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luxury waterfront houses for sale Islamorada, United States

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Seaside house with pool and terrace Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$4,000,000
239
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

30

Villa with pool Islamorada (United States)

Positioned directly on the crystal-clear waters of the Atlantic Ocean, Château On The Ocean stands among the most extraordinary and private estates in the Florida Keys. Located within the exclusive enclave of Islamorada—often referred to as “The Hamptons of Miami”—this remarkable property redefines luxury oceanfront living through an unparalleled combination of architecture, scale, privacy, and lifestyle. Completely reimagined and rebuilt in 2023, the estate is the result of a visionary approach blending contemporary design, advanced engineering, and world-class craftsmanship. Set on nearly two acres of pristine private oceanfront, the property offers more than 19,700 square feet of total living and entertainment space, including over 10,000 square feet of climate-controlled interiors. From the moment of arrival, the estate conveys a profound sense of exclusivity, architectural presence, and coastal sophistication. Interior features include: soaring ceilings dramatic floor-to-ceiling glass walls breathtaking Atlantic Ocean views couture-level finishes seamless indoor-outdoor living environments Designed to rival the world’s finest private resorts, the residence offers an extraordinary collection of lifestyle amenities. Wellness & Recreation professional fitness center indoor basketball and pickleball court private putting green custom-designed glamour suite dedicated wellness and relaxation spaces Entertainment Collection Baccarat-inspired grand ballroom outdoor cinema with a 300-inch LED screen panoramic rooftop terrace expansive event and entertaining areas Outdoor living is equally impressive, featuring: mosaic-tiled resort-style swimming pool oceanfront spa outdoor dining pavilion waterfront fire-pit lounge multiple terraces overlooking the Atlantic Ocean spectacular coastal and open-water views For boating enthusiasts, the estate includes: private 100-foot dock direct Atlantic Ocean access infrastructure suitable for large yachts and watercraft An exceptionally rare opportunity is presented through approved expansion plans that allow for: 6 additional luxury suites 2 additional oceanfront residences development into a world-class multi-structure private compound More than a residence, Château On The Ocean is a legacy estate designed for a global clientele seeking one of the most significant oceanfront properties available anywhere in the United States. Contact us for confidential information or to arrange a private presentation of this exceptional estate.

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$24,995,000
945
7bedrooms
11bathrooms
land 3,480

By Annonceur International

50
Video

House with terrace Islamorada (United States)

Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99' concrete seawall on cap rock plus boat lift. This one is a winner!

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$2,300,000
186
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and terrace Islamorada (United States)

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle, while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

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$3,995,000
373
5bedrooms
4bathrooms
land 0.7ha

By Ocean Sotheby's International Realty

1 listing near Islamorada

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Seaside house Tavernier (United States)

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage, impact windows and doors, and enclosed ground-level storage—ideal for island living.

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$3,350,000
143
3bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

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  • Islamorada, United States, +30 km
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  • Waterfront

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The agencies at Islamorada

These agencies offer a selection of luxury properties vente at Islamorada. Feel free to contact them for personalized assistance.