Tokeneke Real Estate

Welcome to Tokeneke, one of Darien, Connecticut's most enchanting neighborhoods, where coastal charm meets suburban elegance. Nestled along the picturesque shores of Long Island Sound, Tokeneke offers a unique blend of tranquil living and vibrant community spirit. Known for its stunning waterfront properties and lush greenery, this neighborhood is a true gem in Fairfield County.

Tokeneke boasts a rich history, with its roots tracing back to the early 20th century. As you stroll through the tree-lined streets, you’ll encounter beautifully preserved homes that reflect a variety of architectural styles, from classic Colonials to charming beach cottages. The sense of community here is palpable, with friendly neighbors who take pride in maintaining the beauty and character of the area.

Families are drawn to Tokeneke for its top-rated schools and abundance of outdoor activities. The Tokeneke School, a highly regarded elementary institution, serves as a focal point for families, fostering a close-knit community atmosphere. For nature enthusiasts, the nearby beaches, parks, and walking trails provide ample opportunities for recreation and relaxation.

Moreover, Tokeneke’s location offers easy access to Darien’s vibrant downtown, where you can find an array of boutiques, cafes, and fine dining options. Whether you’re enjoying a sunset at the local beach or partaking in community events, Tokeneke truly embodies the essence of serene, seaside living.

Discover the charm of Tokeneke and experience the perfect blend of natural beauty and community warmth that makes this neighborhood a coveted place to call home.

Newest Listings in Tokeneke

$7,950,000

9 Beds ⋅ 10 Baths ⋅ 24168537 MLS

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

16 E Trail, Darien

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