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$11,900,000
Plantation Key
Treasure Harbor   - MM: 86.50
6 Bed, 6 Baths, 7,160 SqFt Days Listed: 92
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!

$11,975,000
Key Largo
Coral Coast Corrected Plat   - MM: 96.00
7 Bed, 7 Baths, 7,567 SqFt Days Listed: 223
-0.21% ($25,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.

Magnificent custom built Bay Front mansion located in Coral Coast. A distinctive gated enclave of only 15 luxury estates. This marvelous Beachfront home is set in the natural beauty of native hardwood hammocks. The home enjoys the rare combination of a private pristine white sandy beach combined with the benefit of a 220-foot dock, multiple boat lifts, ample dockage, and 5 feet of depth. The satisfaction of owning this home, meticulously designed to provide the ultimate in comfort and luxury, goes far beyond the beauty of its surroundings.No expense was spared in Design, Construction, and Materials. State of the art construction techniques such as Post Tensioned concrete slabs, Brazilian Oak hardwood floors, long lasting 1000-gallon buried propane gas tank, high end Elite solid wood cabinetry, Classic elegant Crema Marfil marble on all interior & exterior ground floors, driveways, staircases, terraces, and an elevator serving all levels are just the beginning of a long list of special features too numerous to mention here.This property is strategically located just 40 minutes from the mainland for convenient access when arriving to or leaving from paradise. Beyond a retreat for personal relaxation, this Beachfront estate offers ample space for the entire family and guests. Watching the sunset, playing beach volleyball, Kayaking, paddle boarding, or hosting beachside barbecues at this exquisite home will be part of cherished memories with family and friends for years to come.

$12,499,000
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 5,100 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Defined by its architectural prowess and unique style, this home stands as a rare and exceptional creation, unlike anything else in the Florida Keys. Ascending the staircase flanking a grand pivot door, you enter a sheltered vestibule offering sweeping views of the Florida Bay, bridging indoor and outdoor living. Every detail, from form to function, has been meticulously crafted to provide both visual drama and refined comfort. The thoughtful design fosters a seamless transition from the grandeur of nature to the luxury of the interior. Bali-inspired architecture combines warm, earthy tones, natural stone, and the finest finishes, creating an inviting and sophisticated ambiance. Designed and fully furnished by Steven G. Interiors and spanning 5,100 square feet, the estate offers four bedrooms, including separate guest quarters, five bathrooms, and a bonus room ideal for a private office or gym. The additional 5,000 square feet of ground-level space offers endless potential for customization. Floor-to-ceiling windows flood the interior with natural light, enhancing the open-concept designed for both private moments and grand entertaining. The gourmet kitchen features Wolf and SubZero appliances, double-drawer refrigerators, a striking waterfall island with Taj Mahal quartz, a butlers pantry, and a pass-through to the outdoor kitchen and bar. Two-toned cabinetry with a bronze finish complements the modern elegance throughout the home. A custom wine storage feature wall adds a luxurious touch, while recessed built-ins enhance bedroom spaces. The primary suite features a steam shower with surround sound, heated Toto toilets, separate vanities and closets, and a disappearing TV lift. Located in the Buccaneer Point Estates, this property offers deepwater dockage, ideal for boating and fishing. This home is a statement of refined living, blending unparalleled craftsmanship, cutting-edge technology, and a seamless connection to nature where elegance and luxury converge.

$12,500,000
Marathon
Casa Manana Shores   - MM: 50.50
6 Bed, 6 Baths, 10,852 SqFt Days Listed: 277
-13.79% ($2,000,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip,Basin218ft

Casa Manana Shores, located in the heart of Marathon, is a developers dream or a private owners potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete seawall, including a cut-in protected boat slip. There is even room for a helicopter landing pad to be installed. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction. It has ten bedrooms, six and a half bathrooms, a sauna, game room and great room. Repairs are needed, and the interior needs significant updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with a mini split air conditioner. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile zoning designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property presents the opportunity to create the ultimate secluded retreat of your dreams!

$12,900,000
Key Colony
Coury Subdivision   - MM: 53.50
4 Bed, 4 Baths, 4,752 SqFt Days Listed: 399
-13.42% ($2,000,000) 1 Price Change : Last Change 86 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 62ft.

