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Upper Florida Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 480
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$7,650,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
4 Bed, 4 Baths, 3,860 SqFt Days Listed: 133
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

THE LAST RESORT offers breathtaking views of the Atlantic Ocean, complemented by expansive & covered verandahs, poolside Chaise lounge chairs and beachfront hammocks that invite you to soak in the beauty of the surroundings. This home is the Historic, 1922 residence of Roger and Sarah Albury. With 165 of private sandy beach at your disposal and a 15 x 30 heated swimming pool by the seaside, relaxation and enjoyment are easily obtained. All of this is set on over one acre of lush tropical land, providing a serene and private retreat. Additionally, the property features a 37.5 private concrete dock on the adjacent canal, offering convenient access to the water for boating enthusiasts. Located in the heart of the Florida Keys, this is truly an exceptional property, offering 4 bedrooms and 5 baths, with 3,860 square feet of living space. The layout of the house is particularly well-suited with the majority of the living space conveniently located on the ground floor. The large suite and bath upstairs enjoy access to the roof-top deck where one can enjoy breathtaking sunrises and seemingly endless ocean views. The beach entry into the ocean is perfect for paddleboarding or kayaking.

$7,991,000
Key Largo
Key Largo Ocean Shores   - MM: 98.00
3 Bed, 3 Baths, 5,420 SqFt Days Listed: 96
-0.11% ($8,900) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Welcome to The Oasis, a sanctuary of elegance nestled in the heart of Key Largo, Florida. Gracefully situated along the azure waters of the Atlantic Ocean, this exquisite villa epitomizes modern sophistication and timeless charm. Spanning an expansive 46,300 sqft of prime real estate with over 86 feet of ocean frontage, it offers breathtaking, uninterrupted ocean views. The 75-foot infinity-edge pool, private beach with boat access provides an extraordinary resort-style experience. Imagine swimming in your private section of the Atlantic Ocean. This home is a testament to natural beauty and refined design, presenting a unique investment opportunity. Buyers agent welcome to show the house! Architectural plans are available for adding an additional 4 bedrooms, 2 bathrooms, and 150 dock.

$7,999,000
Key Largo
Cardsound Point 1   - MM: 905.00
3 Bed, 3 Baths, 3,649 SqFt Days Listed: 369
-11.11% ($1,000,000) 1 Price Change : Last Change 222 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Sl

This unicorn oceanfront Estate is a breathtaking sanctuary nestled in the Florida Keys. Beyond a private gate lies a drive-through with acres of preserved nature, leading you to your private island--a haven that once captivated Budd Post, the visionary engineer behind the iconic Card Sound Road connecting Miami to The Keys. Marvel at 360-degree views from the extended decks or unwind beneath the tiki, perched at the waters edge, offering the perfect vantage point to reflect on a day spent exploring the untouched waters of the Florida Keys by boat. Crafted with meticulous attention to detail, this concrete masterpiece is designed to withstand the most extreme weather conditions, ensuring durability without compromising on elegance. The interior boasts a sophisticated living room with cathedral ceilings, complemented by a grand limestone fireplace that exudes warmth and charm. The inviting dining room provides open ocean views, creating a perfect backdrop for memorable gatherings. Three bedrooms, each with en-suite bathrooms, offer comfort and privacy. The expansive 130+ feet of concrete dockage is an impressive feature, providing ample space for your maritime pursuits. Whether youre an avid boater or wish to enjoy the serenity of waterfront living, this property caters to your every desire. Additionally, this exceptional home includes an adjacent canal-front lot, further enhancing the potential for your dream coastal lifestyle. Seize the opportunity to own a piece of paradise where luxury meets nature and where every day brings a new chapter of coastal living in the enchanting Florida Keys.

$8,300,000
Key Largo
Sunrise Point   - MM: 95.00
10 Bed, 10 Baths, 5,392 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Magnificent bayfront estate with 2 homes plus a Keys Cottage. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels plus deeded baybottom make this a truly unique property. Gated for privacy, the driveway passes the Coral House, which is used as a licensed vacation rental. Continue towards the bay where the Cottage and Florida Bay House are nestled into the mature tropical landscaping. Florida Bay is straight ahead with a jetty into the Bay which is the perfect spot for sunning or stargazing. The boatramp next to the jetty is handy for launching kayaks and paddleboards to explore Florida Bay. Originally built in 1961, the Florida Bay House was expanded in the early 70s and has 3 bedrooms and 3 baths with the master suite upstairs. The Cottage was built in 1956 and is a quaint guest house. The Coral House has 4 bedrooms and 3 baths, was built in 1992 and is in the X flood zone. Come and take a look and fall in love with this beautiful bayfront property.

