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Rosie O’Donnell Faces a Loss on Her New York City Penthouse

In spring of last year, Rosie O’Donnell hoisted her New York City penthouse onto the market for $8.3 million amid an announcement that she was relocating to the West Coast, specifically a rented beachfront home in Malibu that she shares with her youngest daughter Dakota. Now, following its removal from the market in December, the comedian and talk show host’s lofty digs tucked away in Midtown Manhattan’s Turtle Bay neighborhood have once again resurfaced for sale, this time asking a discounted $7.5 million. The listing is held by Caroline Bass of The Corcoran Group.

Acquired by O’Donnell for $8 million in 2017 after an extensive renovation by its previous owners, the duplex rests on the top two floors of the 33-story Sterling Plaza tower, a 172-unit development built in the mid-1980s, and offers four bedrooms and three baths spread across roughly 3,600 square feet of two-level living space boasting Russian wide-plank oak floors, decorative millwork, designer lighting, a Guggenheim-inspired staircase, and Savant and Nest home-automation systems. A spacious roof terrace also has plenty of room for al fresco lounging and entertaining amid sweeping views of the East River, as well as the Chrysler and Empire State buildings.

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Rosie O'Donnell Penthouse NYC
The 1,620-square-foot roof terrace comes complete with an enclosed pantry and kitchenette.

Among the highlights: a small entryway that flows to a window-lined great room holding a living area centered around a massive honed black granite wood-burning fireplace and wet bar-equipped dining room displaying a built-in window seat, along with a streamlined Boffi kitchen sporting Corian countertops, an eat-in island, and top-tier Gaggeanu and Miele appliances.

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Elsewhere is a Swedish sauna, plus a secluded primary bedroom brandishing six custom-designed closets, an additional walk-in closet, and a luxe marble bath equipped with heated floors, dual vanities, a freestanding soaking tub and glass-encased steam shower; and topping it all off is a hefty $5,119 monthly maintenance charge, which allows owners access to a 24-hour doorman and concierge.

O’Donnell, 62, began her career as a stand-up comic in the late 1970s and early ’80s, and went on to host her eponymous talk show from ’96-2002 and then The View. The Long Island-born actress, who recently starred in Showtime’s American Gigolo reboot, previously bought a modern farmhouse-style mansion in the Beverlywood area of Los Angeles for $4.6 million in late 2021, only to sell it a short four months later for a $300,000 profit.

Click here for more photos of Rosie O’Donnell’s New York City penthouse.

Rosie O'Donnell Penthouse NYC
Rosie O'Donnell Penthouse NYC

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