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Captiva Island Estate With Roosevelt Roots Fetches $10 Million

A piece of Florida history has changed hands for $10 million as the Gulf-to-Bay estate known as Dolphins Crossing sold this week. The property, located at 15735-15737 Captiva Drive, remains anchored by a restored boathouse once used by Theodore Roosevelt during his 1917 expedition to hunt giant manta rays.

Bio & NewsAugust 12, 2026153 reads0

The sale, brokered by Valerie Tutor of Kingfisher Real Estate, underscores the enduring appetite for rare waterfront parcels in Southwest Florida. The estate holds a spot on the Lee County Historic Register, largely due to the boathouse that served as a base for Roosevelt and naturalist Russell J. Coles. That structure now functions as a guest cottage, preserving the connection to the 26th president, who also established the nearby Pine Island National Wildlife Refuge.

Beyond its historical significance, the property represents one of the few "Gulf-to-Bay" holdings on Captiva Island, where fewer than 500 residential parcels exist. The 0.66-acre site spans the island's width, providing private access to both beach and bay. The main residence, a 6,313-square-foot structure, offers four bedrooms and five bathrooms spread across three levels. Modern upgrades include smart-home integration and a private elevator, blending contemporary luxury with the surrounding landscape of the Roosevelt Channel.

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