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$6,500,000
3Beds
3Baths
1,485Sqft
Upper Matecumbe Key Islamorada, Florida, 33036, United States
Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean.
Homes and Land
$6,500,000
82749 Old Highway
3Beds
3Baths
1,485Sqft
Upper Matecumbe Key Islamorada, Florida, 33036, United States
Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, youll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach -- the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamoradas best -- charming restaurants, local boutiques, and vibrant art galleries. Whether youre looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only -- your piece of paradise awaits.
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Homes and Land
$6,500,000
82749 Old Highway
3Beds
3Baths
1,485Sqft
$6,500,000
Upper Matecumbe Key Islamorada, Florida, 33036, United States
$7,900,000
10Beds
9Baths
5,392Sqft
Key Largo, Florida, 33037, United States
Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctuary for extended families or groups of friends seeking their own slice of paradise.
Homes and Land
$7,900,000
95480 & 90 Overseas Highway
10Beds
9Baths
5,392Sqft
Key Largo, Florida, 33037, United States
Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctuary for extended families or groups of friends seeking their own slice of paradise.Three charming dwellings rest on two separate parcels--complete with deeded baybottom--creating a truly unparalleled retreat. Beyond the gated entrance, a winding drive leads first to the Coral House, a spacious 4-bedroom, 3-bath residence currently enjoyed as a licensed vacation rental. Continue toward the shoreline and youll find the Cottage and the Florida Bay House tucked amid mature tropical landscaping, each offering its own unique character and comfort. The Florida Bay House, originally built in 1961 and thoughtfully expanded in the early 1970s, features 3 bedrooms and 3 baths, including an upstairs primary suite with sweeping views. The Cottage, built in 1956, provides a quaint and welcoming guest retreat. The Coral House, constructed in 1992 and situated in the desirable X flood zone, adds yet another layer of versatility to this exceptional estate. Step outside to where Florida Bay stretches before you--complete with a private jetty ideal for sunning, stargazing, or simply soaking in the peaceful coastal atmosphere. A convenient boat ramp beside the jetty makes it easy to launch kayaks and paddleboards for hours of exploration on the shimmering bay. This is a rare opportunity to own a remarkable coastal haven unlike any other. Contact us today to schedule your private tour and experience the magic of this timeless bayfront escape.
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Homes and Land
$7,900,000
95480 & 90 Overseas Highway
10Beds
9Baths
5,392Sqft
$7,900,000
Key Largo, Florida, 33037, United States
$895,000
3Beds
2Baths
1,262Sqft
Plantation Key, Florida, 33070, United States
Islamorada Tropical Retreat! Rare 3-bedroom 2-bath split plan condo in desirable Futura Yacht Club, located in the heart of Plantation Key in one of the most coveted boating locations in the Florida Keys with crystal clear water,
Homes and Land
$895,000
88540 Overseas Highway
3Beds
2Baths
1,262Sqft
Plantation Key, Florida, 33070, United States
Islamorada Tropical Retreat! Rare 3-bedroom 2-bath split plan condo in desirable Futura Yacht Club, located in the heart of Plantation Key in one of the most coveted boating locations in the Florida Keys with crystal clear water, spectacular nightly sunsets and easy boating access to both the bay and the ocean! This spacious condo is nicely updated inside and offers a private balcony overlooking the sports courts, grounds and gardens. Owners and renters alike enjoy the abundant community amenities, including an easy boat ramp, onsite boat/trailer storage, a huge pool with poolside club area, kayak storage, tennis and basketball courts and spacious grounds with shady picnic areas. After a day on the water, grab a cocktail and stroll over to the sandy beach area with sunset seating and shaded hammocks to enjoy spectacular Florida Keys sunsets! This first level condo allows for easy access via a single flight of nearby stairs or take the elevator to the lobby. Dont miss this opportunity and make sure you see the property video and 3D tour. Call today to arrange a private showing.
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Homes and Land
$895,000
88540 Overseas Highway
3Beds
2Baths
1,262Sqft
$895,000
Plantation Key, Florida, 33070, United States
$5,400,000
3Beds
2.5Baths
3,019Sqft
Upper Matecumbe Key Islamorada, Florida, 33036, United States
Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array.
