Tokeneke Real Estate

Welcome to Tokeneke, a picturesque neighborhood nestled in the charming town of Darien, Connecticut. Known for its serene landscapes, Tokeneke offers an idyllic blend of coastal beauty and suburban tranquility. This exclusive community is bordered by Long Island Sound, providing residents with stunning waterfront views and easy access to sandy beaches, perfect for family outings, picnics, and leisurely walks.

Tokeneke is characterized by its tree-lined streets and beautifully maintained homes, many of which boast classic New England architecture. The neighborhood exudes a warm, welcoming atmosphere, making it an ideal place for families and professionals alike. With a strong sense of community, residents often gather for local events, fostering connections and friendships that last a lifetime.

Education is a top priority in Tokeneke, with access to some of the highest-rated schools in the state, ensuring a quality education for children. The nearby Tokeneke Elementary School is known for its dedicated staff and vibrant learning environment, making it a cornerstone of the community.

For those who enjoy outdoor activities, Tokeneke offers plenty of opportunities for exploration, from scenic parks to hiking trails. The proximity to the Darien Nature Center and the beautiful beaches along the coastline allows residents to embrace an active lifestyle while soaking in the natural beauty of the area.

In addition to its scenic charm, Tokeneke is conveniently located near Darien’s vibrant downtown, featuring a variety of shops, restaurants, and cultural attractions. With its perfect blend of tranquility and accessibility, Tokeneke truly is a hidden gem in Fairfield County, offering the best of Connecticut living. Come discover your dream home in this enchanting neighborhood!

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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