Calvin Klein’s Former Hamptons Estate Lists for $165 Million
One of the Hamptons’ most iconic oceanfront estates has returned to the market with a staggering $165 million price tag.
The East Hampton compound, once owned by fashion designer Calvin Klein, is seeking nearly double the $85 million price Klein sold it for in an off-market deal five years ago.
He and his ex-wife Kelly Rector originally purchased the 8.2-acre property in 1987 for a reported $3.6 million from the family of Pan Am founder Juan Trippe before commissioning architect Thierry Despont to carry out an extensive transformation.
Property Highlights
Price: $165 Million
Location: East Hampton, New York
Size: 8,865 square feet
Lot Size: 8.22 acres
Bedrooms: 7
Bathrooms: 8
Notable Features: 500 feet of ocean frontage, last working boathouse on Georgica Pond, red clay tennis court, oceanfront buildable parcel, Shingle Style architecture, geothermal system, smart home automation
Inside Klein’s Former Hamptons Estate
Originally built in 1894, Calvin Klein’s former estate is believed to be one of the oldest homes on the Georgica Dunes.
It’s designed in the classic Shingle Style, combining gambrel roofs with more than 5,000 square feet of decks, patios, and landscaped outdoor spaces that are meant to take in both the Atlantic Ocean and Georgica Pond.
Inside, a dramatic foyer with a two-story metal fireplace leads to formal entertaining spaces, including a dining room, tearoom, glass-catwalk living room, and screened porch.
Original wide-plank pine flooring, imported French stone, custom millwork, soaring beamed ceilings, and eight fireplaces can be found throughout the interiors.
The home also features three fully equipped kitchens with La Cornue, Viking, and Sub-Zero appliances, along with a bar and lounge.
The separate tower wing includes its own family room, wet bar, curved staircase, and private bedroom suite, while the primary suite occupies the upper floor with dual bathrooms, walk-in closets, a fireplace, and access to expansive decks overlooking the water.
The Waterfront Setting
Set between the Atlantic Ocean and Georgica Pond, the estate enjoys more than 500 feet of ocean frontage and nearly unobstructed 360-degree water views.
The grounds include one of the Hamptons’ last working boathouses on the pond, a red clay tennis court, mature gardens, fountains, and winding pathways connecting the property’s outdoor spaces.
The listing also includes the last vacant buildable oceanfront parcel in the village, providing room for additional guest accommodations or a future residence.
Full Video Tour
For a more in-depth look at the record-breaking estate, watch the video tour from Compass to explore the full layout and see the home come to life.
Final Thoughts
With its history, setting, and extraordinary scale, Calvin Klein’s former Hamptons estate stands among the most significant residential offerings to hit the East End in recent years.
Stretching from the Atlantic Ocean to Georgica Pond, the property combines one of the Hamptons’ most coveted locations with a restored residence shaped by Klein’s decades-long stewardship and more recent upgrades thanks to the current owners.
For its future buyer, the estate creates a once-in-a-generation opportunity to acquire an iconic waterfront compound where design, exceptional privacy, and nearly unmatched location come together on one of the Hamptons’ most prized stretches of coastline.