$8,400,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 6,269 SqFt Days Listed: 314
-1.18% ($100,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Li

Live the ultimate island life at The Point ... one of Islamoradas most elegant oceanfront estates with a one-of-a-kind peninsula stretching out into the Atlantic for breathtaking sunrises and torch-lit evenings soaking in the tropical breezes. Beautifully situated on a sprawling 1.5 acres of upland, The Point boasts your own private boat basin with boat lift and jet ski davits and an expansive sandy beach surrounding the lagoon-style pool and spa. There is also a hand-painted poolside tiki bar with custom wood counters, bar sink, mini-frig, and poolside entertainment system for resort-style fun in the sun. This property stands out on Islamoradas Millionaires Row, which is an eclectic collection of unique open water estates all with distinctive entry gates, winding driveways and lush tropical foliage. This privately gated estate also includes a shady, lighted tennis court with courtside tiki hut, plus a wide circular driveway that offers plenty of room for parking RVs and trailers. There is also a two-car garage and an air-conditioned tackle/storage room. Upstairs on the main level is an expansive living room with open water views, tongue and groove wood ceilings, ocean view dining room, and a spacious kitchen with gas cooktop and high-end appliances. Also on the main level is a bedroom wing with the sprawling ocean view primary suite, private ocean view porch, and a roomy primary bath with soaker tub and wrap-around views of the beach and the endless turquoise ocean. Around the corner from the primary suite is a second bedroom with its own porch which shares a full bath with the office. The office could also be used as an upstairs third bedroom or extra guest room if desired. The downstairs area adds three bedrooms and three full baths in two private, fully appointed efficiency guest suites. Enjoy the serenity and privacy of The Point with immediate family or invite your friends with plenty of room for entertaining inside and out. Must see!

$9,850,000
Key Largo
Buccaneer Point   - MM: 98.00
6 Bed, 6 Baths, 4,592 SqFt Days Listed: 77
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Welcome to this stunning bay-front contemporary single-family home located at 39 Mutiny Pl, Key Largo, FL. This exquisite residence spans 4592 square feet and offers 6 bedrooms, 5.5 bathrooms, and a wealth of luxurious amenities.As you step inside, youll be captivated by the architectural elements, including the developers signature spiral staircase and floor-to-ceiling windows that bathe the space in natural light. The home boasts a state-of-the-art Kef sound system, IP Smart Camera System, 20-foot bi fold accordion windows in entertainment area to completely immerse yourself with an outdoor/indoor experience creating an ideal setting for both relaxation and entertainment.The kitchen is a chefs dream, featuring top-of-the-line Miele appliances, porcelain countertops, cabinets finished with a stunning Caracalla Naturale Wood and beige Ovatta doors imported from Italy by Pedini Kitchens. The primary bedroom features a morning bar with refrigerator beverage center, LED Linear lights in the ceiling, dreamy views of the Bay, custom millwork decorative paneling and an oversized Italian master closet. The ensuite bathroom is a sanctuary of indulgence, with separate vanities, TOTO washlet smart toilet system, a soaking tub, dual shower system, finished in a porcelain tile imported from Spain.Outside, the property offers a below-ground saltwater pool, a private dock, and a fully turfed rooftop terrace, all showcasing breathtaking water views and perfect for entertaining. The outdoor space also includes an Al fresco appliances summer kitchen, a wet bar and golf putting green. The dock includes a 20,000-pound boat lift with space to add your own jet ski dock, another boat lift or a floating dock.

$9,995,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 3,389 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Basin,Boat Li

The literal meaning of paradise comes alive here at Elysian Bay. Enter this stunning and incredibly reimagined bayfront residence exuding luxury living with the natural beauty of its coastal surroundings. Open-concept design showcases the panoramic Florida Bay views of the coveted high elevation Plantation Key location. The spacious living area features chefs kitchen, high ceilings, extra large Eurowall impact doors and windows highlighted by elegantly simplistic finishes. The primary suite overlooks the resort inspired gardens, enhancing your outdoor experience on the Bay. Additional guest bedrooms both upstairs and downstairs are beautifully designed, ensuring comfort and privacy for family and friends. Ample, multi boat protected dockage with lift, lounging beach, tiki torches, outdoor shower, jacuzzi, tackle house and lagoon waterfall pool outfit this property the perfect playground for all. Step outside and soak up the breathtaking sunsets where Elysian Bay offers quiet seclusion and the heavenly Islamorada lifestyle youve been waiting to embrace.

