Calvin Klein Sells Southampton Estate For $84 Million - 27 East

Real Estate News

Real Estate News / 1704255

Calvin Klein Sells Southampton Estate For $84 Million

icon 3 Photos
Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Calvin Klein sold his Southampton Village oceanfront estate in March for $84 million.

Brendan J. OReilly on Jun 5, 2020

Calvin Klein quietly sold his Southampton Village oceanfront estate back in March for $84 million.

According to The Real Estate Report Inc., 650 Meadow Lane changed hands on March 2. However, the property was not publicly listed for sale, and no one has come forward to take credit for an off-market listing. The Wall Street Journal reported in February, when the deal was still in contract, that billionaire hedge fund manager Ken Griffin was the buyer.

The property has a controversial history in the village, but Mr. Klein made many people happy when he razed the previous residence that stood there, the castle-like mansion once known as “Dragon’s Head,” and built the current modern estate.

The original house was built for horticulturist Henry Francis du Pont in the 1920s and known then as Chestertown. It was built using imported pieces of 18th century American homes from the colonial town of that name in Maryland.

Later owners included “Baby” Jane Holzer, a Warhol Superstar, and coal industrialist John Samuels III.

The controversy came later. The house was modified and expanded in the style of a Norman chateau during the 1980s by then-owner Barry Trupin in a way that flew in the face of zoning codes. He added 20,000 square feet to the mansion before the village stopped him in 1984. The fight cost $1 million in legal costs for the village. Newsday, at the time, called the renamed Dragon’s Head “the height of hideosity” and critics often referred to it as “Disneyland on LSD.”

Mr. Trupin sold Dragon’s Head in 1992 to WorldCom director Francesco Galesi, who scaled back some of the mansion’s most extreme features, removed many turrets and renamed it “Elysium.”

Mr. Klein purchased 650 Meadow Lane in 2003 for $28.9 million and had Elysium demolished in 2009 after receiving approval to build the home that stands there now. The sleek, white, modern structure with 13,000 square feet of floor area above ground consists of three buildings attached underground: a main building, a studio wing and a guest wing.

The exact final sales price was $84,445,726.

You May Also Like:

Sagaponack, Water Mill Rank Among Nation’s Priciest Zip Codes

The East End has done it again. According to PropertyShark’s 2025 list of priciest zip ... 21 Oct 2025 by Staff Writer

Waterfront Bay Watch Hotel & Marina Hits the Market for $10.5 Million

Have you ever dreamed of owning a waterfront hotel and marina? Now you can, to ... by Staff Writer

Vacant Water Mill Parcels Move for Over $6 Million

In Water Mill, four subdivided lots totaling 5.8 acres recently sold on September 17 for ... 14 Oct 2025 by Staff Writer

Southampton Waterfront Home Sells for $12 Million After 15 Years off the Market

For the first time in 15 years, the home at 501 Meadow Lane in Southampton ... by Staff Writer

Three Sales Close Within Village Business Districts

Three sales within East Hampton’s and Sag Harbor’s business districts closed last month, according to ... 7 Oct 2025 by Staff Writer

Sagaponack Estate Trades Hands for $13.65 Million

Earlier this year, a historic, circa-1899 Sagaponack estate traded hands for $13.65 million. On June ... by Staff Writer

Bridgehampton Home Snapped Up for $10 Million Preconstruction

In the case of 85 Pheasant Drive in Bridgehampton, the 11,000-square-foot home went under contract ... by Staff Writer

Modern Meets Historic: Circa-1775 Sagaponack Home Sells for $9.5 Million

For its 250th birthday, the renovated and restored home at 412 Hedges Lane in Sagaponack ... by Staff Writer

D.A. Pennebaker's Sag Harbor Home Sells for $1.7M in Lightning-Fast Trade

When Linley Pennebaker Hagen sells a historic home in Sag Harbor, she knows it has ... 30 Sep 2025 by Staff Writer

Shelter Island Modern Waterfront Closes at $12.85M, Nearly Setting New Record

The $12.85 million sale of 1 Pandion Road now marks the second-highest price ever achieved ... by Staff Writer