Exclusive | Rosie O'Donnell has sold her NYC penthouse -

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, situated at 255 E. 49th St. in Midtown East, for $4.75 million on April 23, as per records filed last week with the city register.

The documents indicate the unit, seemingly a combination of two units she acquired in that form, is now owned by a shell company — aptly called Sky Space LLC. Further details about the new owner could not be confirmed at this time.

That sale figure represents a $3.25 million loss from the $8 million she paid for the apartment in 2017.

Originally listed in spring 2023 for $8.3 million, the property underwent several price reductions, eventually dropping to $7.5 million before entering into a contract in early March, as 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, stating that American politics had taken a toll on her.

The Manhattan sale is not O’Donnell’s only real estate loss.

In 2021, she sold her longtime estate in Saddle River, NJ, to affordable housing developers for $1 million less than its purchase price after years on the market.

You May Also Like
Pence: Trump's Iran Deal 'Smacks of Appeasement'

Pence Says Trump’s Iran Deal Approach ‘Smacks of Appeasement’

Former Vice President Mike Pence sharply criticized President Donald Trump’s emerging deal…
Chicago shootings this weekend: At least 10 shot, 2 fatally, in gun violence across city, police department says

Arlington Heights Police Search for Suspect in Teen Sexual Assault at Eastman Parking Garage

ARLINGTON HEIGHTS, Ill. (WLS) — Police in north suburban Arlington Heights are…
G7 leaders back Trump's plan to end Iran war that faces skepticism at home

G7 Leaders Endorse Trump’s Iran War Exit Plan Amid Skepticism at Home

EVIAN-LES-BAINS, France — Leaders at the Group of Seven summit on Wednesday…
Experts debunk Tyler Robinson's ballistics claim: 'Unable to identify is not the same as ruled out'

Prosecutors Grant Limited Immunity to Roommate and Lover of Alleged Charlie Kirk Assassin Tyler Robinson

Robinson defense alleging prosecutor misconduct Criminal defense lawyer Josh Ritter appeared on…
A mother's concern, call to authorities may have prevented potential attack on UFC event at the White House

Mother’s Tip to Authorities May Have Stopped Potential Attack at White House UFC Event

A suspected plan to attack Sunday night’s UFC event at the White…
Barry Moore Wins Runoff for Tuberville's Senate Seat, Despite a 'Dewey Defeats Truman' Snafu

Barry Moore Secures Tuberville’s Senate Seat in Runoff, Despite Election-Night Reporting Mix-Up

Alabama Republicans headed into a runoff for the U.S. Senate between Rep.…
Alex Murdaugh's lawyer vows to dismantle infamous kennel video as defense weighs another turn on the stand

Alex Murdaugh Lawyer Targets Key Kennel Video as Defense Considers Another Testimony Twist

Alex Murdaugh’s legal team says it is prepared to confront the key…
A look back at Barack Obama's rise from community organizer to first Black US president ahead of Chicago Obama Center opening

Barack Obama’s Journey From Community Organizer to America’s First Black President, as Chicago’s Obama Center Nears Opening

CHICAGO (WLS) — Barack Obama’s rise from little-known politician to president of…
Search underway for suspect after 2 people shot inside Delaware hospital: police

Manhunt Launched After 2 People Shot Inside Delaware Hospital, Police Say

Two people were shot Tuesday at a hospital in Delaware, triggering a…
Karmelo Anthony claims he's penniless as business records tied to parents draw scrutiny

Karmelo Anthony Says He Is Broke as Parents’ Business Records Face Scrutiny

MCKINNEY, Texas – As convicted killer Karmelo Anthony asks for a taxpayer-funded…
Texas plane crash leaves one dead, more injured after business jet catches fire on highway

Texas Highway Plane Crash: 1 Dead, Several Injured After Business Jet Bursts Into Flames

A business jet went down on a Texas highway Tuesday night and…
Chicago, Illinois weather forecast: Tornado Watch issued for parts of Chicago area | Radar

Chicago Weather Alert: Tornado Watch Issued Across Parts of the Chicago Area — Live Radar Updates

Severe weather is expected to impact the Chicago area on Wednesday, with…