$10,500,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
6 Bed, 6 Baths, 6,100 SqFt Days Listed: 273
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Boat Lift

Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights for tennis and pickleball courts. A rare blend of elegance and coastal bliss.

$10,500,000
Key Largo
Anglers Park   - MM: 103.00
6 Bed, 6 Baths, 4,780 SqFt Days Listed: 182
-12.50% ($1,500,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

Discover the epitome of luxury living in Key Largo! This exquisite residence offers 6 bedrooms and 6 bathrooms. Upon arrival, youll be captivated by the high ceilings that sets the stage for gracious entertaining. The propertys eastern exposure ensures that youll wake up to stunning sunrises and bask in abundant natural light throughout the day. The gourmet kitchen features all the essentials. The primary bedroom boasts a walk-in closet and a luxurious ensuite bathroom with dual vanity and a separate tub/shower, offering a serene retreat. Step outside to the private outdoor sanctuary, complete with a below-ground pool, balcony and Tiki where you can savor the breathtaking water views and create cherished memories. Seize the opportunity to experience waterfront living in Key Largo.

$10,750,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
6 Bed, 6 Baths, 6,866 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,BasinConcr

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Dont miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

$10,900,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
4 Bed, 4 Baths, 4,512 SqFt Days Listed: 303
-5.22% ($600,000) 1 Price Change : Last Change 61 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip,

Unravel your dreams through this gated Estate Residence encompassing entire peninsula with over 500feet of bayfront and protected crystal clear waters. This pristine private luxury resort style property and residence includes designs by DAsign Source and provides ultimate privacy while exposing the surrounding majestic waters. Avid boaters will appreciate this dockage for multiple large boats, plus onsite boat ramp Y private boat lift. Marked features of this Estate include professionally designed infinity pool & waterfalls, jacuzzi, and salt water pond overlooking the bay, manicured lawns with 28 zone irrigation, extensive tropical landscaping, paver brick driveway, detached 2 car garage plus additional undercover parking, separate multipurpose CBS building, expansive outdoor porches and entertainment areas, German inspired indoor & outdoor fireplace, stand alone carport with car washing facilities, full home generator, home security system, advanced stereo system for interior & exterior of home. This custom designed concrete Residence consists of two buildings attached by large open covered breezeway. Enter into the foyer leading to a grand interior living and entertaining area offering views in every direction, all of which lead out to expansive wrap around porches. Custom gourmet kitchen with dual refrigerator, dual dishwashers, dual ranges, all Viking appliances, wet bar with wine cooler, & multiple sinks. Private office, walkin pantry, & guest bath. The sleeping quarters located in separate building offers private third floor master suite & bath with steam shower, jacuzzi tub, dual sinks, & a dream walkin closet. Two additional guests rooms, bathroom & living area on main level. Additional ground level cabana bar, plus private guest suite. This grand Estate home was completely rebuilt in 2006 and 2009 with two separate buildings attached by exceptional breezeway and all overlooking the beautiful gulf front waters. So much more...call for full details.

$12,000,000
Key Largo
Coral Coast Corrected Plat   - MM: 96.00
7 Bed, 7 Baths, 7,567 SqFt Days Listed: 80
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.

$12,500,000
Plantation Key
Treasure Harbor   - MM: 86.50
6 Bed, 6 Baths, 7,160 SqFt Days Listed: 131
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: 380ft.Concrete

***BOATERS PARADISE!!***BRAND NEW LUXURY HOME FEATURING PANORAMIC WATER VIEWS. THIS EXQUISITE 3 STORY RESIDENCE BOASTS A NEW SEAWALL COMPLETE WITH A DOCK AND BOAT LIFT. THE PROPERTY FEATURES 6 BEDROOMS, 7 FULL BATHS AND 2 HALF BATHS ON 3 FLOORS WITH A PRIVATE ELEVATOR. THE OUTDOOR POOL AREA IS AN ENTERTAINERS DREAM, COMPLETE WITH A FULLY EQUIPPED KITCHEN, CUSTOM POOL AND MAN-MADE BEACH. THE INDOOR SPACES ARE EXPANSIVE, HIGHLIGHTED BY TWO GENEROUSLY SIZED PRIMARY BEDROOMS. ENJOY BEAUTIFUL SERENE WATER VIEWS FROM EVERY ROOM. THIS STUNNING OCEAN FRONT OASIS AWAITS!

