Douglas Elliman

Contrary to the cliché, sometimes the acorn does fall far from the tree. Very, very far.

Let’s play a game of word association. If I were to toss out “ACORN” — as in the Association of Community Organizations for Reform Now, not the nut — what would come to mind?

Controversy? Certainly.

Scandal? Sure.

People in need of low-income housing? Why not.

You probably wouldn’t blurt out, “27-foot-wide, $21 million townhouse in the West Village”….

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Make fun of the University of Chicago Law School’s law-and-economics focus all you want. Their graduates make good use of the training, enjoying tremendous success in the business world. Some of them go on to become billionaires — and then make eight-figure gifts to their alma mater.

The legal eagle featured in today’s Lawyerly Lairs coverage isn’t a billionaire, but he has done very, very well for himself, in both business and politics. And real estate: he just sold his urban mansion for more than $11 million.

You’ll feel pangs of envy when you find out how little he paid for it — and when you see what a beautiful property it is….

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Chief Judge Loretta Preska

According to Black’s Law Dictionary (affiliate link), a judicial diva is “a particularly confident, skilled, and physically attractive female judge.” By this definition, Chief Judge Loretta Preska (S.D.N.Y.) is a judicial diva. She is highly regarded, as both a judge and an administrator, and she never looks anything short of fabulous.

I’ve been fascinated by Judge Preska for years. I had this to say about her back in 2004 at my first website, Underneath Their Robes: “Magnificent. Tall, thin, elegant. Great bone structure, perfectly coiffed silver hair. Note to self: nominate for superhotties contest next year?”

This gorgeous judge now owns a gorgeous apartment. Chief Judge Preska and her husband, a partner at one of the nation’s most profitable law firms, just paid almost $9 million for a penthouse apartment on the Upper East Side….

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200 Chambers Street: architect’s rendering.

If you were to ask lawyers to name some lucrative practice areas, immigration law would probably not top many lists. While there are some elite firms that do immigration law for corporations or high-net-worth individuals (and charge a pretty penny for their services), many immigration lawyers are more dedicated to helping their clients over their bank accounts.

But some immigration lawyers with their own firms do very, very well for themselves. Take, for example, the one who just sold his Tribeca apartment for a cool $3.6 million — to a pair of poker champs, so presumably they got a fair deal.

The buyers might have paid a reasonable price, considering the fabulosity of the unit. But the seller still earned a seven-figure profit on the transaction….

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What lies behind this door?

On New York’s Upper East Side, just down the street from my high school, sits a magnificent mansion. As my classmates and I walked past on our way to gym class in Central Park, I’d wonder: who lives at 7 East 84th Street?

A titan of finance, like a bulge-bracket banker or a hedge-fund god? The CEO of a Fortune 100 company? A reclusive heir or heiress?

Actually, no. It’s the home of a landlord/tenant lawyer. And not even a landlord-side lawyer, but a champion of tenants’ rights.

The scourge of New York City landlords is a lord himself — with a $30 million castle. Can you believe it?

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50 Riverside Drive

Last month, we brought you a Davis Polk fairy tale. Two talented lawyers met at the elite law firm, fell in love, and got married. They lived happily after, in their $6 million apartment (until they sold the apartment to a celebrated Chinese artist).

Now it’s time for the Sullivan & Cromwell version. For some lawyers who work there, S&C sends them into therapy; for others, it sends them into the arms of a beloved.

This couple met at Sullivan & Cromwell, got together, and bought an apartment at 50 Riverside Drive, a beautiful prewar co-op on the Upper West Side. They renovated the place — doing a lovely job, I might add — and then sold it for more than $3 million….

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