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16814 Captiva DR, Captiva
$13,500,000
5 Beds ⋅ 7.5 Baths ⋅ 2026047820 MLS ⋅ ACTIVE Status
Some properties impress you. Others stay with you. On Captiva's Gold Coast, this one-of-a-kind beachfront estate has an identity all its own. A treasured 1912 beach cottage and a striking contemporary guest residence share 131 feet of Gulf frontage, creating a deeply personal retreat with remarkable architectural character. Originally built on Useppa Island and brought to Captiva in 1948, the cottage has been reimagined by architect Joyce Owens, with eclectic details, subtle industrial touches and the warmth of vintage Captiva. Two bedrooms plus a den, a fireplace, Gulf-facing kitchen and shaded terrace make it easy to feel at home. Designed by Owens and built by Benchmark Construction, the newer guest residence expands the owners' living and entertaining experience. Shared materials and custom details connect the homes, while soaring ceilings, exposed trusses and ductwork, distinctive lighting and expansive glass give the newer residence a dramatic presence. Two pavilions joined by a covered breezeway offer generous living areas, kitchens and space for family and friends. A pool and spa and covered dining terrace with an outdoor kitchen overlooking the cottage and Gulf bring island living into every gathering. Intimate in feeling and expansive in the way it lives, the estate brings history, design and beachfront living together in a way that feels entirely its own. An exceptional Captiva offering for someone seeking a home as individual as they are.

16814 Captiva DR, Captiva
16530 Captiva DR, Captiva
$12,500,000
5 Beds ⋅ 5.5 Baths ⋅ 225024734 MLS ⋅ ACTIVE Status
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva DR, Captiva

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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