Welcome to The Sandcastle, nestled in exclusive Key Colony Beach, this custom DAsign Source home epitomizes luxury and boasts open water views! Situated on a gated double lot, with a private sandy beach and lush tropical landscaping, this property offers unparalleled resort-style amenities! Upon entry into a grand foyer, wrought iron staircases lead to an opulent great room, highlighting the view of the saltwater infinity pool and spa with breathtaking views of the Atlantic Ocean beyond. Pool refinished October 24 with all new equipment and water features! Retire to a private primary wing with splendid views from the bedroom, access to the pool deck, en suite bathroom, walk-in closet, and attached study. A masterfully appointed Chefs kitchen is equipped with custom cabinetry, generous island, and high-end appliances. The gorgeous banquette offers stunning open ocean views while the formal dining room is nearby for larger gatherings. Relax on one of several porches such as the covered veranda just off the kitchen which is tailor-made for poolside entertaining with a well-equipped Summer Kitchen. After youve enjoyed the front row seat of stunning sunset views, host memorable movie nights in the exquisite home theater! Family and visitors will enjoy elevated accommodation in any of three upstairs guest suites, each with en suite bathrooms, and one with its own private balcony offering panoramic ocean views! The intuitive floor plan design has added bonuses such as two laundries, a pool accessible bath, a loft, an elegant elevator accessing all floors, and a first-floor garage with secure parking for 4+ vehicles with added storage. Built to withstand the elements with impact doors and windows. Included in the sale is an additional manicured lot, just across the street with a deep-draft canal, complete with a 62 dock to enjoy frequent boating and fishing with ease. In an established neighborhood, but in proximity to town, this spectacular property wont last long!

$13,400,000
Duck Key
Plantation Island   - MM: 61.00
3 Bed, 3 Baths, 4,065 SqFt Days Listed: 149
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Other Dock

Nestled within the confines of exclusive Plantation Island, at the end of a quiet cul-de-sac, lies a monumental Oceanfront estate of unparalleled proportion. Enveloped in lush tropical landscaping, and sprawling across an oversized 17,900 Sq. Ft. Point Lot, boasting stunning Open Water Views, every detail has been considered at this coastal retreat in coveted Hawks Cay! Enjoy Direct Ocean Access with approximately 200 of concrete seawall, with additional dock featuring jetski and boat lifts, this exceptional property allows for frequent boating with ease. Cool off in the resort-style, saltwater infinity pool, or sink into a luxurious hot tub at days end while taking in stunning Sunset Views. Venture inside this colossal masterpiece through a sleek, glass elevator. The show-stopping Great Room features soaring ceilings, well-appointed wet bar, and walls of impact-resistant doors and windows which open to unobstructed Ocean Views. Ideal for entertaining, the open-concept main living space flows seamlessly into an expertly-equipped Chefs Kitchen, complete with premium JennAir appliances, ample prep- and storage space, and generous peninsula with counter seating. Guests will enjoy elevated accommodations in a separate wing, with elegant en suite bathrooms, and access to a spacious veranda overlooking the well-manicured yard and Open Ocean beyond. The primary suite epitomizes luxury, boasting an expansive walk-in closet with custom built-in storage, opulent en suite bathroom, with Ocean Views, deep soaking tub, walk-in shower adorned with walls of onyx stone, and veranda access. The primary bedroom features impact-resistant, pocket sliding glass along two walls, which open entirely for enjoying sublime sunsets and ocean breezes; relax and unwind in this exceptional retreat. The property offers a plethora of parking and storage with detached garage, open- and street parking. Peace and tranquility abound at this extraordinary property!

$13,400,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 4,394 SqFt Days Listed: 96
-10.07% ($1,500,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.

Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS --each with its own parcel ID--the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity.This mini estate is surrounded by water on three sides with 435+/- water-frontage and secured by a 6-foot gated entrance. BAYVIEW HIDEAWAY boasts 220+ of concrete dock, complete with three lifts, power, and water. Ideal for boating enthusiasts, the canal accommodates yachts over 80+ feet and offers convenient access to Channel 5 Bridge with 65-foot clearance for seamless bay-to-ocean access. The second lot even has the potential for a helicopter landing.Meticulously renovated by the original builder in 2020-2021, this home was stripped to the bare framework and reimagined with modern updates, including new electric, plumbing, and impact-rated PGT/WinDoor windows and doors, porcelain tile flooring and Level 5 drywall throughout. The property features smart, energy-efficient upgrades, such as 4 Trane AC units with variable-speed smart thermostats, two water heaters, and foam-filled block insulation. Inside, the home offers picturesque water views from every room and features luxurious details, including Turkish marble stairs, vaulted ceilings, Hunter Douglas window treatments, and Italian marble accents in the primary baths. The spacious layout includes six bedrooms, each with private balconies, two primary suites, 4 bathrooms, and a chefs kitchen with Viking appliances, custom cabinetry, and Vetrazzo countertops.The outdoor spaces feature a new saltwater pool built in 2021 with a heater/chiller surrounded by marble pavers, a bar, BBQ area, a gazebo, an orchid house, pergolas, a putting green, and hot tub.Located in Safety Harbor subdivision in Islamorada--BAYVIEW HIDEAWAY is more than just a home; its a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bayfront location, this estate is a true gem in the Keys.

$13,500,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
7 Bed, 7 Baths, 4,888 SqFt Days Listed: 53
+4.65% ($600,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat LiftCut/

Welcome to Cypress Point, an exceptional and highly private, 7-Bed, 6-Bath, 4,888 Sq Ft oceanfront estate spanning almost a full acre on Cudjoe Key, where luxury and coastal beauty uniquely blend. This custom DAsign Source built home is privately nestled behind an electric gate and boasts the finest finishes and amenities which include an oceanfront pool, outdoor theater, 6-hole golf green, bocci ball and 7-car garage. The grand entry greets you with rough-cut coral flooring, 8-foot doors and an expansive Great Room, offering sweeping ocean views. The gourmet Kitchen is ideal for entertaining and features a Viking stove and microwave, refrigerator, two farm sinks, quartz countertops, ice maker, wine cooler, wet bar and beverage cooler. The adjacent Butlers Pantry is equipped with a SubZero refrigerator/freezer for your added convenience. A pop-up television allows viewing from both the Kitchen and Living Room. The dining area is further enhanced by the vast water views and Summer Kitchen ideal for table side grilling. The main level also features 2 Guest Suites with ensuites and a third 2-Bedroom Family Suite with a private veranda overlooking the Atlantic Ocean. The third floor showcases the luxurious Primary Suite, complete with endless ocean views, private balcony, drop-down screen projector, morning kitchen, walk-in closet and a spa-like ensuite which includes a massive shower, linen closet and drop-down mirror with a television. The fifth Guest Suite with its private balcony completes the third-floor layout. Boating and water enthusiasts will enjoy the deep draft dockage with both 40K and 17K boat lifts, two davits and 6K swim platform. Further enhancing this coastal estate is impact doors and windows throughout, electric blinds, whole-house generator, two 1,000-gallon propane tanks and laundry chutes for your added convenience. The breathtaking open-water views from every room showcase the illuminating sunrises and sunsets in this picturesque estate.

$13,750,000
Key Largo
Misc Subdivision Mm 97 107   - MM: 98.00
4 Bed, 4 Baths, 2,000 SqFt Days Listed: 101
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip,

Aptly named The Sanctuary Islet, this rare, secluded peninsula is a hidden gem within a protected 25-acre private preserve of native trees and mangroves in scenic Key Largo-- the first island of the Florida Keys. Privacy is a key feature of this property, offering breathtaking views, lush tropical vegetation and daily visits from exotic birds. Enjoy year-round sunrises over the Atlantic from this truly unique retreat.Surrounded by pristine ocean yet walking distance to restaurants, bars, etc. this resort-like estate provides an experience comparable to a private island--but with all the conveniences of mainland living. Behind two private entry gates, this estate offers what is likely the most secluded and private setting in all of the Florida Keys.The 4,000 sq. ft. main home features 2,000 sq. ft. of balconies plus 4,000 sq. ft. of additional space downstairs. With four spacious bedrooms, including luxurious ensuite bathrooms, this home is designed for ultimate comfort and convenience. The indoor-outdoor tropical bathrooms add a touch of luxury, blending sophistication with nature. The seamless integration of indoor and outdoor living spaces immerses you in the lush surroundings, with ample space for al fresco dining, lounging, and entertaining.Pre-approved plans for a 3-bedroom, 3-bath guest house are included. As featured in The Wall Street Journals Global Mansions, this estate was designed by a world-renowned architect-engineer team and built to withstand direct-impact Category 5 storms.For boating enthusiasts, navigate your vessel into your own protected boat slip, accommodating a 45 boat on a 24,000-pound lift, with an expansive turning radius and direct access to a wide-open turning basin--no fairway maneuvers required.Whether you plan to make this your primary residence or an investment property, this turnkey home comes with a great management team in place. Opportunity to unite with an adjacent property, creating your won compound.

