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Florida Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 1,143
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$12,499,000
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 5,100 SqFt Days Listed: 105
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

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, creating an inviting and sophisticated ambiance. Designed and fully furnished by Steven G. Interiors spanning over 9,000 sq. ft. of indoor and outdoor living space. This estate offering has four ensuite king bedrooms, including separate guest quarters, five bathrooms, three half baths and 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 butlers pantry, and a pass-through to the outdoor bar area. 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: 349
-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!

$12,500,000
Plantation Key
Trop Coral Reef   - MM: 89.00
3 Bed, 3 Baths, 1,243 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 200ft.

Pure magic. Every step on this property is like a step back in time. Once you pass through the gated coral rock entrance you are instantly transported back to the Old Keys as you wind down the driveway through the shady tropical hammock and meander your way to the settlers beach home circa 1934. The charming 3/3 fishing cabin was meticulously updated to add modern comforts but still maintain its relaxing Old Florida appeal. The kitchen, living room and primary bedroom all enjoy open ocean views and all three bedrooms are ensuite. Just sitting on the shady back porch, enjoying the hush of the palms, you could mistake this breathtaking oceanfront for a postcard of yesterdays Florida Keys a century ago. This one-of-a-kind oceanfront estate property includes 4.3 acres of upland plus another 2.65 acres of baybottom and approximately 400 feet along the water! There is also a deep water dock (going into permitting for repair) and a unique collection of rare mature palms. The Native Residential (NR) Zoning allows for many different options for future development and also allows for weekly rentals. This is one of the rare, truly private large parcels on Plantation Key in Islamorada. Dont miss the opportunity to make this unspoiled piece of the past part of your future in the Keys! Call today for more details and to request a private showing.

$12,850,000
Key Largo
Seaside Subdivision   - MM: 94.50
7 Bed, 7 Baths, 6,585 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat SlipC

Just Completed brand new construction in Key Largo. Welcome to 16 Seaside. This is your opportunity to have it all at your truly rare, ocean front, protected lagoon, Key Largo dream entertainment and relaxation haven. Imagine sitting in your expansive third floor entertainment suite looking out over your outdoor pool and entertainment oasis, 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 kitchen, private lagoon with parking for up to six boats, each with their own shore power and water, secluded 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 have 6,585 square feet under air with state-of-the-art, comprehensive, fully integrated smart home features, which include full home lighting, climate control, audio and security, as well as outdoor control of the pool and outdoor lighting. This amazing property also includes 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 hideaway. Escape to your pool with ocean views, catch some sun on your private beach, or enjoy world class fishing and boating with room for all your friends, their boats and all the water toys. This property enjoys a .48-acre double lot, extremely sturdy preform concrete construction, and investor and 1031 exchange friendly suburban/commercial zoning.

$12,900,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 4,394 SqFt Days Listed: 168
-13.42% ($2,000,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.

Welcome to BAYVIEW HIDEAWAY a generously sized, COMPLETELY RENOVATED home with top-tier finishes showcasing stunning Florida bay views of calm waters and vibrant nightly sunsets, combining tropical charm with modern luxury--ideal for those in search of a tranquil getaway in an unforgettable PRIVATE setting. Situated on TWO SEPARATE LOTS-each with its own parcel ID--the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity. The property features 220+/- FT. OF CONCRETE DOCK, an additional 200+/-ft. of water frontage, THREE BOAT LIFTS, helicopter access, a NEW PRIVATE POOL, and SIX BEDROOMS EACH WITH WATER VIEWS. Ideally located in Islamorada just north of the Channel 5 Bridge with its 65 clearance and 30 minutes from Marathon executive airport, it offers nearly IMMEDIATE ACCESS to the ocean or Intracoastal Waterway, world-class offshore and backcountry fishing, reef diving, and an array of nearby attractions, outdoor activities, and dining--striking a perfect balance of seclusion and accessibility ideal for any boater, angler or water enthusiast!

$12,900,000
Duck Key
Plantation Island   - MM: 61.00
3 Bed, 3 Baths, 4,065 SqFt Days Listed: 221
-3.73% ($500,000) 1 Price Change : Last Change 2 Days Ago
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!

$13,750,000
Key Largo
Misc Subdivision Mm 97 107   - MM: 98.00
4 Bed, 4 Baths, 2,000 SqFt Days Listed: 173
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
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 5,113 SqFt Days Listed: 278
-6.70% ($1,005,000) 2 Price Changes : Last Change 75 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.

$15,000,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
10 Bed, 10 Baths, 6,302 SqFt Days Listed: 147
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. 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; 4 bedroom main house plus 4 bedroom guest house and 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.

$15,990,000
Ocean Reef
Misc Ocean Reef Subdivisiond   - MM: 905.00
8 Bed, 8 Baths, 5,417 SqFt Days Listed: 311
-5.89% ($1,000,000) 1 Price Change : Last Change 2 Days Ago
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

$16,000,000
Key Largo
Anglers Park   - MM: 103.00
4 Bed, 4 Baths, 4,000 SqFt Days Listed: 175
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
Key Largo
Ocean Reef Club   - MM: 905.00
9 Bed, 9 Baths, 6,243 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

