This stunning three-story waterfront home offers panoramic ocean views from every level and a private elevator for effortless access. The outdoor entertainment area features a covered summer kitchen, dining space, and lounge area perfect for hosting or relaxing by the water. Boaters will love two lifts—28ft on the lift and 35ft in the water next to it. Inside, enjoy impact windows and doors, quartz countertops, stainless steel appliances, and a Bluetooth sound system throughout. Experience the Calusa Island lifestyle—fish, boat, paddleboard, or enjoy endless sunsets. A rare 2-day minimum rental in Islamorada, this property is a verified income generator and a true boater’s paradise, offering the perfect blend of waterfront luxury and high-performing investment potential.
A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 total SF. Strang’s signature tropical modernist design showcases natural materials, clean lines, and expansive glass walls framing panoramic ocean views. Amenities include a gym, golf simulator room, movie theater living area and a spectacular summer kitchen for entertaining. Outdoor living shines with a resort-style pool, spacious terraces and direct beach access. Every detail embodies refined elegance, relaxed sophistication and the timeless allure of Islamorada’s coastal beauty. Fully furnished.
Boater’s dream home in White Marlin Beach, Islamorada. Unique 2-story single-family home with split layout, two 800 square feet 2BD/1BA units. Separate entrances and laundry in each unit, 70' dock with private boat ramp on a tranquil mangrove canal. This property is facing mangrove with maximum privacy, just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White Marlin’s private homeowners park and beach, one of the only white sand beaches for miles. Perfect for extended family, guests and rental income potential. Don’t miss this rare opportunity in one of the Keys most sought-after neighborhoods.
Experience the ultimate Keys lifestyle in this luxurious Islamorada retreat on Lower Matecumbe Key. Enjoy breathtaking ocean views, protected boat dockage with two lifts, and resort-style amenities. This 4BR/5BA home showcases solid concrete construction, impact windows & doors, Interlock aluminum roof, and sleek modern finishes throughout. Entertain guests on the 860sf elevated ocean view patio or the poolside cabana complete with outdoor kitchen and indoor lounge. The backyard oasis features a resort-style pool & spa, sandy beach, putt-putt golf, and mature tropical landscaping. With 200’ of water frontage, 90’ of dock space, fishing tackle room, and ample garage space, this home perfectly blends luxury, functionality, and the Florida Keys lifestyle.
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys — an extraordinary pairing of true beachfront living and convenient boating access.
Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike. With over 12 years in a successful vacation rental program and an active vacation rental license, this home offers immediate income potential. Just bring your suitcase and start enjoying or earning from day one! Oceanfront community pool and marina, two private sandy beaches, gated community, pet friendly and direct ocean access. As a personal tropical retreat or a high-performing investment property, this home has it all. Don’t miss your chance to own a piece of paradise!
An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Antigua, where luxury meets the laid-back charm of the Florida Keys. This impeccably upgraded home offers the perfect blend of refined coastal living and island serenity — ideal for those seeking an exceptional full-time residence or a serene island escape. 3 Bedroom; 3 Full Bathrooms + extra ½ Bath; Private Dockage + Exclusive Beach Access 1-Car Garage + Ground-Level extra Room; every detail of this home has been thoughtfully designed for comfort and style — from the elegant interiors to the seamless flow of indoor-outdoor living. Outside, enjoy world-class boating with direct access to the bay and ocean. And when you're ready to relax, the private white sand beach is just moments away.
Simply the best location, exclusive & extremely private. It's tucked away in the prestigious "Plantation Lake Estates," a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach, tennis courts, a full-service marina, a dog park, sports fields, and Olympic-size lap pools. This home boasts a stunning great room with a gorgeous coral fireplace and soaring wood beam ceilings. They all overlook the glistening Atlantic Ocean, providing priceless views and sunrises. The home has a modern kitchen and updated baths, as well as impact windows and doors. There are three inviting bedrooms, including a third-floor primary en-suite with a private porch.
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 primary suite offers ocean views, his and hers
Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and protected dockage, makes this a boater's paradise. With concrete seawall/2 boat lifts this home is appointed for waterfront living. Easy ocean access through Channel 5. Home features 8 ensuite BRs plus 2 half BAs. The master layout, a private sanctuary w/spa bath, showcases water views thru impact windows/sliding doors. Elevator ensures access to all levels; balconies invite you to savor unobstructed panoramas. The gourmet kitchen w/high-end appliances/gas cooktop is a chef's delight. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent
Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! This Ocean Front estate located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected preserve that will never be developed, and featuring a deep water channel capable of accommodating boats up to 40 feet, this property offers unmatched privacy and access.Imagine living just a short stroll from the legendary Square Grouper, Midway Cafe, Robbie's. Down the road from some of the best restaurants in Islamorada like Ziggie's, Mad Dog's, and Chef Michael's. This oversized lot, just shy of an acre, provides the perfect canvas for a builder, developer, or savvy end user to craft a stunning, custom-designed home in an unparalleled location.