$13,995,000
Upper Matecumbe Key Islamorada
The Russell Estates   - MM: 83.50
7 Bed, 7 Baths, 6,696 SqFt Days Listed: 57
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.Concre

Discover the essence of elegance at Southern Paradise, a coastal masterpiece nestled along the Atlantic Ocean. Located at Mile Marker 83, this property offers direct Old Road access, perfect for walking, biking, or carting. With over 200 ft of beachfront on 1.5 acres, the main residence boasts sunny verandas, 5 bedrooms, 6.5 baths, and more than 5,600 sq ft of air-conditioned living space. A separate guest cottage provides an additional 2 bedrooms and 2 baths, ideal for visitors seeking comfort and privacy. A paved old brick driveway leads up to both entrances and garage. From the moment you step into the inviting french door entrance your eyes are fixated on blue sky, beach and water. The 1st floor living space opens to a cool, grassy lanai, leading to the beach, a lap pool, and a hot tub. Spacious patios offer ample room for guests to savor the Caribbean breezes, while the pier, skiff lift, and kayak launch provide easy ocean access. The main residence is designed for entertaining, featuring expansive ceilings and a layout that includes both an East and a newly added West wing. Each generously appointed bedroom comes with its own ensuite bath, ensuring ultimate comfort and privacy for family and guests. On the 1st floor, East-facing french doors open to over 1,900 sq ft of covered terrace. The open-concept great room encompasses a kitchen equipped with a Wolf gas range, double SubZero refrigeration, and an attached wine cellar, all centered around an expansive island counter. A wet bar and powder room adjoin the kitchen, enhancing convenience for gatherings. The West wing includes an exercise room with a full ensuite spa bath and a luxurious primary suite. The master bath features an ocean-view soaking tub, double vanities, a separate shower, bidet, and water closet.This wing also offers a well-equipped laundry room, storage cabinetry, an office alcove, and direct garage access. 2nd floor presents 2 guest rooms that share a sitting room, wet bar, & terrace.

$14,500,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 9,011 SqFt Days Listed: 473
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

$14,500,000
Key Largo
Seaside Subdivision   - MM: 94.50
7 Bed, 7 Baths, 6,585 SqFt Days Listed: 15
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 January, 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.

$15,000,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 5,113 SqFt Days Listed: 63
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.

$25,000,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
10 Bed, 10 Baths, 3,772 SqFt Days Listed: 650
-15.97% ($4,750,000) 2 Price Changes : Last Change 220 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, an expansive 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.

$25,000,000
Upper Matecumbe Key Islamorada
Russell Estates   - MM: 82.80
7 Bed, 7 Baths, 8,288 SqFt Days Listed: 322
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Slip,Boat

SERENITY CAY is an unparalleled and extraordinary estate nestled in the heart of Islamorada. This exclusive 3.37-acre compound offers utmost privacy with its gated and fenced entrance. As you enter the property, a picturesque driveway winds through lush tropical landscaping, setting the stage for the opulence that awaits. The gardens host raised beds, lemon, lime and avocado trees, banyan and native trees and a coral rock stone fire circle. The main house, spanning an impressive 6,935 sq. ft. (5B/6.5B), and the charming 1,353 sq. ft. cottage (2B/2B) both exude elegance and sophistication. Expansive shaded verandas extend from both residences, providing a seamless transition between indoor and outdoor living and providing expansive lounging enjoyment around the private, heated and chilled infinity edge pool and spa. With a total of 6,830 sq. ft. of shaded decking adorned with exquisite travertine stone flooring, youll have ample space to relax and entertain while enjoying the breathtaking views. Situated on the Florida Bay, this tropical retreat boasts an array of exceptional features. Two protected boat basins, complete with jetties, a waterfall, boat ramp, and a boat lift in the second protected boat basin, ensure that your boating desires are met. The 230 of water frontage on the bay allows for unforgettable sunsets and rare, but easy access to the oceanside, just one mile away. Additionally, the property extends 150 into the Florida Bay, further enhancing its value. The main residence is truly grand, featuring 5 luxurious ensuites, including 2 master suites and a bunk room with 6 bunks, each with its own expansive balcony. With 7 full baths, 1 air-conditioned pool bath, and 1 half bath, every convenience is catered to. The house also boasts 5 surround-sound media rooms, including a soundproof office/critical listening room. Attached 2-car garage, workshop and a 2,500 sq. ft. full boat house, which can also accommodate 2 cars or 1 car and 1 boat on a trailer.

$25,000,000
Key Largo
Unplatted Lower K.l.   - MM: 92.00
8 Bed, 8 Baths, 8,949 SqFt Days Listed: 254
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.

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 11-12-2024.
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