Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Shark Key homes for sale below are on the gulf side / bay side.
Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light.Inside, a series of exquisite arches adds a touch of old-world charm and craftsmanship, softening transitions between spaces and lending the home a sense of timeless character. Each bedroom is a private retreat with its own en suite bath, offering comfort and privacy for both residents and guests.The open-concept layout features soaring ceilings and expansive living areas that flow effortlessly to the outdoors. A lush tropical landscape surrounds a serene pool and spa, ideal for relaxing or entertaining. Beyond, an elevated observation deck and private dock extend your living space over the water--perfect for sunset views, paddleboarding, or simply taking in the stillness of the sea.Just minutes from Key West, yet worlds away in atmosphere--this is island living, redefined.
Tucked behind swaying palms and lush tropical landscaping, this elegant and timeless waterfront estate captures the essence of Florida Keys living--from breathtaking sunset views to exceptional outdoor spaces. Whether youre lounging on your private beach or entertaining by the pool, every moment here is a reminder of why you chose island life.Inside, sun-drenched living areas showcase wide-open Gulf views and an abundance of natural light. The gourmet kitchen is thoughtfully designed with custom cabinetry, high-end appliances, and a spacious island--ideal for both everyday living and entertaining. Upstairs, the master suite features panoramic water views and a generous walk-in closet. Three additional bedrooms are located on the upper level, with a fifth bedroom and full bath on the main level offering added flexibility.Designed for seamless indoor-outdoor living, the home opens to a private deck, sparkling pool, and an observation dock--perfect for catching every sunset. Additional features include a copper patina roof, a 3-car covered carport, full generator, ample storage and a wave runner lift.Located in the prestigious, gated community of Shark Key, just minutes from Key West, this estate offers access to resort-style amenities including a clubhouse, inland swimming lagoon and beach, plus pickleball and tennis courts.24 Cannon Royal Drive is everything you love about the Keys--all wrapped into one exceptional waterfront property.
Timeless European Elegance! This custom 4BD/5BA Mediterranean villa in gated Shark Key offers 5,180 SF of luxurious living. Features include soaring ceilings, gourmet Viking kitchen, office, game room, and stunning open-water views. Enjoy indoor-outdoor living with expansive decks, pool, fireplace, and multiple entertaining areas. The spacious primary suite includes a sitting area, wet bar, dual walk-ins, and private terrace. Additional highlights: Borano mahogany doors, elevator-ready design, chair lift, impact windows/doors, dual garages, and first-floor guest suite. Amenities include private lagoon, beach, tennis, pickleball & clubhouse. Furnished with exclusions.
Motivated Seller! Discover luxury living in this stunning 4BD/3.5BA custom home in the exclusive gated community of Shark Key. Featuring 3,875 SF of refined space, this residence offers soaring ceilings, designer finishes, a gourmet kitchen with Wolf & Miele appliances, and seamless indoor-outdoor living. Enjoy a heated infinity pool, spa, and breathtaking Gulf sunsets. Dual primary suites, office/flex room, EuroCave wine bar, and lush tropical surroundings complete this waterfront oasis. Private, secure, and built to impress.