Madison Green
5 East 22nd Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $755,000 to $3,595,000
  • Apartments for Sale: 11
  • Apartments for Rent: 6
Commanding one of the city's most dramatic sites at the south end of Madison Square Park at the intersection of Broadway and 23rd Street, Madison Green offers spectacular views, superb access to public transportation and a location at the epicenter of the chic and trendy Flatiron district.

The 424-unit condominium was originally planned as a rental by the developer, Rose Associates, (read more)

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Grand Madison
225 Fifth Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $899,000 to $4,100,000
  • Apartments for Sale: 11
  • Apartments for Rent: 6
Certain commercial buildings in the city have specialized as "showroom" buildings and for several decades this very handsome Renaissance-revival style building that anchors the northwest corner of Madison Square Park was filled with extremely elegant and lavish showrooms for the "gift" industry.

In 2004, the building, which was erected in 1907, was acquired for about $125 million by Elad Properties for (read more)

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260 Park Avenue South


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $950,000 to $3,550,000
  • Apartments for Sale: 10
  • Apartments for Rent: 2
Park Avenue South is distinguished by numerous attractive, mid-rise, commercial buildings that were erected in the first third of the 20th Century. Many were renovated during the renaissance of the "Flatiron" district in the 1980s and 1990s. That "Midtown South" renaissance was spurred by the district’s lower office rents and large retail spaces that were taken over by many restaurants (read more)

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Crossing 23rd
121 East 23rd Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $495,000 to $2,495,000
  • Apartments for Sale: 6
  • Apartments for Rent: 5
In late 2004 and early 2005, the Madison Square Park neighborhood began to change its character radically with the announcements that such major commercial buildings as the Metropolitan Life Insurance Company Tower at Madison Avenue and 24th Street, the former Gift Building at 225 Fifth Avenue and the former Toy Center Building at 200 Fifth Avenue would be converted to (read more)

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240 Park Avenue South


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $2,375,000 to $12,000,000
  • Apartments for Sale: 4
  • Apartments for Rent: 2
Spare the window and hang the art!

"Unlike typical glass structures prevalent today," the 17-story residential condominium building at 240 Park Avenue South on the northwest corner at 19th Street was designed, according to one of its press releases, to have "wide spaces between windows that allow for displaying artwork and other decorative elements."

Those were fighting, but quite sensible, words in (read more)

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Zeckendorf Towers
1 Irving Place


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $570,000 to $5,750,000
  • Apartments for Sale: 4
  • Apartments for Rent: 4
One of the city's most important development projects of the 1980's, this full-block complex not only led to the renaissance of Union Square Park, but also anchored the phenomenal emergence of Park Avenue South and the Flatiron District as a chic neighborhood.

The four-towered condominium enclave, which was completed in 1987, replaced many run-down low-rise buildings, several of which had comprised (read more)

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108 Fifth Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $975,000 to $1,695,000
  • Apartments for Sale: 3
  • Apartments for Rent: 0
Lower Fifth Avenue is one of the city's great stretches of architectural history and the section between 14th and 23rd Street one of the richest in elegant commercial structures from the start of the 20th Century.

It is, therefore, perhaps understandable that the developers of this building, Douglas B. Gardner, Martin M. Berger and Fred Levinson, opted for a "Post-Modern" design (read more)

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141 Fifth Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $4,750,000 to $11,250,000
  • Apartments for Sale: 2
  • Apartments for Rent: 2
One of the grandest buildings in the Flatiron District is 141 Fifth Avenue, the southern portion of the building was erected in 1897 and designed by Robert Maynicke and the building was extended to the north in 1900 by architect Henry Edwards Ficken.

In 2009, the top ten floors of the 12-story building, which is distinguished by its fine dome cupola (read more)

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The Stanford
45 East 25th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $475,000 to $475,000
  • Apartments for Sale: 1
  • Apartments for Rent: 5
This 42-story, mixed-use tower has one of the best locations in the city, next to one of the city's great architectural masterpieces and across 25th Street from another.

Its immediate neighbor to the west is the magnificent New York State Appellate Division Courthouse, one of the most ornate and lovely public structures in the city.

The city acquired and demolished two three-story (read more)

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50 Madison Park
50 Madison Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartment Price Range
    $4,750,000 to $4,750,000
  • Apartments for Sale: 1
  • Apartments for Rent: 0
In 1896, the five-story new headquarters of the American Society for the Prevention of Cruelty to Animals opened at 50 Madison Avenue on the northwest corner at 26th Street overlooking Madison Square Park.

Designed by the architectural firm of Renwick, Aspinwall & Owen, it was one of the most distinguished buildings surrounding the park, which extends south to 23rd Street and (read more)

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Infinity Flats
24 East 21st Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
This 9-story former commercial building between Broadway and Park Avenue South has been converted to 8 residential condominium apartments.

The beige-brick building, which is called Infinity Flats, has a two-story rusticated limestone base and its third floor has limestone quoins and arched windows. The building has an attractive broken pediment arched entrance with a carved head between the pediments.

The pre-war (read more)

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The Bullmoose
42-48 East 20th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
This attractive 9-story loft building is named the Bullmoose Condominium in honor of the birthplace on the block of the birthplace of Theodore Roosevelt, a national historic site.

