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A terrace overlooks a park with a large reservoir. Tall buildings are visible in the distance. Courtesy of Brown Harris Stevens

NYC’s 25 most expensive homes for sale

See the blockbuster homes currently on the market in New York City

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It's time to revisit the most expensive homes for sale in New York City right now. Despite the well-documented softening of the luxury market, the uppermost echelon of real estate in the city is still, well, ridiculous. Even though there are fewer nine-digit listings than in previous iterations of this list, some of the usual suspects remain.

We last took stock of the top end of inventory in February, and this go-round, several stalwarts have either left the market or gotten substantial discounts; the lower end of the list now hovers around $46 million. And some biggies now have public listings. (Alas, that’s not the case for 220 Central Park South, which is home to the priciest home sale ever recorded in New York City.)

And even as the list's high and low ends fluctuate, one thing remains the same: the properties are all in Manhattan, and they're all very expensive.

This map was last updated on March 30, 2020.

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1. 134 Charles Street

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134 Charles St
New York, NY 10014

$80 million

A West Village wannabe megamansion that has been trying to sell since at least 2014 returned to the market last fall with a monster price increase. The megamansion plans have been designed by Leroy Street Studio and the owner recently brought on landscape architect Edmund Hollander to create new green space plans for the house. A spokesperson for Bespoke Real Estate said the price increase is due to the fact that previous listings did not include the formalized megamansion plans.

An apartment building with a red brick facade and multiple windows. There is a tree and a car in front of the building. Photos: Bespoke Marketing

2. 12 East 69th Street

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12 E 69th St
New York, NY 10021

$79 million

Once asking a staggering $114 million, this opulent Upper East Side mansion is now on the market for $79 million. The townhouse belongs to billionaire Vincent Viola, best known for owning the Florida Panthers; he purchased this townhouse back in 2005 for a comparatively modest $20 million. The 19-room mansion was designed by William Bosworth, the Gilded Age architect who designed the Rockfeller Estate, Kykuit. Additions by Viola include a heated saltwater pool, a theater with red velvet seats, and a dining room inspired by Versailles.

A room with wood walls with built in shelves. The ceiling is painted with a mural and ornate chandeliers hang from the ceiling. Via Brown Harris Stevens

3. Woolworth Building’s “pinnacle”

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2 Park Pl
New York, NY 10007
(212) 418-1222
Visit Website

$79 million

After years of speculation, the Woolworth Building’s penthouse, dubbed “the pinnacle,” finally hit the market in 2017 for $110 million; it’s since gotten a price cut to $79 million. Alchemy had to carry out extensive work before making it livable; this included getting permission from the Landmarks Preservation Commission to add more windows, and replacing 3,500 pieces of damaged terra cotta on the facade. The five-floor penthouse will start at about 700 feet and will come with a 400-square-foot open-air observatory.

Williams New York

4. 172 Madison Avenue, “Le Penthouse”

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172 Madison Ave
New York, NY 10016

$76 million

A quintuplex penthouse at 172 Madison Avenue in Midtown, deemed Le Penthouse, has is asking $98 million. The 19,815-square-foot property has five stories, 11 bedrooms, 14 bathrooms, several fireplaces, a private roof deck with a pool and jacuzzi, and more than 3,500 square feet of overall outdoor terrace space. The over-the-top unit also boasts 18- to 32-foot-high ceilings and “nearly anything that money can buy and the mind can imagine is possible,” the listing says.

A living area with multiple couches and chairs. There are floor to ceiling windows and a large staircase. Photos courtesy of Keller Williams NYC

5. Time Warner Center, PH80

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25 Columbus Cir
New York, NY 10019

$75 million

Related CEO Stephen Ross listed his 80th-floor condo atop the south tower of the Time Warner Center for a whopping $75 million. Ross and his wife, jewelry designer Kara Ross, have called the apartment home since the Time Warner Center was completed in the early aughts. They brought on interior designer Tony Ingrao (who’s also behind the interiors for Related’s 35 Hudson Yards) to design the space, which has custom everything—flooring, moldings, cabinets (in both the kitchen and dressing room), and more.

