Exclusive | Rosie ODonnell has sold her NYC penthouse for a $3.25M loss after fleeing the US for Ireland

She traded the Big Apple for the Emerald Isle — and took a multimillion-dollar loss on the way out.Talk show host and comedian Rosie O’Donnell has finally sold her long-lingering Midtown East penthouse at a loss.O’Donnell sold the triplex unit at Sterling Plaza, located at 255 E.49th St.
in Midtown East, for $4.75 million on April 23, according to records filed last week with the city register.The records show the unit, which appears to be a two-unit combination that she purchased in that condition, is now in the hands of a shell company — one aptly named Sky Space LLC.Further information on the new owner could not immediately be confirmed.That sale figure represents a $3.25 million loss from the $8 million she paid for the apartment in 2017.Initially listed in spring 2023 for $8.3 million, the property saw a series of reductions, eventually falling to $7.5 million before going into contract in early March, the deed also shows.Despite the building’s amenities — including a 24-hour doorman, live-in superintendent, and a sprawling rooftop terrace — the apartment proved difficult to sell.Caroline Bass, of Corcoran, had the listing.
Bass, via a brokerage spokesperson, declined to comment on the deal.The 3,381-square-foot aerie includes four bedrooms, three bathrooms and a range of upscale features.Those include a glass-enclosed dining room with East River views, a sauna for two, six walk-in closets and a Guggenheim-inspired staircase leading to a 1,620-square-foot roof deck.O’Donnell, 63, confirmed in a TikTok video that she relocated to Ireland with her 12-year-old child, Dakota.“I was never someone who thought I would move to another country,” she said.
“That’s what I decided would be the best for myself and my 12-year-old child.And here we are.”In the same video, O’Donnell pointed to political frustrations as a primary reason for her departure.
She has publicly voiced concerns over President Donald Trump’s re-election campaign, stati...