$13,995,000
Cudjoe Key
Sacarma   - MM: 21.00
31 Bed, 31 Baths, SqFt Days Listed: 290
-3.45% ($500,000) 1 Price Change : Last Change 82 Days Ago
Multi-Units - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Basin

Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean. Owner is licensed Realtor. Please do not walk on the property without an appointment

$13,995,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 5,113 SqFt Days Listed: 206
-6.70% ($1,005,000) 2 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

Garden Coves Southern Diversion is a peaceful and private North Key Largo escape, conveniently located right off John Pennekamp State Park and just a stones throw from Ocean Reef and quick ride to South Miami. Gorgeous open water view throughout the spacious home, plus over 350 of waterfront; excellent boating location just south of Jewfish Creek Bridge for fast Ocean to Bay access. Multiple nearby fishing and dining destinations make this property all the more desirable. Protected 30 and 70 docks on the inside canal for your island living toys. The home is being offered together with additional back lot and plans for guest home, both mixed use zoned parcels allow for wedding venue and vacation rentals or to host an abundance of events and guests. Current rental income available upon request.

$14,500,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 9,011 SqFt Days Listed: 616
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, 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

$14,500,000
Key Largo
Seaside Subdivision   - MM: 94.50
7 Bed, 7 Baths, 6,585 SqFt Days Listed: 158
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.Concr

Welcome to 16 Seaside. This is your opportunity to have it all at your truly rare, ocean front, protected lagoon, new construction, Key Largo dream entertainment and relaxation haven. Imagine looking out past your outdoor pool and entertainment suite, across your private lagoon, past your tiki hut on your private beach to your view of the Atlantic Ocean. Outside you have 7 balconies, resort quality pool and covered entertainment oasis, private lagoon with parking for up to six boats each with their own shore power and water, private beach with tiki hut, privacy fences, automatic gate and approximately 2,500 square feet of covered parking. Inside you have all the amenities of a modern, newly constructed luxury home. You will have 6,585 square feet under air with state-of-the-art, comprehensive, fully integrated smart home which include full home lighting, climate control, audio and security, as well as outdoor control of the pool and outdoor lighting, multilevel entertainment options, stunning ocean views, 7 bedrooms with a primary on each floor, 7 full in-suite bathrooms, 2 half baths, multi floor laundry rooms, walk in and climate-controlled showpiece wine cellar, exquisitely appointed custom made kitchen, three level elevator, 4 zone cooling, and a whole home back-up generator. Located in Key Largo, this spectacular home is only an hour drive to Miami offering easy travel, big city entertainment and dining while allowing a quick escape back to the tranquility of your seaside oasis. Enjoy world class fishing and boating with room for all your friends, their boats and all the water toys. Suburban/commercial zoning is investor and 1031 exchange friendly. 16 Seaside is currently under construction and delivery is scheduled for end of April, 2025. Call today to make sure delivery is to you.***Note: This is a double lot with total lot size of 21,250 sq ft.