A dining area. There is a large table with multiple chairs. There is a chandelier. There are floor to ceiling windows overlooking Central Park. Evan Joseph/Courtesy of Corcoran

6. 12 East 63rd Street

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12 E 63rd St
New York, NY 10065

$67 million

When you picture an Upper East Side mansion, a few things probably come to mind: a classically-inspired facade, possibly made of limestone; a grand, winding staircase; opulent decorative details, including a fireplace or two; and even more opulent amenities, which could include a pool, a spa, a greenhouse, or all of the above. This particular Upper East Side mansion has all of that and more, thanks to a renovation by Thierry Despont (the architect behind the Woolworth Building’s high-end condos) and Pierre-Yves Rochon (who’s largely worked on hospitality projects, including multiple Four Seasons Hotels).

A living area with multiple couches and chairs. There is a fireplace and bookshelves. There are floor to ceiling windows and curtains. Photo: Courtesy of Corcoran

7. 15 Central Park West, PH18/19A

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15 Central Park West
New York, NY 10023

$65 million

An investor in the biotech sphere is selling a penthouse at 15 Central Park West, the Robert A.M. Stern-designed building that’s long been a magnet for high-rollers. Rosenwald originally shelled out $30.55 million for the apartment, so he’s seeking a hefty return on investment. (Will he take that money and run to 220 Central Park South? Time will tell!) The apartment itself is a 5,900-square-foot duplex occupying a southeastern corner of the building, meaning it has fabulous Central Park views from its 1,000-square-foot terrace. There are five bedrooms, six and a half bathrooms, an eat-in kitchen (with a breakfast nook), and multiple walk-in closets throughout.

A living room with white walls, floor-to-ceiling windows, and white couches. Courtesy of Brown Harris Stevens

8. 53 West 53, #PH76

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53 W 53rd St
New York, NY 10019

$63.815 million

This nearly 8,000-square-foot penthouse is located on the 76th and 77th floors of Jean Nouvel’s MoMA tower (the building has 82 floors), which means that apartment is nearly 800 feet above ground. The duplex has four bedrooms, four and a half bathrooms, and offers up 360 degree views of Manhattan including Central Park, the Hudson River, Downtown Manhattan, and the East River. For all of that this place is asking just under $64 million.

A living area. There are multiple chairs and a large piano. There are floor to ceiling windows overlooking the city skyline. Via Corcoran

9. Central Park Tower, #115

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217 W 57th St
New York, NY 10019

$63.75 million

The first public listings for Central Park Tower, Extell’s massive supertall on 57th Street, are here, and the most expensive of the bunch is a 115th-floor five-bedroom asking a whopping $63.75 million. That apartment, a simplex, is not the building’s priciest pad, but it’s still pretty ridiculous: Per the floorplan, it has a “grand salon” with room for a large dining table and a piano; several reception galleries; and an entire master wing with a sitting room, dressing room, and its own entry foyer off of the private elevator vestibule.

An aerial view of Central Park and the skyscrapers that surround the park. Wordsearch

10. The Pierre, #30/31

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795 5th Ave
New York, NY 10065

$60 million

The 14-room duplex on the 30th and 31st floors of the Pierre Hotel is back, five years after it was first listed for $70 million. (The property, once owned by the late financier Lionel Pincus, has a bit of a convoluted backstory.) On a practical level, the apartment has five bedrooms, five bathrooms, and 42 feet of Fifth Avenue frontage. The 30th floor is also for sale as its own individual apartment asking $37 million.

A view of a grand hotel in New York City. The exterior is beige, and there is purple scaffolding at the bottom of the photo that reads “The Pierre.” Shutterstock

11. The Crown Building, 21st floor

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Manhattan
New York, NY 10019

$59.466 million

The conversion of Midtown’s landmarked Crown Building into an ultraluxury hotel/condo hybrid is chugging along, and three of its apartments—including one full-floor penthouse—have recently listed. The so-called Vana Penthouse takes up the entire 21st floor, spanning 6,287 square feet and with walls of windows fronting both Fifth Avenue and 57th Street. It has all of the uber-fancy trimmings you’d expect: custom finishes, three fireplaces, a home theater, a private elevator lobby, and the list goes on. Each of its four bedrooms has its own en-suite bathroom, and the master bedroom comes with two walk-in closets.

Courtesy of Aman

12. 35 Hudson Yards, PH91

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35 Hudson Yards
New York, NY 10001
(212) 385-3535
Visit Website

$59 million

A penthouse close to the top of Hudson Yards’s tallest residential tower recently listed for $59 million. The nearly 10,000-square-foot apartment has seven bedrooms (including a truly enormous master suite), seven and a half bathrooms, and panoramic views of Manhattan and beyond.

