Offered for the first time in more than 54 years, Round Meadows is a beautiful estate on over 5 acres within the coveted Tokeneke Association.
Located in Darien, Connecticut, 18 Tokeneke Trail evokes a sense of seclusion and natural beauty — connected to the charm and prestige of the Connecticut coastline. With its early twentieth century grandeur, this one-of-a-kind home was built in 1928 and currently on the market for $9.35 million.
Brown Harris Steves agent Becky Munro represents the listing.
The home’s former owner had one clear vision: to preserve and honor the architectural integrity of its storied past. Original arches, moldings, windows, and light fixtures were meticulously recreated, which coincides with the restorations made to the home’s timeless details.
At the heart of the home, a gourmet kitchen flows effortlessly into a cozy family room with fireplace, creating a warm and inviting everyday gathering space. From here, expansive terraces open onto sweeping lawns and manicured gardens, offering serene views across acres of landscaped grounds — perfect for alfresco dining, summer entertaining, or quiet moments of reflection.
A prime example of the owner’s efforts to keep its original beauty intact can be found just off the kitchen. Restored to its original beauty, the home’s Butler’s Call System, produced by the prominent Boston-based manufacturer Holtzer-Cabot, is an antique that adds a rare layer of architectural character. Each small labeled window or button corresponded to a specific room in the home, the labels of which can still be seen.
A gracious two-story foyer welcomes guests into three grand entertaining spaces: a formal living room, a sun-filled bar lounge, and an elegant dining room anchored by a fireplace — ideal for hosting everything from intimate dinners to large-scale celebrations.
A richly appointed library, private office, and guest suite provide additional flexibility for work, retreat, and extended stays.
The home has seven bedrooms, seven full baths, and three half baths, including a spectacular primary suite.
Round Meadows stands as a testament to thoughtful stewardship and inspired design — a property that honors its architectural legacy while embracing the aspirations of modern luxury living.
With unparalleled privacy, exceptional scale, and timeless sophistication, this extraordinary estate represents a truly rare opportunity in one of Fairfield County’s most sought-after private enclaves.
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