Homes and Land
$5,400,000
100 List Street
3Beds
2.5Baths
3,019Sqft
Upper Matecumbe Key Islamorada, Florida, 33036, United States
Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250 feet of crystal-clear open waterfront, the gated estate provides unparalleled privacy. This open water home has no neighbors looking through side yards and of course, no neighbors across a canal. Designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views, this luxurious home also boasts marble floors throughout and a gorgeous floating staircase. Begin your day by stepping out of your bedroom to your private bayfront terrace and into a stunning second floor Infinity Edge pool, complete with a heater/chiller. In the evening, experience the brilliance of Islamoradas sunsets from every room, the rooftop or outdoor lanais, which provide a grand total of almost 6,000 sf of combined indoor and outdoor living space. Floor-to-ceiling sliding glass doors disappear into pockets, bringing the indoors out and the outdoors in. Just one step outside the main kitchen is a full outdoor kitchen and bayside dining, al fresco. For stargazing, venture up to the rooftop deck for a breathtaking front row seat. Ready to get on the water? Your boats will comfortably berth on the 100 deep water dock with two lifts and are kept safe by built-in storm protection. Other functional luxuries include an elevator, an enormous three-car 2,200 sf garage with workshop/storage, camera/security system and mature landscaping with fruit trees. A fourth bedroom with bath can be easily added without modifying the structure at a reasonable cost. With all living space above flood and built to withstand sustained 200 mph winds, this concrete home has accordion shutters over impact for ultimate storm resiliency.
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Homes and Land
$5,400,000
100 List Street
3Beds
2.5Baths
3,019Sqft
$5,400,000
Upper Matecumbe Key Islamorada, Florida, 33036, United States
$4,350,000
6Beds
6.5Baths
3,102Sqft
MARATHON, Florida, 33050, United States
Florida Keys luxury redefined! Experience this newly constructed 2025 oceanfront masterpiece perfectly balancing coastal elegance, craftsmanship, and timeless design. With 6 bedrooms, 6.5 baths, and 3,102 sq ft under air plus 2,000 sq ft of balconies, it offers seamless indoor-outdoor living framed by endless turquoise views. An elevated infinity-edge pool merges visually with the Atlantic beyond.
Homes and Land
$4,350,000
1000 68th Street Ocean
6Beds
6.5Baths
3,102Sqft
MARATHON, Florida, 33050, United States
Florida Keys luxury redefined! Experience this newly constructed 2025 oceanfront masterpiece perfectly balancing coastal elegance, craftsmanship, and timeless design. With 6 bedrooms, 6.5 baths, and 3,102 sq ft under air plus 2,000 sq ft of balconies, it offers seamless indoor-outdoor living framed by endless turquoise views. An elevated infinity-edge pool merges visually with the Atlantic beyond. Inside, a bright open floor plan captures light, air, and ocean vistas. The great room flows into a designer kitchen and dining area, creating spaces that feel both connected and serene. Each ensuite bedroom is a private retreat, beautifully scaled and positioned for comfort and privacy. See Documents Tab for a full list of luxury features. Furnished and appointed throughout showcasing ''Design by Lily,'' the interior blends beach-cottage warmth with sophisticated Keys luxury. Custom furnishings, curated color palettes, and natural textures create a refined yet welcoming aesthetic. Every detail--from driftwood-toned floors to sculptural fixtures--exudes coastal elegance. Built by a long-time Florida Keys contractor with decades of local expertise, construction was overseen daily by the owners to ensure perfection in every finish and structure. Nothing escaped their eye, and it shows in the integrity and grace of the final result. Outdoor living shines with multiple covered terraces for dining and lounging, the infinity pool reflecting the sea, and gentle breezes completing the ambiance. The 157' dock ending in a 32' L-shaped terminus is complete. Newly built, fully furnished, and ready for immediate enjoyment, this residence is a rare opportunity--an oceanfront sanctuary minutes from the Marathon airport's two FBOs. Whether a private retreat or luxury vacation investment, this property embodies comfort, craftsmanship, and coastal allure.