Courtesy of Related-Oxford

13. One57, #87

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157 W 57th St
New York, NY 10019
(212) 570-1700
Visit Website

$58.5 million

A four-bedroom, four and a half bathroom apartment at One57 is going for $58.5 million. The full-floor apartment has views of Central Park.

Skyscrapers and city buildings at sunset. Shutterstock

14. 15 Central Park West, PH43

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15 Central Park West
New York, NY 10023

$57.5 million

Daniel Och, the founder of the hedge fund Och-Ziff Capital Management Group, is parting ways with his penthouse at 15 Central Park West—and is hoping to get a whopping $57.5 million for the 4,739-square-foot aerie. Och bought this apartment in 2008 for just under $22 million, and turned it into “a meticulous work of art designed with the most discerning eye,” according to the brokerbabble. It has three bedrooms—including a master suite with a large dressing room and Central Park views—a library, a spacious living room, and a kitchen with high-end appliances. There are also two terraces that together come to about 800 square feet.

Courtesy of Corcoran

15. 111 West 57th Street #PH74

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111 W 57th St
New York, NY 10019

$57 million

The first penthouse to be unveiled at SHoP Architects’s skinny supertall, this over 7,000-square-foot behemoth has four bedrooms and five and a half bathrooms spread out over two floors. It came on the market at the same time as the sales launch for the building in September 2018. Some of the standout features of the penthouse are the great room with the 14-foot-tall ceilings, floor-to-ceiling windows, Gaggenau appliances in the kitchen, and a master bathroom finished with white onyx and featuring a polished nickel bathtub.

Looking north from Midtown towards 111 West 57th Street, Central Park Tower, and 432 Park Avenue with upper Manhattan and Central Park beyond. Max Touhey | www.metouhey.com

16. The Sherry-Netherland, 18th floor

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781 5th Ave
New York, NY 10022
(212) 355-2800
Visit Website

$55 million

It’s ba-aaack: The sprawling 18th-floor penthouse at the Sherry-Netherland Hotel has returned with a $55 million price tag. Recall, if you will, that it’s been on and off the market for many, many years; its current owner, Chinese billionaire Guo Wengui, bought the apartment back in 2015 for $67.5 million, after it had been on the market for three years with the mind-boggling price tag of $95 million. But he didn’t hold on to the apartment for long: Just seven months later, he dropped it back onto the market for $86 million, where it has sat—and gotten price chopped—ever since.

17. 2 East 67th Street, #5

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2 E 67th St
New York, NY 10065

$55 million

There isn’t a ton of information available about this Upper East Side co-op—not even photos of the apartment, which has six bedrooms and seven and a half bathrooms. Per the listing, there’s a private elevator landing leading into the apartment; it comes with a formal dining room, wood-paneled library, several fireplaces, a large master suite, and more.

An apartment building with a grey facade. There is a street with cars in front of the building.

18. 165 Charles Street, TRIPLEX

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165 Charles St
New York, NY 10014

$53 million

A triplex apartment owned by Martha Stewart’s daughter, Alexis Stewart, at 165 Charles Street is on the market for a whopping $53 million. Stewart purchased several separate apartments in the West Village building, designed by Richard Meier + Partners Architects, and combined those into an expansive triplex—it spans more than 9,500 square feet—the floors of which are connected by a bronze and terrazzo staircase. Other features of the enormous apartment include a master suite that has a dressing room and a private office and its own terrace; walls of windows that emphasize the stunning views of the Hudson River and beyond; and custom everything, including closets, throughout.

19. 443 Greenwich Street, #PHH

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443 Greenwich St
New York, NY 10013

$52 million

One of the priciest penthouses at Tribeca’s 443 Greenwich Street has returned to the market—and the seller is hoping to make a profit. The penthouse in question is PHH, which sold in 2017 for $44 million; it’s now asking $52 million. This apartment is one of the glitziest within the celeb-beloved building: It’s a triplex with five bedrooms and six and a half bathrooms spread across its 8,900 square feet. And that’s just the inside of the apartment—there’s also 3,426 square feet of outdoor space, which includes a rooftop plunge pool and its own kitchen.

