Though the origins of the word “skyline” are somewhat hazy, according to some sources, the term was first used in reference to the cityscape of Manhattan, as represented in a lithograph by prolific New York artist Charles Graham. This seems a fitting inception, given that the city’s silhouette is one of the most recognizable in the world—anyone who has seen it in person or even merely in pictures recognizes its dazzling qualities.

New York, New York | Mara Flash Blum, Sotheby’s International Realty – Downtown Manhattan Brokerage, Nikki FieldSotheby’s International Realty – East Side Manhattan Brokerage

The dramatic transformation of the New York skyline since the late 1800s has only made it more compelling, and this exceptional penthouse residence atop a striking condominium building on fabled Fifth Avenue is the perfect perch for admiring its current mesmerizing majesty. Although many interior walls of the 4,520-square-foot home are ideal for the display of art and its generous floor plan practically begs to accommodate sculpture, expanses of glass transform the surrounding buildings, sky, and sparkling night lights into a unique form of dynamic art. Soaring ceilings further a sense of volume and airy brightness, and nearly every room is suffused with brilliant natural light during the day.

A rare loggia runs along the entire northern side of the residence, affording an enviable bird’s-eye perspective and a space to revel in refreshing breezes. Occupying the home’s western side, the magnificent great room gazes at one of its iconic neighbors, the Empire State Building, and includes a dining area that opens through sliding doors to the loggia, encouraging indoor-outdoor feasts and festivities. The streamlined eat-in kitchen includes an island with counter seating, a casual dining area, and loggia access; cooks will appreciate the white oak cabinetry, marble countertops, and Miele appliances—two dishwashers, a wine chiller, a six-burner gas cooktop, and convection and standard ovens.

For private moments, the penthouse offers four bedrooms, each with an en suite bath. The primary suite is secluded in its own wing with vistas of the East River and loggia access, a boutique-caliber dressing room, and a spa-like bath with a spacious glass-walled shower and a soaking tub overlooking the city. Two guest bedrooms bask in sweeping southerly downtown skyline views, while the third—occupying a prestigious corner position—could easily serve as the consummate remote workspace.

Residents of the preeminent building enjoy an array of amenities, among them a library, a fitness room, a sauna, recreation and play rooms, additional terraces, and impeccable white-glove service provided by a resident manager and the staff. Designed by internationally renowned architect Rafael Viñoly, the building seems to reach from earth to sky in an attempt to unite the two, while the interiors created by Jeffrey Beers International bring the soothing organic palette of warm woods and refined stones to an aerie high above a legendary metropolis, allowing life and the enveloping skyline to take—as is fitting—center stage.

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