Could Dame Jillian Sackler’s prized NYC home list for sale?

At the time it was built, plans called for 10 servants’ rooms. 

“If you include the entrance and its small foyer and stairway, it’s actually a quadruplex apartment,” said Andrew Alpern, who has visited the splendid spread and featured it in his 1992 book “Luxury Apartment Houses of Manhattan.”

If all that seems offensively old fashioned for a building built in 1927 at the height of the Jazz Age, that’s the point. Its developer Frederick Ecker, a captain of Metropolitan Life Insurance, tapped staid and conservative architects York & Sawyer to conceive the limestone facade — a firm best known for institutions like banks, clubs and colleges, not to mention the New York Historical Society. It would be erected in opposition to the emerging Chrysler Building-modernism that was coating the city in chrome. 

It wasn’t alone in its rigid traditionalism, but in a city that never sits still, where homes are expected to be updated with the latest fashions — and where developers dice up historic charmers like mad vivisectionists — No. 666 somehow survives much as it always has. 

“I cannot imagine that Sackler made changes of any significance to the main rooms,” added Alpern. “I suspect that he threw together some of the maids’ rooms — there were a ton of maids’ rooms and only a couple of guest rooms. I’m sure he updated the kitchen and the bathrooms and air conditioned the place, and probably put in new electricity. But other than that, I would bet that the place probably looks very, very similar to the way it looked when it was first built.”

Alpern suspects all that because only a few privileged visitors have seen inside the home in recent decades. Moreover, it has only had four owners in nearly 100 years. And except to society figures and boldface names — such as Samuel Goldwyn and Lana Turner in the 1940s; Imelda Marcos in the early 1980s (who bought the contents of the home at that time), and more recently singers Luciano Pavarotti and Placido Domingo — the home is a closed book. Its most recent photos come from a 2002 Architectural Digest feature. 

As for its slightly satanic sounding address, thank turn-of-the-century socialite Virginia Fair Vanderbilt for that. Newly unwed from playboy hubby William K. Vanderbilt II, she ditched the family nest, a Stanford White-designed palace at 666 Fifth Ave., to custom-design the maisonette at 660, for which she paid a then-record-setting $185,000. Insisting on a separate address, she christened it No. 666, a reference to her former Fifth Avenue digs. 

It was a brash exercise in real estate one upmanship — and perhaps spite.

Not long before, Vanderbilt’s ex-husband had moved into another maisonette across the street at 655 Park Ave. Hers was better. Hers was bigger. Trump card played, and she never moved in. Instead, she fled farther uptown where she commissioned a new standalone mansion at 60 E. 93rd St., which last traded hands in 2022 for $52.5 million.

Prohibition Era booze business behemoth Seton Porter picked up the pieces. He purchased No. 666 and completed the construction, creating much of what can still be seen today.

But now, many years on, could this kind of residence find its next owner?

Corcoran broker Kane Manera said that maisonettes are a unique niche of New York’s upscale real estate environment and attract an equally niche buyer. Like townhouses, he said, they typically trade at a lower price per square foot compared to upper-floor apartments. The most recent sale in the building was back in 2022, when billionaire heiress Aerin Lauder sold her 11th-floor spread to a Goldman Sachs exec for $19.5 million.

Despite being roughly three times larger, Manera doesn’t think that you can simply triple that price for the Sackler’s shack.

“People want a view. They want light. They want privacy,” he said. “Some people don’t feel secure with their door directly on the street in New York. Other people are completely fine with it.”

There are other obstacles, too. The building is ruled by a tough board, insiders said, that will put any potential buyer through the wringer. The co-op also requires deals to be made in cash, with multiples of the sale price held in liquid reserves.

“The weakest segment of the luxury market is high-end Park, Fifth and Central Park West co-ops,” said real-estate appraiser Jonathan Miller, of Miller Samuel. “The condo invasion has crushed the co-op. In fact, over the last decade, values for high-end co-ops are lower. The problem is that difficult co-op boards are devaluing these places by being a barrier to entry. The other thing is that the new condo product is tall and generally narrower. So they have 360-degree views.”

Then there is the small matter of its splendiferous anachronistic outfitting. A buyer who wants to take on the preservation, or reinvention, of a home this dated, on this scale, may be one in a million. Still experts guess that a ballpark of $40 million, give or take, sounds about right without having seen it. 

“So long as the interior is not landmarked, as long as you and your designer can take the best of what’s there and incorporate that into something more livable and modern that doesn’t feel like an interior at Harvard University, you have exciting potential,” Manera said.

Finally, there’s the question of the previous owners. 

In June, millions of Americans finally got justice in the form of a $7.4 billion judgement against the Sackler family and Purdue. Roughly $6.5 billion of those funds will come from the family’s personal fortunes. 

However, Arthur purchased No. 666 and died years before the company started its OxyContin campaign; Jillian isn’t specifically named in the settlement. The couple produced no children and it’s currently unclear who will inherit the home, or if it will get tied up in the settlement, details or which have yet to be released. 

“He died over 30 years ago, and he’s the scapegoat,’’ Jillian told the Washington Post in 2019 in defense of her late husband’s legacy. “It’s absolutely incredible.’’

Regardless, Miller thinks that for the right cloven-footed billionaire, this could be a once-in-a-lifetime opportunity to raise a little hell. 

“If I were a wealthy enough person to buy something like this, just the fact that it was No. 666 would appeal to me as an FU to society.” he says. “That’s pretty cool.”