20. 11 West 10th Street

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11 W 10th St #13
New York, NY 10011

$50 million

The positively palatial 16,560-square-foot Greenwich Village townhouse of former Bear Stearns co-president Warren Spector has returned to the market with the equally substantial price tag of $50 million. The townhouse has 18 rooms in total spread over six floors (serviced by an elevator from the cellar to the top floor, of course.) There are seven bedrooms along with all of the amenities you’d expect, like wood-burning fireplaces, a high-end chef’s kitchen, a full-floor master suite with its own balcony, a roof deck with an enclosed greenhouse, and oh so much more.

Cary Horowitz, courtesy of Brown Harris Stevens

21. 1125 Fifth Avenue, PH15/16/17

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1125 5th Ave
New York, NY 10128

$50 million

The multihyphenate entertainer Bette Midler—actress-singer-songwriter-producer-parks enthusiast—is parting ways with the Upper East Side penthouse that she and her family have called home for more than 20 years. The triplex apartment on Fifth Avenue has its five bedrooms are on the lowest level, including a master suite with a huge dressing room and en-suite bathroom. In the middle, there’s an eat-in kitchen and dining room, as well as a large living room with huge windows. The uppermost floor is mostly devoted to a terrace, which has postcard-worthy views of the Central Park reservoir.

A living room with a couch, several sitting chairs, a large fireplace, and large windows. Doors lead onto an outdoor terrace. Courtesy of Brown Harris Stevens

22. 820 Fifth Avenue, #3

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820 5th Ave
New York, NY 10065

$50 million

For more than 60 years, this six-bedroom apartment was owned by Charles Wrightsman, an oil tycoon, and his wife Jayne. (He died in 1986, and she earlier this year.) Now, it’s listed for $50 million. The apartment itself is truly a blue-chip Upper East Side property: There are 18 rooms total, with seven bathrooms, a library, two kitchens, and a separate section of the space for staff. The listing boasts of the apartment’s “100 feet of frontage facing Central Park” (it takes up the entire third floor, so that’s not a surprise) and the extremely fancy finishes, including marble mantles, wood-burning fireplaces, decorative wall coverings, and more.

Courtesy of Brown Harris Stevens

23. 854 Fifth Avenue

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854 5th Ave
New York, NY 10065

$50 million

A Fifth Avenue mansion with a long, and unusual, history is back on the market for a whopping $50 million. The townhouse at 854 Fifth Avenue, which currently serves as the office for Serbia’s Permanent Mission to the United Nations, is gearing up for a turn as a single-family mansion, with several high-profile buyers already waiting in the wings. The 20,000-square-foot building has “historic provenance, grand proportions inspired by the Palace of Versailles, and preserved original Gilded Age details,” according to the listing.

24. 15 Central Park West, PH41

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15 Central Park West
New York, NY 10023

$48 million

Another 15 Central Park West aerie, which occupies more than 4,000 square feet on the building’s 41st floor, is listed for $48 million. The apartment has three bedrooms and three and a half bathrooms, along with a terrace that overlooks Central Park.

25. 53 W 53, #64

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53 W 53rd St
New York, NY 10019

$46.505 million

A 64th-floor condo at Jean Nouvel’s MoMA-adjacent skyscraper is listed for just over $46 million. The 6,617-square-foot apartment has four bedrooms, four and a half bathrooms, and views of Central Park.

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1. 134 Charles Street

134 Charles St, New York, NY 10014
An apartment building with a red brick facade and multiple windows. There is a tree and a car in front of the building. Photos: Bespoke Marketing

$80 million

A West Village wannabe megamansion that has been trying to sell since at least 2014 returned to the market last fall with a monster price increase. The megamansion plans have been designed by Leroy Street Studio and the owner recently brought on landscape architect Edmund Hollander to create new green space plans for the house. A spokesperson for Bespoke Real Estate said the price increase is due to the fact that previous listings did not include the formalized megamansion plans.

134 Charles St
New York, NY 10014

2. 12 East 69th Street

12 E 69th St, New York, NY 10021
A room with wood walls with built in shelves. The ceiling is painted with a mural and ornate chandeliers hang from the ceiling. Via Brown Harris Stevens

$79 million

Once asking a staggering $114 million, this opulent Upper East Side mansion is now on the market for $79 million. The townhouse belongs to billionaire Vincent Viola, best known for owning the Florida Panthers; he purchased this townhouse back in 2005 for a comparatively modest $20 million. The 19-room mansion was designed by William Bosworth, the Gilded Age architect who designed the Rockfeller Estate, Kykuit. Additions by Viola include a heated saltwater pool, a theater with red velvet seats, and a dining room inspired by Versailles.