$16,000,000
Key Largo
Anglers Park   - MM: 103.00
4 Bed, 4 Baths, 4,000 SqFt Days Listed: 103
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

Experience the ultimate in luxury and design at this custom-built masterpiece on a private peninsula along the coveted Adams Cut Waterway. This 4-bedroom, 7-bathroom estate spans 4,000 square feet and offers breathtaking open water views, unmatched privacy, and world-class amenities. From the triple-poured concrete roof to La Finesta impact windows, every detail of this fortress is built to the highest standards. Enter through the curved travertine staircase with underlighting and custom water feature. The main living area features floor-to-ceiling windows, a Nexus TV that descends from the ceiling by remote, and a wet bar with an ice maker and storage. The chefs kitchen is an artistic showpiece, complete with a backlit quartzite waterfall island, soft-close cabinets, a built-in wine cooler, and high-end appliances. The private top-floor primary suite offers a spa-like atmosphere with panoramic views. A bonus room on the same level adds versatility, perfect as an office, gym, or library. And a rooftop infinity pool featuring a swim-up bar, ambient lighting, and water features, creating a resort-style oasis. The ground level is designed for entertaining with a summer kitchen, Lynx grill, salt-chlorinated pool, and teak-clad ceilings. A turf yard and paver driveway adds style and functionality. This home is fully equipped with a whole-house generator, elevator, custom closets, remote controlled shades, and an advanced security system with remote access. A stocked 100-bottle wine cellar, ample dockage, a 20x8-foot swimming platform, and so much more. This estate is more than a home--its a lifestyle. Dont miss the opportunity to experience this extraordinary Key Largo retreat.

$16,990,000
Ocean Reef
Misc Ocean Reef Subdivisiond   - MM: 905.00
8 Bed, 8 Baths, 5,417 SqFt Days Listed: 239
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

A Rare Opportunity to Own One of Ocean Reefs Finest EstatesSet on one of the largest and most prestigious lots in Ocean Reef Club, this newly constructed waterfront masterpiece is designed to be a legacy estate--a home to be cherished by generations to come. With 8 bedrooms, 7.5 baths, a private guest casita, and a full elevator system, this is a resort-style sanctuary that balances elegance, comfort, and enduring quality. Move in this summer and experience unobstructed long Ocean Reef sunset views from this exceptional Sunrise Cay residence.Unparalleled Design & Versatility:-5,417 SF of Interior Space + 1,633 SF of Outdoor Living-Main House: 4,657 SF | Casita: 760 SF (2 Beds, 1 Bath, Living Room, Full Laundry)-Two Expansive Primary Suites (One on Each Level)-Flexible Spaces: 8 bedrooms can sleep 14 guests, or be transformed into home offices, a fitness studio, or media lounge-Second-Floor Coffee Bar & Dual Laundry RoomsResort-Style Outdoor Living:-100 of Direct Waterfront with a 50 Private T-Dock-632 SF Pool + 63 SF Spa with a cabana bath-Outdoor Gas Fireplace, Wolf Outdoor Kitchen, and Al Fresco Dining-Lush Mature Landscaping for Privacy & TranquilityWorld-Class Chefs Kitchen:-72 LaCanche French Range & Sub-Zero Refrigeration-Custom Mouser Cabinetry & Dual Kitchen Islands-Quartz Countertops & Wolf Stainless Steel Outdoor KitchenBuilt for Longevity, Security & Comfort:-774 SF Garage + Motor Court for Multiple Vehicles & Golf Cart Parking-Impact-Resistant Sliding Glass Doors & Windows-Two-Story Concrete Shell Construction + Metal RoofThe Best of Ocean Reef ClubLocated in the exclusive Sunrise Cay neighborhood, this private waterfront sanctuary offers rare unobstructed sunset views, direct boating access, and is just moments from the clubs championship golf courses, private airstrip, marina, and elite dining.This rare opportunity to own a generational Ocean Reef estate wont last

$17,000,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
10 Bed, 10 Baths, 6,302 SqFt Days Listed: 75
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift,Dav

3 HOMES, OVER 100 PROTECTED DOCKAGE & OVER 550 NATURAL OCEANFRONT BEACH ~Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. Now being offered for the very first time, this one of a kind legacy property beckons you to bask in original elements of the Florida Keys way of life at Kids Cay. Three charming homes; a timeless 4 bedroom main house plus 4 bedroom guest house and a lovely 2 bedroom caretakers cottage. This tropical and tranquil estate offers ample and protected concrete dockage (104 feet and 34 feet) and oceanfront observation pier. Extra wide and spacious porches adorn every corner of the classic homes and are a seamless blend of indoor and outdoor living maximizing the infinite open water views and constant ocean breezes. Enjoy complete privacy lounging by the resort-style pool or stroll barefoot along your private beach, and nature preserve; a sanctuary for plethoras of beautiful native birds. This estate is the epitome of true island living and serenity and beautifully lends itself to photo shoots, movies, weddings and luxury weekly rentals. This offering is for the south side (over 4 acres upland plus ocean bottom parcel) of property and over 550 of beachfront. See MLS#604054 for entire offering.

