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Most Expensive Home Ever Listed in Naples, Florida

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The most expensive home ever listed in Naples, Florida, this nearly 22,000-square-foot Island-Colonial style mansion resides on just about five acres of direct Gulf-front prime real estate. With just under 300 feet of private beach property, this home is one of the most significant compounds ever created on the Gulf of Mexico. The listing came on the market in September 2014 for a record-breaking $68,000,000. The owner, Randal Bellestri, bought the mansion for $47,250,000 two years prior, which was still the highest price ever paid for a Naples home.


Brilliantly designed and flawlessly orchestrated, 3100 Gordon Drive in Naples, Florida boasts western exposure, to be luxuriated in from a 93-foot terrace extending from the Great Room beyond five sets of French doors. Elaborate detailing and incomparable finishes adorn the five-bedroom, six-bathroom villa; namely, coral stone sourced from the Dominican Republic, exquisite Venetian plaster walls, intricate ceilings and raised-panel wainscoting. The Gulf loggia features motorized retractable glass walls facing out to the 66-foot pool and spa.

Outdoors, a grand double staircase resembling the mansion’s front entryway leads down from the rear terrace to the expansive pool area. Covered seating, manicured lawns and lush greenery frame stunningly beautiful sunset views over the Gulf. Botanical gardens and soaring palms provide serene privacy, creating a rarified grandeur only to be found at a property of this incredible magnitude.

Nestled in the secluded enclave of the exclusive Port Royal neighborhood in Naples, the new homeowners of this estate are also eligible for Port Royal Club membership. Only three doors down from the clubhouse, Port Royal Club represents the finest in a private community experience. The organization offers sponsored social and dining events, a pristine beach and adjacent heated pool, world-class exercise and spa facilities with certified trainers and physical therapists and renowned tennis courts.

Bill Earls of John R. Wood Properties is the listing agent on the estate. He specializes in the Naples luxury market and has been the top sales-producer of John R. Wood, Inc. for the past 22 years. Earls said the listing has attracted buyer interest, but that he expects the sale to take some time.

“It’s in very rarefied territory,” he said. “You don’t expect to sell a Rembrandt in a week.”

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