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Homes and Land
$4,350,000
1000 68th Street Ocean
6Beds
6.5Baths
3,102Sqft
$4,350,000
MARATHON, Florida, 33050, United States
$2,295,000
3Beds
2Baths
2,534Sqft
MARATHON, Florida, 33050, United States
Discover the refined elegance of this beautifully appointed home located on a canal front in Stirrup Key. Every aspect of this residence reflects high-end finishes, executed with tasteful sophistication. The kitchen boasts granite countertops and stainless-steel appliances, while the floors are premium vinyl for a touch of luxury underfoot.
Homes and Land
$2,295,000
358 Stirrup Key Boulevard
3Beds
2Baths
2,534Sqft
MARATHON, Florida, 33050, United States
Discover the refined elegance of this beautifully appointed home located on a canal front in Stirrup Key. Every aspect of this residence reflects high-end finishes, executed with tasteful sophistication. The kitchen boasts granite countertops and stainless-steel appliances, while the floors are premium vinyl for a touch of luxury underfoot. Enhanced for your peace of mind, all windows and doors are impact resistant. Beyond the aesthetic appeal, this home is equipped with a whole-house generator and features a spacious workshop on the ground level, adding both practicality and convenience. The property offers direct to the Gulf of America via a deep-water canal, concrete dock and 12,000 lb. boat lift, perfect for nautical enthusiasts. Nestled within the gated community of Stirrup Key, this home is among predominantly owner-occupied residences, ensuring a peaceful living environment. The community maintains a strict no short-term rental policy, preserving the area's exclusivity and tranquil ambiance. Adding to its allure, this property includes bonus features not accounted for in the total square footage, offering additional private balcony and terrace spaces and spacious storage downstairs This home is truly a gem that needs to be seen to fully appreciate the unique value it offers. Don't miss the chance to make this exquisite property your own.
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Homes and Land
$2,295,000
358 Stirrup Key Boulevard
3Beds
2Baths
2,534Sqft
$2,295,000
MARATHON, Florida, 33050, United States
$3,900,000
3Beds
3.5Baths
2,744Sqft
Key West, Florida, 33040, United States
Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.
Homes and Land
$3,900,000
3741 Eagle Avenue
3Beds
3.5Baths
2,744Sqft
Key West, Florida, 33040, United States
Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive impact-glass doors that bathe the interiors in natural light and invite the outdoors in. Premium finishes and high end appliances enhance every detail, creating a sophisticated yet comfortable living environment.The home features two primary suites -- one upstairs and one downstairs -- each with private outdoor access for seamless indoor-outdoor living. A separate, fully equipped guest cottage offers privacy and tranquility, complete with wide sliding doors that capture lush garden views.Designed by renowned landscape architect Craig Reynolds, the tropical grounds are a private oasis. Multiple covered patios surround the heated and chilled pool with sun shelf seating, while a striking coral rock outdoor shower adds a touch of island luxury.Additional features include a 481 square foot garage for parking and storage, a whole house Generac generator, standing seam metal roof, and all impact rated windows and doors, ensuring peace of mind and durability.Every element of this turnkey property has been curated with precision and care, resulting in a one-of-a-kind retreat that embodies the essence of elegant coastal living in Key West.
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Homes and Land
$3,900,000
3741 Eagle Avenue
3Beds
3.5Baths
2,744Sqft
$3,900,000
Key West, Florida, 33040, United States
$1,650,000
5Beds
3Baths
2,328Sqft
MARATHON, Florida, 33050, United States
Experience ultimate waterfront luxury living with this stunning 5-bedroom, 3-bath residence (versatile bonus den can be used as 5th bedroom), perfectly positioned on a tranquil, sheltered waterway in a tucked away neighborhood.
