Shark Key Homes with Gulf Waterfront features

Shark Key Homes with Gulf Waterfront features

Welcome to Shark Key, a hidden gem nestled in the stunning Florida Keys, part of Monroe County. This exclusive island community is a paradise for those seeking tranquility, natural beauty, and a vibrant coastal lifestyle. Shark Key is renowned for its breathtaking Gulf waterfront properties, offering residents the unique opportunity to enjoy mesmerizing sunsets and the soothing sounds of the ocean right from their backyards.

The charm of Shark Key lies not only in its picturesque landscapes but also in its commitment to preserving the natural environment. Lush tropical foliage and pristine beaches create an idyllic backdrop for outdoor enthusiasts and nature lovers alike. Imagine waking up to the gentle sea breeze and the soft lapping of waves as you sip your morning coffee on your private terrace.

Homes in Shark Key boast luxurious Gulf waterfront features, with many properties designed to maximize stunning views and outdoor living spaces. Whether you prefer a modern architectural masterpiece or a classic island-style home, the real estate options here cater to a variety of tastes and lifestyles. Each residence is a sanctuary, offering direct access to the water for boating, fishing, or simply enjoying a peaceful day by the shore.

Community amenities include private parks, walking trails, and a sense of camaraderie among neighbors who share a passion for coastal living. With easy access to nearby attractions and the vibrant culture of the Florida Keys, Shark Key is not just a place to live; it’s a way of life. Discover your dream home in this enchanting island community and embrace the ultimate Florida lifestyle!

Newest Shark Key Homes with Gulf Waterfront features

$1,700,000
621064 MLS
Active permit! Start building today! Situated on an expansive 37,010-square-foot lot, this premier property boasts over 200' of waterfront with breathtaking panoramic open water views. Located on Shark Key, this prime buildable lot features an active and transferable permit, allowing immediate construction on your dream waterfront home. Plans, which can be changed, are for a 4 Bedroom plus Den, 3.5 Bath 4,100 Sq. Ft. home built to a 180 mph wind load with soaring vaulted ceilings and a Great Room with a wall of glass overlooking the water. Essential features include impact windows and doors, a planned residential elevator and an expansive sundeck designed for seamless indoor-outdoor entertaining. Full plans, survey, engineering reports and available permit documentation are available upon request. Just minutes to Key West where you can enjoy iconic sunsets, dining, and entertainment. Located in an exclusive, gated island community where residents enjoy top-tier neighborhood amenities including a private clubhouse, swimming lagoon, sandy beach, and tennis courts.

45 Cannon Royal Dr, Shark Key
$6,200,000
5 Beds ⋅ 5 Baths ⋅ 620499 MLS
Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key
$2,500,000
620498 MLS
Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered architectural plans for a 4,624-square-foot single-family residence, along with a coveted ROGO permit and building permits already secured and in hand. The thoughtfully designed 5-bedroom, 4.5-bath residential blueprint features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio on the ground level. This is far more than vacant land—it is a fully realized, ready-to-build masterpiece for luxurious coastal living. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key
$9,999,000
5 Beds ⋅ 5 Baths ⋅ 619975 MLS
Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom residence spans approximately 4,622 sq. ft. and captures breathtaking open water views and unforgettable sunset skies. A long private driveway sets a dramatic tone on arrival, winding through lush grounds and passing the tennis court before revealing the home in complete privacy and anticipation. Inside, a grand entry leads into the Chef's Kitchen and Great Room boasting 180 degree water views. Soaring cathedral ceilings, rich mahogany woodwork, and exposed beams create a warm yet striking architectural statement. Walls of glass doors frame open water views and open seamlessly to the expansive wraparound deck, perfect for entertaining or enjoying iconic Keys sunsets. The thoughtfully designed layout separates the North and South wings, connected by a striking mahogany-wrapped hallway that enhances flow and elegance. The main wing is home to all Living Areas and the Primary Suite featuring soaring ceilings, his & her dressing areas and bath featuring imported tile and water views. The South wing offers exceptional flexibility with a second living area and 4 Bedrooms creating a private retreat for family and visitors. A winding staircase leads to a second-floor guest suite with elevated open water views and serene privacy. Intricate coastal tilework throughout and the custom emerald tile roof reinforces the island aesthetic, while impact windows provide durability and peace of mind. Outdoor living is truly exceptional, featuring a wraparound deck, resort-style pool, multiple tiki huts, and a waterfront lounging area ideal for entertaining or relaxing.

87 Cannon Royal Dr, Shark Key
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 612702 MLS
Located in the prestigious gated community of Shark Key, 30 Cannon Royal Drive is a distinctive waterfront residence inspired by classic Mediterranean design. Architectural details such as soft arches, warm finishes, and elegant lines create a sense of timeless character rarely found in the Lower Keys. Thoughtfully designed to embrace indoor-outdoor living, the home offers spacious interiors filled with natural light and serene water views throughout. Two expansive porches overlook breathtaking sunset vistas, perfectly positioned on a generous 20,438 sq ft lot. The outdoor living experience is equally compelling, featuring a dedicated entertainment area complete with an outdoor fireplace and a private beach--ideal for both relaxed evenings and elevated gatherings. Additional highlights include two garages, an integrated indoor/outdoor speaker system throughout the home, and a dedicated space for a future elevator--offering both comfort and long-term flexibility. Whether enjoyed in its current form or reimagined to reflect a more modern vision, the property presents a rare opportunity to own a home with architectural presence and creative potential just minutes from Key West. Sold furnished with exclusions.

30 Cannon Royal Dr, Shark Key
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