Located in the Field Point Circle Association in Greenwich, CT, the estate at 100 Field Point Circle offers 2.46 landscaped acres and 340 feet of private shoreline along Long Island Sound. The property was previously owned by Thomas Watson Jr., the legendary chairman of IBM who guided the company during a transformative era from 1956 to 1971.
In 2006, the Watson family sold the property to Brett Barakett, Chair of Tremblant Capital, who reimagined the site by replacing the original structure with a ~10,000-square-foot custom-built Georgian-style mansion. The property made headlines in late 2021 when it sold for $50 million, ranking as one of the region’s most significant real estate transactions.
Designed by the award-winning architecture firm Shope Reno Wharton Associates, the stone-clad home has eight spacious bedrooms and features expansive terraces, an indoor pool, and an outdoor pool, each positioned to maximize the panoramic views of the water. A private beach and a deep-water dock further enhance the coastal lifestyle.
Field Point Circle is regarded as one of Greenwich’s most exclusive neighborhoods, offering a gated and highly secure community. The property itself is elevated and protected from flooding. Its beautiful English gardens, sweeping lawns, and stone pathways create an atmosphere of timeless sophistication. Inside, the residence showcases interiors that blend traditional Georgian details with modern touches, from grand fireplaces to sun-drenched living spaces that seamlessly connect with the outdoors.
The most recent owner, whose identity is shielded behind a limited liability corporation, has already begun planning updates to the property, including the construction of a large gymnasium.
George Cress of Real Broker represents home buyers and sellers throughout Connecticut, with a focus on Fairfield County. He combines technology, local market knowledge, and modern real estate marketing to help buyers keep more of their money and sellers generate greater interest in their homes.
For buyers, George offers flat-fee buyer representation and buyer commission rebates, providing meaningful savings alongside full-service guidance, negotiation, and support through closing. For sellers, he uses property storytelling, video, targeted digital advertising, and one of Connecticut’s largest social media audiences focused on local real estate to reach beyond traditional MLS exposure and attract more qualified interest. Through Co-List with Cress, sellers can add these marketing capabilities while continuing to work with their preferred listing agent.
Explore active Connecticut homes for sale, including listings in Fairfield, Westport, Greenwich, and other Fairfield County communities. To discuss buying or selling a home in Connecticut, contact George Cress.
George Cress
(212) 203-5251
george@callcress.com
License #RES.0832278
Fairfield County, CT
Real Broker CT, LLC
License #REB.0751297
100 Pearl Street, 14th Floor
Hartford, CT 06103