Homes and Land
$1,650,000
1220 122nd Street Ocean
5Beds
3Baths
2,328Sqft
MARATHON, Florida, 33050, United States
Experience ultimate waterfront luxury living with this stunning 5-bedroom, 3-bath residence (versatile bonus den can be used as 5th bedroom), perfectly positioned on a tranquil, sheltered waterway in a tucked away neighborhood. Thoughtfully designed and impeccably furnished, this home showcases high-end finishes and designer dcor throughout, creating a sophisticated yet comfortable coastal retreat. A rare highlight of this property is the indoor swimming pool, allowing for year-round enjoyment in complete comfort and privacy. Outside, you'll find a tropical oasis backyard for relaxing or entertaining. Feel free to cast a fishing line off your private dockage with 30 ft of waterfront. With direct access to the Atlantic Ocean or Gulf of Mexico, this is a dream for boating and fishing enthusiasts. Enjoy paddle boards or kayaks in your own private lagoon. The spacious open concept living areas are ideal for entertaining. Each bedroom opens up to the indoor pool providing a relaxing sanctuary for family and guests alike. Whether you're seeking a full-time residence or a luxury vacation escape, this exceptional waterfront home combines resort-style amenities, impeccable design, and an unbeatable location for the perfect Keys lifestyle.
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Homes and Land
$1,650,000
1220 122nd Street Ocean
5Beds
3Baths
2,328Sqft
$1,650,000
MARATHON, Florida, 33050, United States
$1,499,000
3Beds
2Baths
1,944Sqft
Cudjoe, Florida, 33042, United States
Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water.
Homes and Land
$1,499,000
20838 W 5th Avenue
3Beds
2Baths
1,944Sqft
Cudjoe, Florida, 33042, United States
Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water. Inside, enjoy nearly 2,000 square feet of living space with 3 Bedrooms and 2 Bathrooms, soaring pine ceilings, and a sun-filled Florida room overlooking the canal. The layout is open and bright, perfect for entertaining or quiet relaxation. Step outside to your private 60' dock with a 10,000 lb boat lift, nestled on a crystal-clear 50' wide deep-draft canal ideal for serious boaters. After a day on the water, unwind in the expansive screened-in pool area, perfect for enjoying the Keys' tropical lifestyle year-round. Cudjoe Gardens is a true gem a concrete home community where most properties are built above flood and have no stairs to climb. The neighborhood Cudjoe Gardens Marina offers fuel, a boat ramp, bait, and refreshments, and is adjacent to the waterfront Bent Prop restaurant, all just a short walk away. This is more than a home it's a launchpad for your next great adventure.
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Homes and Land
$1,499,000
20838 W 5th Avenue
3Beds
2Baths
1,944Sqft
$1,499,000
Cudjoe, Florida, 33042, United States
$1,499,000
3Beds
2Baths
1,512Sqft
Ramrod, Florida, 33042, United States
Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back.
Homes and Land
$1,499,000
823 Indies Road
3Beds
2Baths
1,512Sqft
Ramrod, Florida, 33042, United States
Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down dock with 15K lb lift located at the T of the deep draft canal. Inside you will find soaring ceilings and a large Great Room with water views on both sides. The well equipped Kitchen offers granite counters, stainless appliances and breakfast bar to gather around. The Primary Suite is enhanced with a large built-out walk-in closet and access to the large Porch overlooking the water. Plenty of roof for all of your toys in the oversized Garage. The dock is complete with fish cleaning station and underwater lighting where you can view lots of marine life at night. Mornings and evenings are enjoyed on the front porch where you may spot white pelicans, roseate spoonbills and the occasional pink flamingos. The easily maintained yard offers tropical landscaping including coconut palms offering plenty of shade. With CBS construction, standing seam metal roof and impact doors and windows this home is storm ready.
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Homes and Land
$3,895,000
7Beds
7.5Baths
3,015Sqft
KEY WEST, Florida, 33040, United States
Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat.
Homes and Land
$3,895,000
919-921 Thomas Street
7Beds
7.5Baths
3,015Sqft
KEY WEST, Florida, 33040, United States
Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.
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Homes and Land
$3,895,000
919-921 Thomas Street
7Beds
7.5Baths
3,015Sqft
$3,895,000
KEY WEST, Florida, 33040, United States
$6,850,000
3Beds
3Baths
3,000Sqft
Key West, Florida, 33040, United States
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level.
Homes and Land
$6,850,000
103 Front Street
3Beds
3Baths
3,000Sqft
Key West, Florida, 33040, United States
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa between the covered and open air loggia and parking. Theres a poolside outdoor shower and space for entertaining on a grand or intimate scale. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.
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Homes and Land
$6,850,000
103 Front Street
3Beds
3Baths
3,000Sqft
$6,850,000
Key West, Florida, 33040, United States
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