The building has 23 apartments with 10- to 13-foot-high ceilings, Subzero refrigerators, wine refrigerators, Viking cooktops and electric ovens, and Bosch dishwasher and washers and dryers as well as Poggenpohl cabinets, maple floors, (read more)

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5 East 17th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
This attractive 7-story, beige-brick building at 5 East 17th Street is half a block from Union Square and convenient to the Flatiron, Chelsea and Greenwich Village neighborhoods.

It has a lobby with a high ceiling, an elevator and marble wainscotting. The building has no sidewalk landscaping and no garage.

An older commercial structure it was converted to full-floor condominium apartments at (read more)

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SOMA
116 West 22nd Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
In Aldous Huxley's great novel, “Brave New World,” citizens are given “soma,” a potion that pacifies them.

To some, Orwell’s world was a little frightening.

1984, of course, came and went and the world survived so much so that now a new, modest, modern building in the Ladies’ Mile neighborhood is called “Soma.”

The website of the handsome new residential, mid-block building (read more)

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Sky House
11 East 29th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
This soaring, 55-story, red-brick, tower at 11 East 29th Street used air rights from the charming adjacent Church of the Transfiguration, known familiarly as the Little Church Around The Corner at 1 East 29th Street.

It was developed by The Clarett Group and was designed by FXFowle. It was completed in 2008.

The building has two setbacks on its north side (read more)

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One Madison Park
23 East 22nd Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condominium
  • Apartments for Sale: 0
  • Apartments for Rent: 0
One Madison Park is a dramatic and very slender residential skyscraper on the south side of Madison Square Park that was developer by Slazer Enterprises of New City, New York, and designed by Cetra/Ruddy.

The 47-story tower contains 90 residential condominiums and its form is somewhat similar to the proposed skyscraper at 80 South Street that was designed by Santiago Calatrava (read more)

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The Victoria
7 East 14th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Cooperative
  • Apartment Price Range
    $385,000 to $2,750,000
  • Apartments for Sale: 13
  • Apartments for Rent: 7
This enormous, 21-story, white-brick apartment house between Fifth Avenue and University Place has a very central location that is extremely convenient to public transportation, Lower Fifth Avenue, Greenwich Village, Chelsea and the Union Square and Flatiron districts.

When it was built in 1964, 14th Street was in disarray, a mix of declining New York institutions like the S. Klein Department Store, (read more)

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The Wedgwood
69 Fifth Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Cooperative
  • Apartment Price Range
    $625,000 to $1,699,000
  • Apartments for Sale: 4
  • Apartments for Rent: 0
When it was built in 1961, this 20-story, white-brick apartment building straddled a bustling 14th Street that had seen better days.

That major cross-street has subsequently enjoyed a major renaissance around Union Square and the entire Flatiron District to the north has become one of the trendiest and most popular in the city, robustly filled with interesting restaurants and stores. (read more)

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21 East 22nd Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Cooperative
  • Apartment Price Range
    $849,000 to $950,000
  • Apartments for Sale: 3
  • Apartments for Rent: 0
This very handsome, 12-story, pre-war commercial building has been converted into 126 cooperative apartments.

The building has a three-story limestone base and very attractive decorative piers between its large windows. Its nice cornice indicates that the building was apparently developed in two stages and the western third of the broad building has a wider spacing between two window bays (read more)

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10 West 15th Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Cooperative
  • Apartment Price Range
    $623,000 to $1,355,000
  • Apartments for Sale: 2
  • Apartments for Rent: 0
Built in 1960, this red-brick, midblock building is one of the largest in the Greenwich Village and Chelsea neighborhoods.

The 14-story building has 429 apartments and was converted to a cooperative in 1984.

The building's location just off Fifth Avenue makes it extremely convenient to the attractions of not only the Flatiron District, but also the Chelsea, Greenwich Village and (read more)

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4 West 21st Street


  • Location
    Downtown / Flatiron/Union Square
  • Type Condop
  • Apartment Price Range
    $1,350,000 to $1,995,000
  • Apartments for Sale: 7
  • Apartments for Rent: 1
The quite handsome 17-story, mid-block, new residential building at 4 West 21st Street was completed in 2006. It is a condop, which means it is a co-operative building that has condominium-like rules.

The building is distinguished by its interesting and unusual façade of flush and indented windows that make alternating two-story-high window rectangles. This fenestration pattern overlaps a three-story-high façade grid (read more)

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Manhattan Promenade
344 Third Avenue


  • Location
    Downtown / Flatiron/Union Square
  • Type Rental
  • Apartments for Sale: 0
  • Apartments for Rent: 0
This handsome, light red-brick, 22-story building was erected in 1998 and has 183 rental apartments.

Between 25th and 26th Streets, it is convenient to Madison Square and Gramercy Parks and the Flatiron District that abounds in many trendy restaurants and good local shopping.

The building has a concierge, a two-story limestone base, a canopied entrance, balconies, a garage, a roof deck and (read more)

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1 Union Square South


  • Location
    Downtown / Flatiron/Union Square
  • Type Rental
  • Apartments for Sale: 0
  • Apartments for Rent: 0
One of the city's rare full-block developments, this large mixed-use project includes 240 rental apartments and was designed by Davis Brody Bond for The Related Companies.

The north facade of its base features a major public art work, "Metronome," created by Kristen Jones and Andrew Ginzel. It consists of red-brick masonry designed in circles around a hole that emits steam, (read more)

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