Plantation Key, Florida listings for sale

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$3,275,000 - Plantation Key, FL
109 South Drive Plantation Key, FL - Located in a private, gated community in the heart of Islamorada, 109 South Drive is a rare waterfront retreat that perfectly blends luxury, comfort, and the ultimate Florida Keys lifestyle. The main home features 4 spacious bedrooms and 3.5 beautifully designed bathrooms upstairs, while a separate 1-bedroom, 1-bath apartment downstairs offers privacy for guests or rental potential. Enjoy a custom resort-style pool surrounded by lush, tropical landscaping and a brand-new designer kitchen by Allabastro Designs. Boaters will appreciate the protected dockage with an ipe dock and direct ocean access -- no bridges, no long idle canals. Relax on the rooftop balcony with panoramic ocean views or entertain on expansive outdoor patios. With its unmatched access, thoughtful upgrades, and serene island ambiance, this property is a true Islamorada gem.
1997 | 4 | 3 | 2,782 sqft.
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$3,249,000 - Plantation Key, FL
188 Indian Mound Trail Plantation Key, FL - UNIQUE & SPACIOUS BOATERS' & OUTDOOR ENTHUSIASTS' WATERFRONT HAVENThis nearly quarter acre waterfront property, tucked away with steps from Sunset Point in the coveted and secluded Islamorada's Indian Mound Waterways Neighborhood, is a solid concrete block home secured with automatic and aesthetic roll down hurricane screens. It offers unobstructed views of the Florida Bay with extensive views of the two canals converging. From the home's wide upper living room deck or the 93 feet of concrete dock, observe the dolphins swim and play. Throughout the day, manatees glide by. The four aquarium view underwater lights attract multiple tarpon that linger throughout the night. Soak in the soothing sounds of the coconut fronds. spurred by Florida Bay's gentle breeze. Fishermen and boating enthusiasts can easily launch and secure their boats on either of the two boatlifts with walk-on platforms, decked with dual power and water pedestals. The outdoor custom kitchen is equipped with a killer dock fish cleaning station, all stainless steel ice-maker, sink with faucet, refrigerator, large stove and grill with granite countertops. Guests can relax in the hammocks, in the private Bahamian sandy beach adjacent to the kitchen. Dip and swim in the deep and wide lap pool that is cooled or warmed by the home's large 36-panel solar generation system. Propane-fueled tiki torches illuminate the property. The large concrete firepit adds warmth after a cool swim. Gated grounds are landscaped with delicious tropical fruit trees and plants such as mangoes, pineapples, key limes, coconuts, and bananas. Secure your Recreational Vehicle with RV hookup within the gates. Property amenities include access to the neighborhood's local private beach and dock. As a Plantation Key property owner, enjoy Islamorada's amenities: additional bayside beaches, pickleball, tennis, boat docking, amphitheater, and more. The property is move-in-ready or refer to the Architectural Drawings for remodel ideas.
1973 | 3 | 2 | 2,250 sqft.
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$3,225,000 - Plantation Key, FL
112 Leoni Drive Plantation Key, FL - LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated residence boasts 4 spacious bedrooms and 4 bathrooms. The upper level features three en-suite bedrooms, ensuring privacy and comfort for all occupants. The main living area is highlighted by soaring tongue-and-groove vaulted ceilings and 8-foot impact-resistant French doors that open to a screened lanai overlooking the saltwater pool and canal. The gourmet kitchen is equipped with stainless steel appliances and a gas stove, catering to culinary enthusiasts.The ground floor offers a legal apartment complete with a bedroom and full bath, perfect for guests. Entertain effortlessly on the expansive covered porch, which provides a serene setting to enjoy the outdoors.The saltwater pool is designed for year-round enjoyment, featuring both heating and cooling capabilities, along with a retractable cover for added convenience. A dedicated, air-conditioned ''mancave'' offers ample space for storing boating, fishing, and diving equipment. For boating aficionados, a 20,000-pound boat lift was installed, and the property is fully fenced with a sliding gate, ensuring privacy and security.With nearly $80,000 invested in recent improvements, this home is move-in ready. Embrace the Florida Keys lifestyle with world-class fishing and diving just minutes away. Don't miss the opportunity to own this exceptional waterfront property-- Your Florida Keys Dream Home Awaits!
1992 | 4 | 4 | 2,478 sqft.
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$2,995,000 - Plantation Key, FL
164 Plantation Shores Drive Plantation Key, FL - EXQUISITE OCEAN VIEW POOL HOME! Welcome to Tut's Cay, a luxurious 4 bedroom, 5 bathroom, a sanctuary in The Village of Islamorada, Florida Keys. This property spans on two lots, offering stunning ocean views and privacy. The resort-style pool area includes an outdoor kitchen and golf putting green, perfect for relaxation and entertaining. Boating enthusiasts will appreciate the ample dockage and nearby community boat ramp. Inside, enjoy sophisticated living areas with en-suite bathrooms for each bedroom plus a pool bath. The residence features televisions in every room, large balconies, dual kitchens, and a wet bar. Exterior amenities include a rooftop lounge, private pool and hot tub, sun loungers, hammock, outdoor bar, mini fridge, built-in grill, and firepit. Tut's Cay blends luxury, convenience, and natural beauty for an unforgettable vacation or full time home. Located in the Sports Fishing Capital of World!
1977 | 4 | 5 | 2,970 sqft.
