 West 18th Street Fifth Avenue Chelsea New York WebID# 1686857 $4,200,000 3 BR 2.5 bath Loft Condo | |
![]() | $4,185,000 | Dramatic full floor loft with soaring ceilings located at the historic Story House Condominium in the heart of Flatiron District. The Story House 6A 36 East 22nd Street Broadway Flatiron New York WebID# 1686669 $4,185,000 3 BR 3 bath Loft Condo | |
![]() | $4,100,000 | Full floor Chelsea Loft 291 7th Ave, 3rd floor from the Gilmartin Herbst Team at Compass from Bill Herbst on Vimeo. 291 Seventh Avenue 3-FLR West 26th Street Midtown West New York WebID# 850371 $4,100,000 2 BR 2 bath Loft Condo | |
![]() | $4,000,000 | Full floor modern office with two units. 148 West 24th Street 2-FLR Sixth Avenue Chelsea New York WebID# 1683429 $4,000,000 Studio 3 bath Loft Co-op | |
![]() | $4,000,000 | Stunning renovation of this massive full floor loft where three large bedrooms, fifty foot great room, enormous windowed family room, three full baths, central air conditioning and private laundry are ... 40 East 19th Street 2 Park Avenue South East Village New York WebID# 1404291 $4,000,000 4 BR 3 bath Loft Co-op | |
![]() | $3,995,000 | 15 Madison Square North is a historic building that was constructed in 1910 and renovated and converted to condos in 2006. 15 Madison Square North 16D 15 East 26th Street Madison Avenue Flatiron New York WebID# 1503198 $3,995,000 3 BR 3.5 bath Loft Condo | |
![]() | $3,975,000 | 110 West 25th Street 11 is a three bedroom, three bathroom, full floor 2, 500 sq. 108-110 West 25th Street 11 FL Avenue of the Americas Midtown West New York WebID# 1241667 $3,975,000 3 BR 3 bath Loft Condo | |
![]() | $3,950,000 | The Loft You've Been Waiting For ! The Chainworks Building 4W 144 West 18th Street Avenue of the Americas Chelsea New York WebID# 1487335 $3,950,000 3 BR 2.5 bath Loft Condo | |
![]() | $3,895,000 | This high floor condominium home is perched above the bustle, overlooking Midtown to the North, Hudson Yards to the West, and Nomad to the East. The Cass Gilbert 17A 130 West 30th Street Sixth Avenue Midtown West New York WebID# 1464545 $3,895,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,875,000 | 3Bed 3Bath full floor loft in the historic prewar Story House condominium is available for the first time since the building was completed in 2012. The Story House 5A 36 East 22nd Street Broadway Flatiron New York WebID# 1685689 $3,875,000 3 BR 3 bath Loft Condo | |
![]() | $3,795,000 | This coveted corner 2 bedroom, 2. 141 Fifth Avenue 5C West 20th Street Flatiron New York WebID# 1404318 $3,795,000 2 BR 2.5 bath Loft Condo | |
![]() | $3,695,000 | This Chelsea Mercantile loft occupies the most coveted corner of the building. The Chelsea Mercantile 4P 252 Seventh Avenue West 24th Street Midtown West New York WebID# 1730762 $3,695,000 2 BR 3 bath Loft Condo | |
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