Tokeneke Homes for Sale

Welcome to Tokeneke, a picturesque neighborhood nestled in the heart of Darien, Connecticut. Known for its serene ambiance and charming coastal charm, Tokeneke offers a unique blend of suburban tranquility and vibrant community spirit. This idyllic enclave is bordered by the stunning Long Island Sound, providing residents with breathtaking waterfront views and access to beautiful beaches, perfect for summer picnics and leisurely strolls.

Tokeneke is characterized by its beautifully landscaped streets, lined with stately homes that boast a variety of architectural styles, from classic colonials to modern masterpieces. Each residence is a testament to the neighborhood's commitment to maintaining its historical charm while embracing contemporary living. With homes for sale that cater to diverse tastes and needs, you’re sure to find the perfect sanctuary that suits your lifestyle.

Living in Tokeneke means being part of a close-knit community where neighbors become friends. The area is known for its top-rated schools, making it an ideal choice for families. Enjoy the convenience of nearby parks, recreational facilities, and local shops, as well as easy access to Darien’s vibrant downtown area, filled with delightful dining options and boutique shopping.

Whether you’re looking for a family home with ample space for gatherings or a cozy retreat by the water, Tokeneke offers a rare opportunity to embrace a lifestyle of comfort and elegance. Explore the homes for sale in this enchanting neighborhood and discover the perfect place to call home in Tokeneke, where every day feels like a vacation.

Newest Tokeneke Homes for Sale

$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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