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$2,950,000 - Plantation Key, FL
124 Palermo Drive Plantation Key, FL - Welcome to your turn-key waterfront oasis in the heart of the Florida Keys! This beautifully updated 4-bedroom, 3-bath concrete home captures the essence of island living, offering direct access to both the bayside and oceanside--truly a boater's paradise. The expansive 70' x 12.5' freshly painted concrete dock provides plenty of room for all your watercraft, whether you're heading out for a day of fishing or cruising the turquoise waters. Completely updated and tastefully furnished in 2024, this residence blends modern coastal design with solid construction. A brand-new stucco finish and full exterior paint give the home a fresh, crisp look, while impact-rated windows and doors--paired with new roll-down and accordion shutters--deliver peace of mind year-round. Inside, you'll find a gorgeous, fully renovated kitchen and bathrooms with high-end finishes that reflect the relaxed elegance of Keys living. The open layout flows easily to the outdoors, where a brand-new heated and chilled pool with spa invites you to unwind canal-side. The shaded summer kitchen and BBQ area are ideal for entertaining, and the low-maintenance artificial turf adds a lush, polished look without the upkeep. A large air-conditioned tackle shed offers plenty of space for fishing gear, tools, or hobbies. Upstairs, the main living area includes three bedrooms and two baths, while the lower level features a permitted bath and bedroom plus a kitchenette and flexible office space -- perfect for hosting extended family or weekend visitors. Must see! Meticulously maintained, move-in ready, and thoughtfully designed for both relaxation and recreation--this is island living done right. Don't miss the chance to own a slice of paradise!
1973 | 4 | 3 | 2,229 sqft.
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$2,799,999 - Plantation Key, FL
121 Lake Road Plantation Key, FL - This new construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all the boxes -- it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chef's kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning custom finishes that flow into every room -- from the bathrooms to the doors, closets, and beyond. Designed for entertaining, this home boasts an illuminated 165-bottle wine cellar, a Sonos surround sound system indoors and out, and expansive balcony overlooking the canal. Step outside into your private oasis featuring a pool and spa framed by stone pavers, lush architect-designed tropical landscaping, and a fully fenced yard for ultimate privacy. Boaters will appreciate 60 feet of dockage, a 15,000 lb. boat lift, the popular ''KillerDock' setup, and a state-of-the-art summer kitchen just steps from the water. Located in one of Islamorada's most desirable neighborhoods, you're just a short walk to A-rated schools, local restaurants, and the neighborhood homeowner's park. Whether you're seeking a full-time residence or a weekend escape, this one delivers it all -- and then some.
2022 | 4 | 4 | 2,476 sqft.
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$2,295,000 - Plantation Key, FL
115 Azalea Street Plantation Key, FL - no description
2024 | 5 | 3 | 2,450 sqft.
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$2,285,000 - Plantation Key, FL
163 Fontaine Drive Plantation Key, FL - Custom Waterfront Pool Home! Offering teak wood floors and doors, 16' vaulted ceilings, custom crown and baseboard molding, chef's kitchen with 6 burner Viking gas range and stainless steel appliances.The home is situated on 2 mature landscaped lots with new irrigation system, free form pool with spill-over spa and resurfaced with Diamond Brite coating, new pool heater, chiller and pump including system control for wifi app, expansive patio with stone decking, fire pit and outdoor shower.The home has been well maintained with new tankless water heater, extensive water sealer and barrier to the crawl space under the house, 22 kw Generac generator enables the entire house to function. Concrete dock with permit in place for extended dockage (please see documents for current permit) The harbor provides immediate ocean access.Truly a beautiful traditional family home!
2001 | 3 | 2 | 2,669 sqft.
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$2,000,000 - Plantation Key, FL
230 Apache Street Plantation Key, FL - Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariner's hospital, grocery stores, shopping, entertainment, and Founder's Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether you're seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.
1959 | 4 | 2 | 1,500 sqft.
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$1,999,997 - Plantation Key, FL
133 Ocean Drive Plantation Key, FL - Welcome to Ocean Drive! This exquisite waterfront property is in the charming enclave of Tropical Atlantic Shores, where paradise awaits you. Nestled along a deepwater canal, this solid concrete construction and freshly painted home boasts unparalleled direct ocean and bayside access through Tavernier Creek. Step inside and experience the allure of a modern residence that has been meticulously designed to blend contemporary comforts with timeless elegance. Built with two separate apartment-style spaces downstairs, this property could serve as an excellent investment opportunity or vacation home for avid water enthusiasts. The main living level upstairs offers two bedrooms and one bathroom with an interior staircase leading downstairs to a studio-style apartment with a private entrance. The fourth bedroom is a separate apartment accessed by a private entryway. Expansive screened porches on either side of this home offer even more space to take in the fresh ocean breezes. The 70' concrete dock is equipped with two boat lifts, one 15,000 pound lift for center consoles and a 3,000 pound lift for smaller vessels, plus davits. Mature fruit trees, turf on both sides of the house plus tropical landscaping fleck this oversized lot, complete with a tiki hut for entertaining, two storage sheds, and room for a pool. Enjoy peek-a-boo sunset views from the rooftop observation deck. Updates to this 'coastal contemporary' include impact resistant windows and doors, travertine marble and porcelain tile flooring and exposed pine ceilings. An opportunity to own an exceptional waterfront property in Plantation Key with its remarkable features and prime location.
1975 | 4 | 3 | 2,160 sqft.