12 E 69th St
New York, NY 10021

3. Woolworth Building’s “pinnacle”

2 Park Pl, New York, NY 10007
Williams New York

$79 million

After years of speculation, the Woolworth Building’s penthouse, dubbed “the pinnacle,” finally hit the market in 2017 for $110 million; it’s since gotten a price cut to $79 million. Alchemy had to carry out extensive work before making it livable; this included getting permission from the Landmarks Preservation Commission to add more windows, and replacing 3,500 pieces of damaged terra cotta on the facade. The five-floor penthouse will start at about 700 feet and will come with a 400-square-foot open-air observatory.

2 Park Pl
New York, NY 10007

4. 172 Madison Avenue, “Le Penthouse”

172 Madison Ave, New York, NY 10016
A living area with multiple couches and chairs. There are floor to ceiling windows and a large staircase. Photos courtesy of Keller Williams NYC

$76 million

A quintuplex penthouse at 172 Madison Avenue in Midtown, deemed Le Penthouse, has is asking $98 million. The 19,815-square-foot property has five stories, 11 bedrooms, 14 bathrooms, several fireplaces, a private roof deck with a pool and jacuzzi, and more than 3,500 square feet of overall outdoor terrace space. The over-the-top unit also boasts 18- to 32-foot-high ceilings and “nearly anything that money can buy and the mind can imagine is possible,” the listing says.

172 Madison Ave
New York, NY 10016

5. Time Warner Center, PH80

25 Columbus Cir, New York, NY 10019
A dining area. There is a large table with multiple chairs. There is a chandelier. There are floor to ceiling windows overlooking Central Park. Evan Joseph/Courtesy of Corcoran

$75 million

Related CEO Stephen Ross listed his 80th-floor condo atop the south tower of the Time Warner Center for a whopping $75 million. Ross and his wife, jewelry designer Kara Ross, have called the apartment home since the Time Warner Center was completed in the early aughts. They brought on interior designer Tony Ingrao (who’s also behind the interiors for Related’s 35 Hudson Yards) to design the space, which has custom everything—flooring, moldings, cabinets (in both the kitchen and dressing room), and more.

25 Columbus Cir
New York, NY 10019

6. 12 East 63rd Street

12 E 63rd St, New York, NY 10065
A living area with multiple couches and chairs. There is a fireplace and bookshelves. There are floor to ceiling windows and curtains. Photo: Courtesy of Corcoran

$67 million

When you picture an Upper East Side mansion, a few things probably come to mind: a classically-inspired facade, possibly made of limestone; a grand, winding staircase; opulent decorative details, including a fireplace or two; and even more opulent amenities, which could include a pool, a spa, a greenhouse, or all of the above. This particular Upper East Side mansion has all of that and more, thanks to a renovation by Thierry Despont (the architect behind the Woolworth Building’s high-end condos) and Pierre-Yves Rochon (who’s largely worked on hospitality projects, including multiple Four Seasons Hotels).

12 E 63rd St
New York, NY 10065

7. 15 Central Park West, PH18/19A

15 Central Park West, New York, NY 10023
A living room with white walls, floor-to-ceiling windows, and white couches. Courtesy of Brown Harris Stevens

$65 million

An investor in the biotech sphere is selling a penthouse at 15 Central Park West, the Robert A.M. Stern-designed building that’s long been a magnet for high-rollers. Rosenwald originally shelled out $30.55 million for the apartment, so he’s seeking a hefty return on investment. (Will he take that money and run to 220 Central Park South? Time will tell!) The apartment itself is a 5,900-square-foot duplex occupying a southeastern corner of the building, meaning it has fabulous Central Park views from its 1,000-square-foot terrace. There are five bedrooms, six and a half bathrooms, an eat-in kitchen (with a breakfast nook), and multiple walk-in closets throughout.

15 Central Park West
New York, NY 10023

8. 53 West 53, #PH76

53 W 53rd St, New York, NY 10019
A living area. There are multiple chairs and a large piano. There are floor to ceiling windows overlooking the city skyline. Via Corcoran

$63.815 million

This nearly 8,000-square-foot penthouse is located on the 76th and 77th floors of Jean Nouvel’s MoMA tower (the building has 82 floors), which means that apartment is nearly 800 feet above ground. The duplex has four bedrooms, four and a half bathrooms, and offers up 360 degree views of Manhattan including Central Park, the Hudson River, Downtown Manhattan, and the East River. For all of that this place is asking just under $64 million.