$20,995,000
Plantation Key
Pearl City   - MM: 88.00
6 Bed, 6 Baths, 6,946 SqFt Days Listed: 67
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!

$21,000,000
Marathon
Sea Crest Heights   - MM: 52.00
5 Bed, 5 Baths, 8,573 SqFt Days Listed: 88
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Discover the crown jewel of the Florida Keys.This extraordinary five-acre oceanfront estate redefines luxury, offering 244 feet of private ocean frontage and unmatched tropical serenity. From the moment you pass through the gated entrance, youll be immersed in a world of elegance, privacy, and unparalleled amenities.A timeless Chicago brick-paved driveway winds gracefully along the lush rain forest and fruit orchard, leading through the grand Palm Alley to the heart of the estate, setting the tone for the tropical oasis that awaits.The custom-designed 5,600+/- sq. ft. main residence by DAsign Source showcases architectural brilliance and exquisite craftsmanship. A separate 2,999 sq. ft. guest house includes its own kitchen, multiple bathrooms, workshop, and spacious living areas, making it ideal for hosting guests or staff.The resort-style pool features waterfalls, waterslide, a Tahitian-style river, an expansive spa, a swim-up tiki bar, and a tiki village. Private bedroom balconies provide direct access to this stunning pool, making it perfect for tranquil escapes and lavish entertaining.Boating enthusiasts will love the private marina, boat ramp, and charming bait shack, offering instant access to the world-famous waters of the Keys for fishing, diving, and boating adventures.Inside, the estate is designed to impress, featuring a gourmet kitchen, opulent guest suites with private balconies to the pool, and a luxurious movie theater. The primary en-suite dazzles with a spa-like sanctuary, ensuring every moment here is extraordinary.Beyond the elegance, this estate is built for durability, with impact-resistant windows and doors, generator, and cistern. Outside, enjoy expansive porches, multiple garages, a barn, and a tortoise habitat . With potential for a private hangar, this property offers unmatched exclusivity.Experience the pinnacle of Florida Keys living--where luxury, tranquility, warmth and prestige come together in perfect harmony.

$21,900,000
Summerland Key
Niles Channel Subdivision   - MM: 25.00
5 Bed, 5 Baths, 3,392 SqFt Days Listed: 267
Off Shore Isl - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Other Dockage,

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and the Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5-star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate five-bedroom, four-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO-exempt permit allows for constructing another dream home. This is a completely turnkey, fully furnished property that provides a peaceful, tropical escape from the ordinary. This purchase includes a Shore Station Lot completely fenced in to leave vehicles and has a 58 seawall to accommodate your personal ferry. Full list of amenities included in the documents tab.

$22,500,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
10 Bed, 10 Baths, 6,302 SqFt Days Listed: 793
-24.37% ($7,250,000) 3 Price Changes : Last Change 51 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift,Dav

Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. Now being offered for the very first time, this one of a kind legacy property beckons you to bask in original elements of the Florida Keys way of life at Kids Cay. Three charming homes; a timeless 4 bedroom main house, separate 4 bedroom guest house and a lovely 2 bedroom caretakers cottage. This tropical and tranquil estate has nearly 8.5 acres of upland plus 7.98 acres of ocean bottom plus ample and protected concrete dockage (104 feet and 34 feet) and oceanfront observation pier. Extra wide and spacious porches adorn every corner of the classic homes and are a seamless blend of indoor and outdoor living maximizing the infinite open water views and constant ocean breezes. Enjoy complete privacy lounging by the resort-style pool or stroll barefoot along your private beach, and nature preserve; a sanctuary for plethoras of beautiful native birds. This estate is the epitome of true island living and serenity and beautifully lends itself to photo shoots, movies, weddings and luxury weekly rentals. Also being offered with south side only for $17m see listing #613236.

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 04-04-2025.
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