Circa 1902 Tudor Revival Retreat on Rogers Island For $29,995,000

Rogers Island, Branford, Connecticut, United States

Off the coast of Branford, Connecticut, in the heart of the enchanting Thimble Islands archipelago, a rare piece of East Coast real estate has come on the market. Priced at $29,995,000, Rogers Island is more than just a home—it’s a self-contained private resort. Surrounded by the calm, sparkling waters of Long Island Sound, this 7.65-acre estate offers a lifestyle defined by tranquility, exclusivity, and natural beauty. With 360-degree ocean views, lush landscaping, and a collection of thoughtfully designed buildings, this is the kind of property that redefines luxury island living.

The centerpiece of this idyllic estate for sale is a stunning 10,662-square-foot Tudor Revival house dating back to 1902. With ten bedrooms and eight bathrooms, the mansion carries historic charm while offering modern comfort and expansive living space. It sits atop the island like a crown jewel, blending seamlessly into its surroundings with mature gardens, a waterfront pool with spa, and wide open views in every direction. This is not just a home—it’s a sanctuary, a retreat from the everyday world, and a dream brought to life for one lucky buyer.

The listed estate isn’t just about the main house. The island compound includes a wide range of luxury amenities designed for year-round enjoyment. There’s a large swimming pool and spa positioned perfectly on the waterfront, ideal for relaxing while watching the boats drift by. A tennis court and a putting green provide opportunities for sport and leisure, while formal gardens and a tranquil koi pond enhance the natural beauty of the grounds.

In addition to the main residence, the real estate offering includes several beautifully designed outbuildings. A pool house sits beside the water, ready for warm summer gatherings. There’s also a four-bedroom guest cottage, offering privacy and comfort for visitors. For staff, the island includes a separate two-bedroom quarters, while a loft studio adds flexible space for creative work or additional guests. Even the greenhouse was designed with intention, creating a perfect spot to grow vegetables, herbs, or flowers year-round.

Powering this island estate is a commercial-grade 150,000 kW generator housed in its own separate hut. This means complete self-sufficiency and peace of mind, even in the most extreme weather conditions. The property features two docks: one dedicated to service and the other for private use, making access to and from the island smooth and simple. Whether you’re arriving by boat for the weekend or heading out on a paddleboard at sunrise, this home is designed to accommodate an easygoing yet luxurious lifestyle.

But the offering doesn’t end with the island itself. Also included in the sale is 51 Flying Point Road in nearby Stony Creek. This valuable waterfront parcel serves as an extension of the estate, providing additional housing for staff or guests, private parking complete with Tesla charging stations, and yet another private dock. This separate but connected piece of real estate ensures seamless transportation to and from Rogers Island, adding yet another layer of convenience and value.

Taken as a whole, this estate is one of the most remarkable private compounds currently listed for sale in the United States. It blends the grace and elegance of a historic mansion with the modern amenities of a luxury resort. From its manicured lawns and architectural beauty to its strategic infrastructure and extra land parcel, the property offers everything a discerning buyer could ask for—and more.

The main house, while over a century old, has been thoughtfully preserved and updated over time. Its timeless design, typical of Tudor Revival architecture, stands as a testament to craftsmanship and attention to detail. Large windows bring in natural light and allow for panoramic water views from almost every room. Inside, you’ll find fireplaces, woodwork, and period touches that speak to the home’s heritage, all balanced with the conveniences of 21st-century living.

Whether intended as a private summer escape, a full-time residence, or a family legacy estate, Rogers Island is a once-in-a-lifetime opportunity. Very few homes for sale offer this level of privacy, natural beauty, and grandeur in such close proximity to New York City and Boston. And even fewer include both a private island and a mainland base of operations in one real estate package.

The combination of buildings, views, land, and location make this property ideal for a variety of uses. It can serve as a private family retreat, an entertaining oasis, or even a future wellness getaway destination. The size and scope of the mansion and its outbuildings make it flexible enough to host large groups without ever sacrificing comfort or seclusion.

Properties of this caliber don’t just come to market—they become part of a very short list of iconic estates that define the upper tier of American real estate. For a realtor or buyer looking to make an unforgettable acquisition, this home for sale stands out as a generational investment. It’s not just about what the house is today—it’s about the legacy it represents and the experiences it will offer for years to come.

As buyers in today’s luxury market increasingly seek space, privacy, and versatility, Rogers Island meets those needs while offering something even more rare: a truly private world, surrounded by water, history, and timeless elegance. It’s not often that such a property sells, and when it does, it marks a significant moment in the high-end real estate world.

This incredible estate is more than just a listing—it’s a story, a lifestyle, and a unique opportunity to own a piece of paradise in one of the East Coast’s most scenic regions. With unmatched beauty, extensive infrastructure, and multiple residences, this mansion for sale is ready for its next chapter.

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