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The Charles, #PH (Douglas Elliman) The Charles, #PH (Douglas Elliman)
When cantilevering condominium The Charles took shape on First Avenue between East 72nd and 73rd Streets, the Second Avenue subway was still a pipe dream and Third Avenue was widely considered the line of delineation for Upper East Side luxury buyers for being too far from Central Park and public transportation. Nearly 10 years later, a study shows that property values along the first phase of the Second Avenue subway jumped an average of 32% after the new train line opened, and a Yorkville building boomlet has taken shape to reflect that.
It is against this backdrop that the penthouse at The Charles has come on the market for the first time ever. The four-story, 12,000-square-foot home is the result of a five-year white-box fabrication – in 2015, the owner combined the original duplex penthouse with the two contiguous floors below. Like all units at The Charles, the penthouse features high-end interior finishes and soundproofing components. It has also been enhanced with a state-of-the-art Crestron home automation system.

The Wall Street Journal identified the seller as hedge fund founder Larry Robbins. At the time, CityRealty data showed that his $37.94 million purchase was the highest price paid for an Upper East Side home east of Third Avenue. It has now been listed for $55,000,000, a price that would set another new benchmark for the area.

In this article:

The Charles, 1355 First Avenue
The Charles, 1355 First Avenue Lenox Hill

First Avenue condos

↓ Upon arrival, a private elevator landing opens into a formal foyer.

Lenox Hill condos

↓ All four levels are connected by a striking staircase with a custom chandelier.

Upper East Side condos

↓ On the 31st floor, the formal living room is flooded with natural light from northern and western exposures.

NYC luxury condos

↓ The living room opens up to a terrace with a fireplace and seating areas.

NYC condos

↓ The formal dining room can seat at least 14 people and features a marble accent wall, gas fireplace, 100-inch television, and custom chandelier.

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Lenox Hill apartments

↓ The custom-grade kitchen is distinguished by blue glass cabinetry, rose gold accents, a premium marble island, and state-of-the-art Miele appliances.

Lenox Hill condos

↓ On the 32nd floor, an informal living room extends the full western wing of the home.

Upper East Side apartments

↓ The informal living room opens up to a terrace with a hot tub, a gas fireplace, and an outdoor television...that may prove superfluous with the spectacular city views.

UES condos
NYC condo terraces

↓ The primary suite comprises half the 30th floor and features two dressing rooms with custom storage.

NYC condos

↓ The uber-luxe primary bath features a deep marble soaking tub, shower room, dual vanities, and expansive cabinetry.

NYC condos

↓ The primary suite also offers a private office with en suite powder room.

Lenox Hill apartments
NYC condos
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