Flatiron NY Homes & Real Estate

Named after the architecturally iconic triangular Flatiron buildings, this area is home to famed restaurants, decadent brownstones, and vibrant shops. Flatiron is also widely known for it's culture, as it is home to historic preservation sites such as the birthplace of President Theodore Roosevelt. 

If you would like more information on any of these Flatiron real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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Flatiron September 27, 2023
117
Listed
99
Avg. DOM
$1,997.56
Avg. $ / Sq.Ft.
$3,000,000
Med. List Price
117 Properties
Page 1 of 10
$42,000,000
Condo: One Madison
5
Beds
5F11/2
Baths
7,000
Sq.Ft.
2013
Year Built
556
Days on Site
RPLU-33421655708
MLS
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 breathtaking...
$25,000,000
Neighborhood: Flatiron
3
Beds
4F11/2
Baths
22
Days on Site
RPLU-5122580676
MLS
From the master design studio of Matthew Hoey and Soren Rose comes the most enchanting, beautifully designed, meticulously executed home in all of New York City and quite possibly the world.Utilizing...
Open 9/29
21 W 20th St #PH3 New York,  NY 10011
4
Beds
4F21/2
Baths
4,210
Sq.Ft.
2016
Year Built
365
Days on Site
RPLU-5122059291
MLS
Allow us to introduce PH3 at 21 West 20th Street, a spectacular duplex penthouse with over 4,200 interior square feet and 1,750 square feet of private outdoor space. This jaw dropping residence...
$15,950,000
Condo: Flatiron House
3
Beds
3F11/2
Baths
3,228
Sq.Ft.
2022
Year Built
63
Days on Site
RPLU-33422597993
MLS
ONE OF A KIND FULL-FLOOR PENTHOUSE WITH PRIVATE ROOF TERRACE! Designed by COOKFOX Architects and encompassing the full 25th floor, this stunning duplex Penthouse offers 3,228 SF interior and 916 SF...
$14,250,000
Neighborhood: Flatiron
4
Beds
4F11/2
Baths
3,309
Sq.Ft.
1915
Year Built
99
Days on Site
PRCH-7603259
MLS
Enjoy spectacular protected views of Madison Square Park and the Flatiron Building from an impeccably crafted 3,309 square foot, 4-bedroom, 4.5-bathroom loft-like corner home. Apartment 16D is...
$12,950,000
Condo: Flatiron House
4
Beds
4
Baths
3,192
Sq.Ft.
2022
Year Built
213
Days on Site
RPLU-618221764568
MLS
ONE OF A KIND APARTMENT! PERSONAL PARKING SPACE AVAILABLE FOR PURCHASE.Designed by COOKFOX Architects and encompassing a full floor, Residence 19A offers 3,192 SF interior and 932 SF of private...
Open 10/4
21 W 20th St #PH1 New York,  NY 10011
4
Beds
4F11/2
Baths
4,841
Sq.Ft.
2015
Year Built
22
Days on Site
RPLU-21922548124
MLS
Blending classic elegance with state-of-the-art smart home features, this 4,841 square-foot, 4-bedroom, 4.5-bath home epitomizes modern elegance. Designed by acclaimed Architect David Mann of MR...
$11,995,000
Neighborhood: Flatiron District
7
Beds
8F11/2
Baths
7,000
Sq.Ft.
1904
Year Built
48
Days on Site
OLRS-2052159
MLS
The combination of the 2nd and 3rd floors will create a 7000sq ft Duplex, one of the largest Flatiron Condo lofts that can be had.Each of the floors are open lofts spanning over 40' wide and and is...
$11,500,000
Condo: Flatiron House
4
Beds
4
Baths
3,194
Sq.Ft.
2022
Year Built
212
Days on Site
RPLU-618222322061
MLS
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. This four-bedroom, four-bathroom home has...
$10,900,000
Condo: Flatiron House
5
Beds
5F11/2
Baths
3,633
Sq.Ft.
2022
Year Built
213
Days on Site
RPLU-618221763317
MLS
Designed by COOKFOX Architects and encompassing two full floors, PHN offers 3,633 SF interior and 482 SF of outdoor space. This five-bedroom, five and a half-bathroom duplex home has northern Empire...
$10,500,000
Neighborhood: Flatiron
5
Beds
4F11/2
Baths
4,000
Sq.Ft.
1900
Year Built
160
Days on Site
RPLU-5122402844
MLS
Welcome to this breathtaking full-floor penthouse loft located in the heart of the Historic Flatiron District. Recently renovated by award winning Andrew Franz Architect, this 5-bedroom, 4-bathroom...
$10,500,000
Neighborhood: Flatiron
3
Beds
3F11/2
Baths
2,871
Sq.Ft.
1915
Year Built
22
Days on Site
PRCH-7709170
MLS
Overlooking Madison Square Park, this exquisite 2,871-square-foot, three-bedroom, three-and-a-half bathroom residence is situated on the highest floor of one of the most sought after layouts at...

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