53 W 53rd St
New York, NY 10019

9. Central Park Tower, #115

217 W 57th St, New York, NY 10019
An aerial view of Central Park and the skyscrapers that surround the park. Wordsearch

$63.75 million

The first public listings for Central Park Tower, Extell’s massive supertall on 57th Street, are here, and the most expensive of the bunch is a 115th-floor five-bedroom asking a whopping $63.75 million. That apartment, a simplex, is not the building’s priciest pad, but it’s still pretty ridiculous: Per the floorplan, it has a “grand salon” with room for a large dining table and a piano; several reception galleries; and an entire master wing with a sitting room, dressing room, and its own entry foyer off of the private elevator vestibule.

217 W 57th St
New York, NY 10019

10. The Pierre, #30/31

795 5th Ave, New York, NY 10065
A view of a grand hotel in New York City. The exterior is beige, and there is purple scaffolding at the bottom of the photo that reads “The Pierre.” Shutterstock

$60 million

The 14-room duplex on the 30th and 31st floors of the Pierre Hotel is back, five years after it was first listed for $70 million. (The property, once owned by the late financier Lionel Pincus, has a bit of a convoluted backstory.) On a practical level, the apartment has five bedrooms, five bathrooms, and 42 feet of Fifth Avenue frontage. The 30th floor is also for sale as its own individual apartment asking $37 million.

795 5th Ave
New York, NY 10065

11. The Crown Building, 21st floor

Manhattan, New York, NY 10019
Courtesy of Aman

$59.466 million

The conversion of Midtown’s landmarked Crown Building into an ultraluxury hotel/condo hybrid is chugging along, and three of its apartments—including one full-floor penthouse—have recently listed. The so-called Vana Penthouse takes up the entire 21st floor, spanning 6,287 square feet and with walls of windows fronting both Fifth Avenue and 57th Street. It has all of the uber-fancy trimmings you’d expect: custom finishes, three fireplaces, a home theater, a private elevator lobby, and the list goes on. Each of its four bedrooms has its own en-suite bathroom, and the master bedroom comes with two walk-in closets.

Manhattan
New York, NY 10019

12. 35 Hudson Yards, PH91

35 Hudson Yards, New York, NY 10001
Courtesy of Related-Oxford

$59 million

A penthouse close to the top of Hudson Yards’s tallest residential tower recently listed for $59 million. The nearly 10,000-square-foot apartment has seven bedrooms (including a truly enormous master suite), seven and a half bathrooms, and panoramic views of Manhattan and beyond.

35 Hudson Yards
New York, NY 10001

13. One57, #87

157 W 57th St, New York, NY 10019
Skyscrapers and city buildings at sunset. Shutterstock

$58.5 million

A four-bedroom, four and a half bathroom apartment at One57 is going for $58.5 million. The full-floor apartment has views of Central Park.

157 W 57th St
New York, NY 10019

14. 15 Central Park West, PH43

15 Central Park West, New York, NY 10023
Courtesy of Corcoran

$57.5 million

Daniel Och, the founder of the hedge fund Och-Ziff Capital Management Group, is parting ways with his penthouse at 15 Central Park West—and is hoping to get a whopping $57.5 million for the 4,739-square-foot aerie. Och bought this apartment in 2008 for just under $22 million, and turned it into “a meticulous work of art designed with the most discerning eye,” according to the brokerbabble. It has three bedrooms—including a master suite with a large dressing room and Central Park views—a library, a spacious living room, and a kitchen with high-end appliances. There are also two terraces that together come to about 800 square feet.

15 Central Park West
New York, NY 10023

15. 111 West 57th Street #PH74

111 W 57th St, New York, NY 10019
Looking north from Midtown towards 111 West 57th Street, Central Park Tower, and 432 Park Avenue with upper Manhattan and Central Park beyond. Max Touhey | www.metouhey.com

$57 million

The first penthouse to be unveiled at SHoP Architects’s skinny supertall, this over 7,000-square-foot behemoth has four bedrooms and five and a half bathrooms spread out over two floors. It came on the market at the same time as the sales launch for the building in September 2018. Some of the standout features of the penthouse are the great room with the 14-foot-tall ceilings, floor-to-ceiling windows, Gaggenau appliances in the kitchen, and a master bathroom finished with white onyx and featuring a polished nickel bathtub.

