Shark Key Real Estate

Shark Key Real Estate

Welcome to Shark Key, a hidden gem nestled in the heart of Monroe County, Florida. This picturesque island is part of the renowned Florida Keys, offering a unique blend of tropical beauty and laid-back island living. With its stunning views, tranquil atmosphere, and vibrant marine life, Shark Key is the perfect destination for those seeking an idyllic escape from the hustle and bustle of everyday life.

Shark Key is primarily a residential community, known for its luxurious waterfront homes and private estates. The island's exclusive nature ensures that residents enjoy a sense of privacy and serenity, making it a sought-after location for discerning buyers. The lush landscaping, pristine beaches, and crystal-clear waters create a postcard-perfect backdrop for your dream home.

Nature lovers will find plenty to explore on Shark Key. The surrounding waters are teeming with diverse marine life, making it a paradise for snorkeling, diving, and fishing enthusiasts. The nearby Florida Keys National Marine Sanctuary offers breathtaking coral reefs and abundant wildlife, providing endless opportunities for adventure and exploration.

In addition to its natural beauty, Shark Key is conveniently located just a short drive from the vibrant city of Key West, where you can indulge in world-class dining, shopping, and entertainment. Whether you're looking for a permanent residence or a vacation retreat, Shark Key offers an unparalleled lifestyle that combines luxury with the charm of island living.

Discover your slice of paradise on Shark Key, where the sun shines bright, the waters are inviting, and every day feels like a vacation. Embrace the coastal lifestyle and make Shark Key your home today!

Newest Listings in Shark Key

$1,575,000
621094 MLS
Prestigious Shark Key! Build your dream home in this Private, Gated, Luxury Community...This oversized Buildable, Permitted Lot encompasses 13,545 sq.ft., with breath taking open water views! The approved plans for this luxury home have 4,551 sq.ft. of living space, 1,200 plus square feet of porches, decks, and a 160 foot observation platform. Behind the private gates you will be surrounded by the crystal clear emerald waters of prestigious Shark Key. This exclusive property is just 15 minutes from Historic Key West with renowned dining, arts, culture, and vibrant nightlife. Build your dream estate in one of most sought after neighborhoods in the entire Florida Keys and enjoy the ultimate in Florida Keys Lifestyle.

3 Tiburon Cir, Shark Key
$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
$5,095,000
4 Beds ⋅ 4 Baths ⋅ 619993 MLS
Escape to your own private resort in this Mediterranean-inspired waterfront villa on the exclusive Shark Key, a gated island community just 15 minutes from the restaurants, galleries, and nightlife of downtown Key West. Designed for effortless vacation living, this luxury retreat offers 4 bedrooms, 4 bathrooms, a 2-car garage, whole-house generator, paver driveway, and lush tropical landscaping with uplighting and irrigation. Completed in 2016 and beautifully maintained, the home is filled with natural light from expansive windows and EuroWall doors that showcase captivating open-water views. Cathedral ceilings, a split-bedroom layout for privacy, walk-in closets, and high-end finishes create a relaxed yet refined atmosphere that's perfect for a Florida Keys getaway. The gourmet kitchen makes entertaining easy, with custom cherry cabinetry, granite countertops, Sub-Zero and Wolf appliances, a large island, and a convenient wet bar with ice maker. An open-concept living and dining area flows seamlessly to the outdoors, ideal for hosting friends and family during long weekends and extended stays. Outside, your vacation oasis awaits: a spectacular custom saltwater infinity pool with separate spa, expansive patio, and a shaded covered terrace framed by mature trees. Enjoy lazy days on your own private sandy beach area, evenings gathered around the fire pit, and tranquil views over meticulously pruned mangroves and sparkling turquoise water. Professionally decorated in a sophisticated coastal style, this turnkey residence blends relaxed island charm with luxury craftsmanship. An elevator, 2018 roof, and thoughtful storage add comfort and peace of mind. Offered fully furnished, this Shark Key waterfront home is ready for you to start enjoying the ultimate Keys vacation lifestyle from day one--whether for weekend escapes, seasonal living, or extended stays with family and friends.

26 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
$12,500,000
6 Beds ⋅ 7 Baths ⋅ 619953 MLS
This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

31 Sea Lore Ln, 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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