Sports Mogul Todd Boehly’s Sophisticated & Sprawling Darien Compound Wants $17M

The Fairfield County ultra-luxury residential market has been climbing and climbing in price in recent years. And, while the market is stabilizing after a record-breaking 2023, the prices are still up 43% from 2017 as of 2024, per a report by Concierge Auctions.

This Georgian Colonial-style estate spanning 9.5 acres is a perfect example of the caliber of properties, and the prices, you can find in the affluent area. It’s stunning, expansive, and listed for a steep $17 million. Entering through the gates and driving along the gravel path lined with abundant Bradford Pear trees, it presents the sort of timeless grandeur that quietly presumes deep roots and deeper pockets.

Billionaire businessman Todd Boehly, the chairman and co-owner of Chelsea Football Club and a co-owner of the Los Angeles Dodgers and Los Angeles Lakers, is the seller, which isn’t such a surprise when you see all the sporty amenities. Boehly has expanded and renovated the property, and first listed it for $19 million last year. Highlights include a batting cage, bowling alley, indoor/outdoor basketball courts, and a pool.

Although not as old as some of its neighbors, the circa-1937 main house welcomes you with a symmetrical red-brick facade evoking classic New England charm. Originally constructed by architect Julian A. Fay and later restored by architect Louise Brooks, the refined residence is long and spacious with six bedrooms, a chef’s kitchen, a wine cellar, and a wet bar in its lower-level entertaining spaces. Luxury extends across the lawn to a guest house with two additional bedrooms, a field house, and a pool house. The field house, which the sellers built, has its own distinctive flavor with a dramatic, contemporary design marked by black accents, sleek cabinetry, and a light color palette.

Ashley Mayhew Dineen of Compass holds the luxurious listing.