�� Experience Elevated Living at Ocean Reef Club!Welcome to one of the most prestigious estates in all of Ocean Reef Club, where elegance,privacy, and world-class amenities converge. Set on over an acre of prime land in this ultra-exclusive gated community, this expansive compound is a rare opportunity to own a truesanctuary within one of Floridas most coveted enclaves.*The Property* Main Residence: 5,425 SF of refined living space Guest House: 818 SF | 2 bedrooms, 1 bathroom, private living area, and full laundry Total Living Area: 6,243 SF | 9 Bedrooms | 9.5 Bathrooms Garage: Oversized 3-car (1,020 SF) Lot Size: 49,607 SF / 1.12 Acres Outdoor Living Area: 1,636 SF of covered alfresco enjoyment Dock: 50 private dock with immediate access to world-class fishing and boatingCrafted with the highest standards of construction, this two-story concrete shell home featuresstucco and stone finishes complemented by a standing seam metal roof--built for both luxuryand resilience. Inside, you will find metal and wood-framed interiors, highlighted by finematerials and meticulous craftsmanship throughout.✨ Luxury Interiors & Amenities Chef-inspired kitchen with 72 Lacanche gas range and Sub-Zero refrigeration Two gas fireplaces for cozy ambiance and elegance Two second-floor primary suites, offering flexibility and privacy Complete elevator system for seamless access across levels High-end finishes including Kohler & Toto plumbing fixtures throughout�� Ocean Reef Club LifestyleAs an owner in Ocean Reef, you gain access to an unparalleled private community experience,including:-Private Airport & Helipad for seamless travel- 175-slip Deep Water Marina and yacht concierge services- 2 Championship Golf Courses & Racquet Club- World-Class Fishing, Diving, and Water Sports-On-Site Private Sc

$17,000,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
7 Bed, 7 Baths, 5,900 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Welcome to Paradise Islamorada. New construction. 7 bedroom. 7 bathroom. Ready to move in. Make your dream a reality. Mile marker #75. Land 2 acres beachfront lot.

$20,000,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
10 Bed, 10 Baths, 6,302 SqFt Days Listed: 865
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. 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; 4 bedroom main house, separate 4 bedroom guest house and 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 $15m see listing #613236.

$20,995,000
Plantation Key
Pearl City   - MM: 88.00
6 Bed, 6 Baths, 7,738 SqFt Days Listed: 139
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 7,738 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 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, tranquil Summer nights.

$21,000,000
Marathon
Sea Crest Heights   - MM: 52.00
5 Bed, 5 Baths, 8,573 SqFt Days Listed: 160
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, find yourself 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.

$22,500,000
Key Largo
Unplatted Lower K.l.   - MM: 92.00
8 Bed, 8 Baths, 8,949 SqFt Days Listed: 469
-10.00% ($2,500,000) 1 Price Change : Last Change 63 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimate privacy & tranquility. The Orchid Cove Estate spans 14.5 Acres offering 1,000 ft. of waterfront & Private Beaches accessed through a grand entrance surrounded by a breathtaking canopy of exotic trees. Award winning Botanical gardens surround the property featuring impeccably curated nature trails leading to the main house, a boathouse, guest villas, & beach cove. Main residence rises 10 ft above the ground level, entered through a footbridge surrounded by coral rock waterfalls & koi ponds. Expansive water views, Library, Theater, Spa & Wellness room, Elevator & Chefs kitchen, private boat dockage,10+ car garage, catering facilities, generator & more. Daily spectacular sunsets. Arrive by seaplane, boat, or car.

$25,000,000
Upper Matecumbe Key Islamorada
Russell Estates   - MM: 83.20
7 Bed, 7 Baths, 6,935 SqFt Days Listed: 150
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin,Boat

Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The homes architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, its an experience.

$27,500,000
Marathon
Coco Plum Beach   - MM: 54.50
9 Bed, 9 Baths, 19,124 SqFt Days Listed: 66
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip50ft.

Discover the epitome of coastal luxury in this brand-new, beachfront estate, perfectly positioned just steps from the sandy shores. Boasting an impressive 200 feet of direct ocean frontage, this captivating masterpiece offers the ultimate in refined living and resort-style comfort. Inside the private, gated entry, the estate features nine beautifully appointed bedrooms, nine bathrooms, one half bath, an expansive kitchen with Sub-Zero & Wolf appliances, executive office, a state-of-the-art gym with its own full bath, and a stylish game room & media room designed for both relaxation and entertainment. The chef-inspired summer kitchen sets the stage for effortless outdoor dining, while the separate guest house, complete with three bedrooms and two full baths, offers a private retreat for visiting family and friends. The elevator services all three floors. The full bar off the main living area includes a large wine cooler, ice maker and refrigeration drawers. Laundry rooms are conveniently located on the first floor, second floor, and guest quarters. Four garage bays provide ample space to house eight vehicles, with nine automated garage doors, plus a tackle room and storage. The oversized 100 x 26 pool with a 16 x 16 beach entry delivers a resort-caliber experience right in your own backyard. Every inch of this home showcases impeccable craftsmanship and top-of-the-line finishes, creating a space that is as functional as it is breathtaking. As a rare and remarkable bonus, this property includes a coveted 50-foot boat slip at the prestigious Bonefish Marina (less than 1 mile on the same street), perfect for exploring the surrounding waters in style. The Marathon International Airport is only 4 miles away for those with private aircraft. Whether youre hosting grand events or seeking a tranquil escape, this estate offers it all. Seize the opportunity to own this extraordinary coastal sanctuary, where luxury knows no bounds and your dream lifestyle becomes reality.

$29,500,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
5 Bed, 5 Baths, 8,680 SqFt Days Listed: 68
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

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 06-15-2025.
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