MOTIVATED SELLERS! Paradise Found: Renovated Jungle Treehouse in Islamorada. This fully renovated CBS home blends modern upgrades with Old Florida charm in a peaceful secluded location. Featuring 3 bedrooms, 3 full baths, and a large downstairs flex space, it's perfect for relaxing or entertaining. Set on an oversized 15,000+ sq ft lot with lush landscaping and a rooftop deck, the home feels like a private retreat. Upgrades includes, new buried electrical lines and panels, and impact windows throughout. Enjoy access to a shared day dock with a full easement--great for kayaking, swimming, or fishing in the bay. (Note: boating rights not included.) Located in the heart of Islamorada, this home offers elegance, privacy, and island living at its finest.
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Welcome to Latitudes in Islamorada, a luxurious 4BD/2.5BA home in the exclusive Port Antigua community on Lower Matecumbe Key. Enjoy 360 views from the top floor, a custom pool and spa, tiki hut with grill and bar, private elevator, and two boat lifts (12K & 20K lb) with deep water dockage. The top floor features open-concept living with kitchen, dining, and living areas flowing like an elegant penthouse. Covered balconies expand your outdoor living, while a ground-floor guest suite offers flexibility. The second floor includes a serene master suite, two guest rooms, and full bath. Impact windows/doors, garage, and storage round out this coastal gem.
Paradise Found: Renovated Jungle Treehouse! Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living. Perfectly situated on a sprawling 15k+ square-foot lot, this property offers an unparalleled combination of elegance, privacy, and tropical charm. NEW 2024 roof, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chef's dream.The expansive lot provides endless opportunities for outdoor living. Imagine hosting unforgettable gatherings in your oversized
LAST new developer unit available at Maison Residences, Islamorada! Residence #201 is a stunning 4 bed, 4.5 bath oceanfront home with an open floor plan, oversized terraces, and private elevator entry. The grand room flows into a gourmet kitchen with Sub-Zero and Wolf appliances, island seating, and casual dining - perfect for gathering. Enjoy 10' ceilings, Caesarstone counters, porcelain tile, and luxe designer furnishings. Nestled between the Atlantic and Florida Bay on artsy Upper Matecumbe Key, Maison features 350' of natural beach, 155' day pier, 86' lagoon-style pool, spa, and private commons. Multiple terraces with summer kitchen, fireplace, and ocean views make this residence an entertainer's dream.Earn passive income by renting out short term.
'Tranquility Haven' is Islamorada's newest masterpiece, completed in January 2025! This gated 2.04-acre sanctuary boasts 210' of private sandy beach and 6,946 sq. ft. of air-conditioned elegance, plus 1,800 sq. ft. of covered outdoor living. Enjoy uninterrupted Atlantic views, sunrises, and ocean breezes. The 6-bed, 9-bath estate centers around a stunning 65' blue lagoon pool with swim-up bar and fire pit. Inside, a chef's kitchen with SubZero, Thermador & Wolf appliances complements grand living spaces. Two master suites include spa-like baths, with a private outdoor shower in the 1st-floor suite. A flex room, theater-ready family room, dual garages, and a tropical orchard complete this luxury retreat--your island paradise awaits!
Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS â??each with its own parcel IDâ??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 property 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 chef's 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 Islamoradaâ??BAYVIEW HIDEAWAY is more than just a home; it's a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bayfront location, this estate is a true gem in the Keys.
:Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Can be sold individually or as a collection.
Paradise Found: Renovated Jungle Treehouse!Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living. Perfectly situated on a sprawling 15k+ square-foot lot, this property offers an unparalleled combination of elegance, privacy, and tropical charm. NEW 2024 roof, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chef's dream.
Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Can be sold individually or as a collection.
Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale community features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. This can be sold individually or as a collection.

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Islamorada is located in Florida. Islamorada, Florida has a population of 7,051. Islamorada is less family-centric than the surrounding county with 18.45% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Islamorada, Florida is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Islamorada is 55.3 years.
The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.