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$10,000,000
5 Beds ⋅ 5.5 Baths ⋅ 2025013848 MLS ⋅ Dickeys John R Subd BLDG.
Set amidst the glistening waters of the Gulf and the captivating Bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the Gulf and Bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology, a new whole home generator, elevator to all floors, and refined amenities. The chef's kitchen, equipped with the finest of Viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect via pocketing sliders, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the private, luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where Teddy Roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and breathtaking bay views. A kayak launch and copious Trex deck extending into the bay and culminating in a new covered boat lift complete the picture of this coastal castle by the sea. Dolphins Crossing presents a rare opportunity to own one of the very few properties that encompasses both Gulf and Bay, offering the ultimate Captiva Island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home – it is a statement legacy.

15735/737 Captiva Dr, Captiva
$7,500,000
3 Beds ⋅ 3 Baths ⋅ 2025025481 MLS ⋅ Dickeys John R Subd BLDG.
Far-A Way. Long admired as an iconic Captiva residence, this exceptional waterfront estate occupies a coveted position along the Platinum Coast, where timeless island architecture meets refined coastal living. Stretching from the Gulf to the Bay you can have it all! Resting on a high beach ridge with 10 ft of elevation and expertly landscaped by R.S. Walsh, the grounds feature vivid plantings and exceptional specimen trees sourced from around the globe, along with meandering paths beautifully framing the home. Inside, an expansive great room is framed by a dramatic wall of French doors that capture serene water views and flood the space with natural light. The ceilings are  highlighted by exposed white beams and shiplap detailing create an atmosphere of refined coastal elegance, complemented by solid hardwood oak floors that ground the airy scale of the room. Designed for effortless entertaining, the open layout flows seamlessly to the pool and terrace beyond, blurring the boundaries between indoor and outdoor living. Sculptural wood-blade ceiling fans and crisp architectural millwork complete this exceptional island retreat—where craftsmanship, light, and lifestyle converge in perfect harmony. Chef's will admire the open and large finely appointed kitchen. The guest rooms are located on the main level along with the library, office and utility room. A striking lap pool runs elegantly alongside a covered patio, creating a resort-caliber outdoor experience designed for both relaxation and entertaining. At sunrise and sunset, the setting becomes truly breathtaking. Golden light washes across the residence as sweeping views extend over calm bay waters to the shimmering Gulf beyond. A private pier stretches gracefully into the water, inviting boating and sunset cruises, while layered tropical foliage frames the scene with natural elegance. As the sun slips below the horizon, the sky is painted in soft shades of amber, coral, and lavender—gentle coastal breezes stirring the palms and reinforcing the timeless romance of bayfront living paired with spectacular Gulf sunsets.

15771 Captiva Dr, Captiva