For Todd Boehly, competition isn’t just something he watches from the sidelines—it’s something he lives. As an owner of the Los Angeles Dodgers and Chelsea Football Club, he has helped shape championship teams. But beyond the world’s biggest stadiums, he built a sporting paradise of his own at 865 Hollow Tree Ridge Road in Darien, CT—a 9.5-acre estate where athleticism and luxury coexist (pics).
Situated at the end of a long gravel drive lined with Bradford Pear trees, this property includes a 10,000-square-foot Georgian Colonial main house, a two-bedroom guest house, a pool and pool house, and most impressively, a sprawling 8,000-square-foot field house that takes home recreation to an entirely new level (literally).
Originally envisioned as a batting cage for Boehly’s three sons, the field house quickly evolved into something far more comprehensive. Today, it includes a two-lane bowling alley, squash court and basketball court, a resistance pool, and a full locker room. A 10-bed bunk room makes it perfect for team gatherings, whether it’s a group of ball players prepping for a big game or friends enjoying an action-packed weekend retreat.
The main house, built in 1937 by architect Julian A. Fay, was later reimagined by architect Louise Brooks. While the home’s classic New England elegance was preserved, it was also enhanced with modern touches. The residence has six bedrooms, a great room with vaulted ceilings, a wine cellar, and multiple entertaining spaces. The primary suite’s private balcony offers views of the property, while the spa, sauna, and outdoor pool area provide a welcome contrast to the high-energy sports facilities.
As part-owner of both the Dodgers and Chelsea FC, as well as co-CEO of Eldridge Industries, Todd Boehly has left a lasting impact on the world of sports and entertainment. His investments span from professional teams to media ventures. His Darien, CT home is now on the market for $19 million (as of 2/6/2025).
Listing Agent: Ashley Dineen. We contacted Ms. Dineen multiple times to discuss the property, but she never responded to our inquiries.
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Doug Cress
(212) 203-5251
doug@cress.co
License #RES.0832278
Fairfield County, CT
Enterprise Realty Inc.
License #REB.0751297
45 Huntington Plaza
Shelton, CT 06484
