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$6,450,000
Plantation Key
Plantation Beach   - MM: 87.50
4 Bed, 4 Baths, 2,846 SqFt Days Listed: 66
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: BasinOther

An incomparable bayside Islamorada compound with an exempted deep-dredge boat basin, this enchanting property provides 100 of direct waterfront and .7 acres of professionally manicured mature grounds. Move-in ready 4-bedroom residence offered for only the second time in a generation also provides an opportunity to build a one-of-a-kind property in the coveted Plantation Beach estate area. Enter via a gated entrance with stately mature mahogany trees and towering palms to your own private retreat. The serene and private sanctuary includes a saltwater infinity pool, complete with a spa, heater, and chiller. With year-round direct sunset views, enjoy golden hour evenings lit with tiki torches and landscape lighting throughout. This two-story above-flood traditional keys home offers four bedrooms and three full baths, with an interior staircase that includes separate quarters and an extra kitchenette - an ideal layout for family living or hosting guests. Additional features include a whole house generator, a security system, a spacious garage, and dolphin swim-bys. The neighborhood offers a homeowners park with a boat ramp, beach, and picnic area. It is on a quiet street amongst prestigious estates in a most desirable Plantation Key neighborhood.

$6,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 203
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift400ft.Concr

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

$6,900,000
Plantation Key
Sunshine Estates   - MM: 90.50
3 Bed, 3 Baths, 2,459 SqFt Days Listed: 89
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

Sunset Haven This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stones throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108 of protected dockage with ramp, boat lift and tiki, ample parking and plenty of room for a pool if you need one.

$7,000,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,728 SqFt Days Listed: 98
+4.48% ($300,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

$7,450,000
Plantation Key
Treasure Harbor   - MM: 86.50
4 Bed, 4 Baths, 3,790 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Southern Shore - A Modern Coastal MasterpieceNestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living.Inside, the home features four luxurious en-suite bedrooms, offering breathtaking ocean views. The chef-inspired kitchen is outfitted with custom floor-to-ceiling cabinetry, sleek quartz countertops, and top-of-the-line appliances. State-of-the-art smart home technology, custom-built closets, and the convenience of an elevator elevate both form and function in this sophisticated residence.The interior spaces reflect a perfect balance of elegance and comfort. With floor-to-ceiling windows throughout, the home captures the essence of the tropical lifestyle, offering stunning vistas of the ocean from nearly every room--living areas, kitchen, and bedrooms alike.The outdoor spaces of this estate are designed to host gatherings in style, featuring a rooftop deck, multiple terraces, and a luxurious pool and spa area with an outdoor shower. For boat enthusiasts there is a 12K lift boat and letter from the Village Planning and Building Department allowing a 24K 4 post lift. All protected by a gated entry.Located within the serene Plantation Key community, this property also includes a misting system and occupies an expansive lot with direct ocean access. This is the ultimate tropical sanctuary for those seeking a premier location with unparalleled views, superior construction, and a full suite of luxurious amenities.Note: The owner is a licensed Florida real estate agent. For additional details, please refer to the full property description available in the document tab.

$11,900,000
Plantation Key
Treasure Harbor   - MM: 86.50
6 Bed, 6 Baths, 7,160 SqFt Days Listed: 32
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip3

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The kitchen has a large island with quartzite counters and a waterfall edge, GE Monogram appliances and walk in pantry. The primary suite offers ocean views, his and hers closets and a magnificent bath with a double vanity, free standing tub and ingenious double shower. There is a junior primary suite on this level with its own breakfast bar and refrigerator. The game room is on the 3rd floor with exceptional ocean views, service bar and 600 bottle wine vault! Also on this floor are 4 guest bedrooms with ensuite baths. This oceanfront oasis is gated for privacy and features a 3 car garage plus an additional single car garage! The pavered driveway leads to the front door and entrance foyer where you see the pool and oceanfront beauty shining through. To the left is the gym to work off last nights dinner and the pool deck and dock are straight ahead ready for some fun today. There is plenty of shade by the outdoor kitchen or you can relax on the oceanfront chaises. The pool with sun shelf and spa are ready for your friends and family to enjoy. Need a little extra shade? An oceanfront tiki sits beside a fire pit for the perfect transition from day to night! Tiki torches along the waterfront are the perfect evening accent!

$14,500,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 9,011 SqFt Days Listed: 556
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.Concrete

Nestled in the panoramic setting of Islamorada, Florida, the brand new construction at 87895 Old Hwy offers a premium blend of luxury, privacy, and elegant island living. Sprawled over two acres on the azure Atlantic, this opulent abode stretches a massive 9,011 sq ft under air, extending to over 15,000 sq ft under roof. The expansive property includes five spacious bedrooms, five state-of-the-art baths, along with three additional half baths. The home features Thermador /Uline appliances including ice makers & upgraded eco-insulated commercial CGI windows and doors, an additional investment of $200k over the original allowance, that enhance the comfort and luxury of the interiors. Experience unmatched waterfront vistas with the houses 160 ft concrete jetty wrapped in a retaining wall and an 80 ft dock with electric and water facilities. Preserve your luxury vessels on the 20k 4 post elevator lift, adding convenience to lifestyle. The residence also includes an exercise room w/ possible conversion to 6th bedroom, theater room w/ possible conversion to 7th bedroom , office/den, & a laundry room on each level. An elevator ensures smooth movement across the floors. Indulge in outdoor living with the private pool, jacuzzi & around 1735 sqft of porches for lavish entertainment & serene lounging.The property comes protected by a concrete retention wall along the entire perimeter of the shoreline, ensuring complete tranquility. A private gated entrance exudes grandeur while providing security. This estate is zoned (Residential Estate), allowing the owner to apply for vacation rentals, if desired. Currently under construction with an estimated completion date in February or March 2024, the property is perfect for those seeking a custom luxury experience. Enjoy a world-class island living experience in this architecturally significant estate filled with premium luxuries nestled right on the turquoise-blue waters of the Atlantic. Agents please check agent remarks

$20,995,000
Plantation Key
Pearl City   - MM: 89.00
6 Bed, 6 Baths, 6,946 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 230ft.

Tranquility Haven features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises, and the gentle symphony of waves as your daily backdrop. Nestled on 210 of private sandy beach, this 2.04ac +/- serene oasis invites you to indulge in 6,946 sf of air-conditioned elegance and 1,800 sf of covered outdoor living designed for relaxation and entertaining. At its heart, a stunning 65 blue lagoon pool with swim-up bar stools, propane fire pit and spacious lounging patio promises unforgettable moments with family and friends.Inside, every detail reflects the designers mastery, from the chefs kitchen with SubZero, Thermador, and Wolf appliances to the grand living spaces that blend sophistication with comfort. The residence boasts 2 master suites that include double bathrooms and closets! A luxurious feature of the 1st floor master suite is a shower al fresco surrounded by a unique orchid garden and immediate access to the spa and pool patio. The 2nd floor master suite ensures more privacy and the ultimate sunrise horizon view! Much more is revealed as you walk from room to room - a flex room provides for possibilities of fitness, office or guests. A family room designed with home theater technology, a 2 car garage together with a beach-access garage and professionally landscaped grounds is complete with a tropical fruit orchard! Begin each day with golden sunrises and end with starlit skies, all within the embrace of an ocean breeze. Encounter warm Winter days and cool Summer nights. Whether hosting lavish gatherings or seeking peaceful solitude, this estate can be your haven - a perpetual island vacation in the Florida Keys!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-03-2025.
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