Luxury Real Estate & Dream Homes · Penelope Grant · 27 June 2026

Calvin Klein's onetime Hamptons estate lists for $165 million

Calvin Klein's onetime Hamptons estate lists for $165 million

Calvin Klein's onetime Hamptons estate at 75 West End Road in East Hampton, New York, is back on the market for $165 million after a major renovation by its current owner. The oceanfront compound could challenge the area's residential sales record if it trades near its asking price, according to reporting cited by Realtor.com.

Key Takeaways

Why is Calvin Klein's former Hamptons estate listed for $165 million?

Fashion designer Calvin Klein and his then-wife Kelly Rector bought the Georgica Dunes compound decades ago and enlisted architect Thierry Despont for a meticulous transformation. Klein sold the roughly eight-acre property in an off-market deal about five years ago, ELLE Decor reports.

The current owner has since completed another renovation. Updates include impact-resistant windows and doors, energy-efficient heating and cooling, smart-home technology, and upgraded security, per the listing details highlighted by Realtor.com.

Compass holds the listing. If the deal closes near $165 million, it would aim to surpass hedge fund manager Barry Rosenstein's $147 million East Hampton purchase, the Hamptons record ELLE Decor says has stood for more than a decade.

What makes this East Hampton compound so rare?

Situated between the Atlantic Ocean and Georgica Pond, the 8.22-acre spread spans two parcels with more than 500 feet of ocean frontage. The seven-bedroom, 8,865-square-foot primary residence sits on grounds with a red-clay tennis court and expansive outdoor entertaining areas.

The estate's working boathouse on Georgica Pond is described as the only one still operating on the coastal lagoon. One parcel also includes what agents call the last vacant buildable oceanfront lot in the Village of East Hampton.

The Shingle Style home dates to the 1890s and was later expanded by Pan American World Airways founder Juan Trippe. For buyers tracking trophy coastal property, more listings are catalogued in our Luxury Real Estate & Dream Homes coverage.

Which other luxury homes are making waves this week?

ELLE Decor's June roundup pairs the Klein estate with four additional standouts. Sarah Michelle Gellar and Freddie Prinze Jr. are asking $10.5 million for their gated 7,300-square-foot Brentwood home, which they bought in 2013 for $6.1 million.

In Malibu, the 17,700-square-foot Venezia Pacifica villa on a Point Dume bluff is listed at $90 million with Chris Cortazzo of Compass. The nine-bedroom compound appeared in The O.C. and Austin Powers.

Manhattan buyers can tour a nearly 2,900-square-foot combination unit in The Dakota with bespoke interiors by Michael Graves, priced at $8 million. Developer Aldo Stark's own nine-bedroom Delray Beach estate, listed at $85 million with Douglas Elliman, spans more than 22,000 square feet on 2.5 acres.

Could this sale reset the luxury market's ceiling?

Realtor.com notes the listing landed atop the week's most expensive U.S. homes and could set a new Hamptons benchmark if bidding approaches the ask. That momentum arrives as nine-figure coastal listings draw renewed attention from ultra-wealthy buyers.

Meanwhile, the Realtor.com luxury homes report and a ELLE Decor roundup underscore a split market: record-chasing Hamptons compounds versus sharp price cuts on other marquee listings, including Seattle's most expensive home shaving $30 million per the Puget Sound Business Journal.

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