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The investment banker Robert Shafir earned an enviable rate of return last month on the sale of a penthouse at 150 Charles Street, a brick-and-glass condominium in the West Village.
A limited liability company linked to Mr. Shafir, a former top executive of Credit Suisse, sold the spacious apartment for $52 million to an anonymous buyer in an off-market deal; the unit had been purchased brand-new in 2016 for around $29.4 million.
Off-market deals, a.k.a. whisper listings, where properties are typically not listed publicly, have become increasingly common in the luxury market since the pandemic.
The sale on Charles Street was the priciest in New York City during the month of July and among several big closings taking place in Lower Manhattan.
In another private deal, this one in SoHo, Stefan Kaluzny, also a money manager, sold a penthouse at 151 Wooster Street for $50 million, also through a limited liability company. And near Mr. Shafir’s former West Village property, Alexis Stewart, a media personality and the daughter of Martha Stewart, finally found a buyer for her triplex, while the architect Carl Pucci parted with his longtime townhome.
Julia Koch, the wife of David Koch, the conservative billionaire businessman who died four years ago, sold her mansion on the Upper East Side, barely breaking even.
The month’s top closing, the $52 million sale at 150 Charles Street, was a penthouse extending 4,553 square feet with five bedrooms and five and a half bathrooms.
Because the deal was private, there were few details about the unit. An older listing noted that it also came with 2,521 square feet of outdoor space, providing views of the city and Hudson River, including the Statue of Liberty.
The buyer was identified as 150PH L.L.C.
Mr. Shafir had served in several top-level positions at Credit Suisse, including overseeing the Americas group and asset management. He was also the chief executive of Sculptor Capital Management, a hedge fund founded by the billionaire Dan Och.
The 15-story 150 Charles Street condominium, between West and Washington Streets, has been home to numerous celebrities over the years, including Ben Stiller and Jon Bon Jovi.
The Wooster Street penthouse that sold privately for $50 million is a combination of two units acquired through Mr. Kaluzny’s limited liability company in 2009 and 2016 for a total of $22.9 million.
The sprawling apartment, between West Houston and Prince Streets, encompasses around 10,000 square feet over two floors. It contains five bedrooms, five full bathrooms and one powder room.
Mr. Kaluzny is a founder and managing partner of Sycamore Partners, a private equity firm specializing in consumer, distribution and retail-related investments.
The new owner used the limited liability company Moose17.
Ms. Stewart got $31 million for her triplex at 165 Charles Street, a glass-and-metal condo facing the Hudson. The apartment had been on and off the market for four years and was initially listed for $53 million.
Measuring around 9,600 square feet, the home, a combination of a handful of units, has six bedrooms, six full bathrooms and three powder rooms, along with a home office, library and media/recreation room. It also comes with a storage room.
The primary bedroom suite seems more like an ultraluxury hotel suite. It takes up the entire middle floor and features a spacious dressing room, gym and a very large additional office.
Probably the best part of the whole place, though, are the terraces, which provide stunning river views. There are two on the lower floor, just off the enormous living room, and one on each of the two other levels.
The buyer’s identity was shielded by the limited liability company 165 Charles Unit 26.
Ms. Stewart, the only child of Martha Stewart, has been a radio show co-host and co-author of “Whateverland: Learning to Live Here.”
Mr. Pucci sold his townhouse at 33 Perry Street, between West Fourth Street and Waverly Place, for $15.5 million. He had been living there since 1982.
The brick Renaissance Romanesque-style structure — three stories high and 25 feet wide — was erected in the 1860s as a horse stable and later leased by a contracting company before being converted into apartments. Mr. Pucci lived on the top two floors and rented out two one-bedroom units below.
The house has a total of 6,502 square feet of living space, plus a full unfinished cellar. And then there’s the roof deck, accessible via stairs from the duplex. It was converted into a lush 2,167-square-foot oasis, with numerous plantings and an irrigation system.
Some of the home’s original architectural flourishes remain, including six wood-burning fireplaces, industrial steel and arched wood windows and soaring ceilings (in some places as high as 14 feet).
Mr. Pucci is a founder of BumpZoid, a small architecture firm focused on residential and commercial renovations.
On the Upper East Side, Ms. Koch, a socialite and philanthropist who also happens to be one of the richest women in the world, sold her mansion at 110-112 East 76th Street, near Park Avenue, for $41 million.
She and her husband had bought the home for around $40.3 million in the summer of 2018, just a year before Mr. Koch’s death. The structure, originally listed for $51 million, is the largest of a trio of houses created from six brownstones by the developer Joseph Chetrit.
The 36-foot-wide building has a total of 15,000 square feet over six levels, including a full finished basement and a roof terrace with additional living space that could be used as a bedroom or a home gym. There are eight bedrooms and 10 bathrooms. The primary suite is on the third floor and features two dressing rooms, two spalike bathrooms, a sitting room, office and balcony (one of two).
The rest of the outdoor space includes two rear gardens and several terraces, and an enormous landscaped rooftop deck.
The new owner of it all was identified only as Plateau Des Saix L.L.C.
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