111 W 57th St
New York, NY 10019

16. The Sherry-Netherland, 18th floor

781 5th Ave, New York, NY 10022

$55 million

It’s ba-aaack: The sprawling 18th-floor penthouse at the Sherry-Netherland Hotel has returned with a $55 million price tag. Recall, if you will, that it’s been on and off the market for many, many years; its current owner, Chinese billionaire Guo Wengui, bought the apartment back in 2015 for $67.5 million, after it had been on the market for three years with the mind-boggling price tag of $95 million. But he didn’t hold on to the apartment for long: Just seven months later, he dropped it back onto the market for $86 million, where it has sat—and gotten price chopped—ever since.

781 5th Ave
New York, NY 10022

17. 2 East 67th Street, #5

2 E 67th St, New York, NY 10065
An apartment building with a grey facade. There is a street with cars in front of the building.

$55 million

There isn’t a ton of information available about this Upper East Side co-op—not even photos of the apartment, which has six bedrooms and seven and a half bathrooms. Per the listing, there’s a private elevator landing leading into the apartment; it comes with a formal dining room, wood-paneled library, several fireplaces, a large master suite, and more.

2 E 67th St
New York, NY 10065

18. 165 Charles Street, TRIPLEX

165 Charles St, New York, NY 10014

$53 million

A triplex apartment owned by Martha Stewart’s daughter, Alexis Stewart, at 165 Charles Street is on the market for a whopping $53 million. Stewart purchased several separate apartments in the West Village building, designed by Richard Meier + Partners Architects, and combined those into an expansive triplex—it spans more than 9,500 square feet—the floors of which are connected by a bronze and terrazzo staircase. Other features of the enormous apartment include a master suite that has a dressing room and a private office and its own terrace; walls of windows that emphasize the stunning views of the Hudson River and beyond; and custom everything, including closets, throughout.

165 Charles St
New York, NY 10014

19. 443 Greenwich Street, #PHH

443 Greenwich St, New York, NY 10013

$52 million

One of the priciest penthouses at Tribeca’s 443 Greenwich Street has returned to the market—and the seller is hoping to make a profit. The penthouse in question is PHH, which sold in 2017 for $44 million; it’s now asking $52 million. This apartment is one of the glitziest within the celeb-beloved building: It’s a triplex with five bedrooms and six and a half bathrooms spread across its 8,900 square feet. And that’s just the inside of the apartment—there’s also 3,426 square feet of outdoor space, which includes a rooftop plunge pool and its own kitchen.

443 Greenwich St
New York, NY 10013

20. 11 West 10th Street

11 W 10th St #13, New York, NY 10011
Cary Horowitz, courtesy of Brown Harris Stevens

$50 million

The positively palatial 16,560-square-foot Greenwich Village townhouse of former Bear Stearns co-president Warren Spector has returned to the market with the equally substantial price tag of $50 million. The townhouse has 18 rooms in total spread over six floors (serviced by an elevator from the cellar to the top floor, of course.) There are seven bedrooms along with all of the amenities you’d expect, like wood-burning fireplaces, a high-end chef’s kitchen, a full-floor master suite with its own balcony, a roof deck with an enclosed greenhouse, and oh so much more.

11 W 10th St #13
New York, NY 10011

21. 1125 Fifth Avenue, PH15/16/17

1125 5th Ave, New York, NY 10128
A living room with a couch, several sitting chairs, a large fireplace, and large windows. Doors lead onto an outdoor terrace. Courtesy of Brown Harris Stevens

$50 million

The multihyphenate entertainer Bette Midler—actress-singer-songwriter-producer-parks enthusiast—is parting ways with the Upper East Side penthouse that she and her family have called home for more than 20 years. The triplex apartment on Fifth Avenue has its five bedrooms are on the lowest level, including a master suite with a huge dressing room and en-suite bathroom. In the middle, there’s an eat-in kitchen and dining room, as well as a large living room with huge windows. The uppermost floor is mostly devoted to a terrace, which has postcard-worthy views of the Central Park reservoir.

1125 5th Ave
New York, NY 10128

22. 820 Fifth Avenue, #3

820 5th Ave, New York, NY 10065