About the Neighborhood

Coastal elegance, ultimate privacy

Expansive Long Island Sound aerial, and waterfront homes within Delafield Island private community, Darien, CT

Where luxury meets the Sound

Nestled within the beautiful Darien is Delafield Island, a tranquil coastal community that encompasses 165 acres, bordering Scotts Cove and the expansive Long Island Sound.

Delafield Island benefits from an exceptional location, offering the convenience of being within easy walking distance of Darien's town center, the Darien Train Station, and Tokeneke Elementary School..

This unique private community offers an exclusive lifestyle. Residents enjoy Tokeneke Park, Tokeneke Club and its large sandy beach, and elite golf at Country Club of Darien, Woodway, and Wee Burn. Sailing and kayaking in nearby coves and islands, plus Long Island Sound adventures, define this vibrant, water-centric community.

The residential character of Delafield Island began to take shape in the 1930s, evolving from a historic farm originally acquired by Dr. Francis Delafield in 1865. The area’s profound historical roots can be traced back to Dr. Edward Delafield, who, starting in 1859, meticulously accumulated the 165 acres, defining the landscape with "beautifully laid stone walls".

The Homes

Expansive waterfront estates with private pools and lush yards within Delafield Island community, Darien, CT

Coastal luxury, beauty & serenity

The private community of Delafield Island showcases a rich architectural evolution, predominantly featuring elegant Colonial styles, but also incorporating Shingled Colonial, Nantucket-style, Modern Farmhouse, and even significant Mid-Century Modern designs. This blend of historical charm and continuous modernization ensures that properties offer both timeless appeal and contemporary comforts.

The homes within Delafield Island are characterized by expansive living spaces, typically ranging from 3,000 to 7,000 square feet, situated on generous private acreage that ensures privacy and allows for elaborate outdoor amenities.

Privacy is a cornerstone of the Delafield Island experience, largely facilitated by its generous lot sizes. Properties commonly span over one acre, with many ranging from 1.0 to over 3.6 acres. These expansive lots are integral to the luxury experience, providing ample room for elaborate outdoor amenities and ensuring a tranquil, secluded atmosphere.

Delafield Island is its unique governance structure: it operates as an "Independent Taxing District" under Connecticut General Statutes, formally known as "The Delafield Island Tax District," rather than a conventional Homeowners Association (HOA). This distinctive framework empowers elected residents to directly manage and fund the "4 miles of roads" within the community through annually collected taxes.

The Lifestyle

Set amidst the tranquil beauty of Darien, Connecticut, the private enclave of Delafield Island offers a lifestyle steeped in exclusive leisure and aquatic adventure. Residents enjoy privileged access to the verdant expanse of Tokeneke Park, a serene backdrop for strolls and outdoor pursuits, while the nearby Tokeneke Club beckons with its pristine beach and an array of social and recreational amenities. Golf enthusiasts find their haven at the prestigious Country Club of Darien, Woodway Country Club, and Wee Burn Country Club, each offering championship courses and sophisticated clubhouses.

Beyond the manicured greens, the true essence of Delafield Island living unfolds on the water. With immediate access to the sparkling coves and islands, sailing and kayaking become daily rituals, inviting residents to explore hidden inlets and discover the natural wonders of the coastline. For those seeking grander voyages, the expansive waters of Long Island Sound provide an endless canvas for further aquatic adventures, from leisurely cruises to exhilarating regattas, all against the backdrop of a vibrant coastal community.