luxury houses for sale Islamorada, United States

Experience the perfect blend of elegance and tropical charm in this exquisite luxury home in Islamorada. This four-story residence offers breathtaking bay views from every level and features over 70 feet of protected dockage with immediate bay access, and quick ride to oceanside via Chanel 2 or Channel 5 bridge, perfect for boating enthusiasts. With four bedrooms and four and a half baths, the spacious layout includes three laundry rooms and an elevator for convenience. The outdoor area boasts a heated and chilled pool with limestone decking, built in grill, custom wet bar, and a covered living space ideal for entertaining. The chef's kitchen features luxurious quartz countertops, top-of-the-line appliances, and a stylish glass tile backsplash. The expansive primary suite occupies the entire fourth floor, complete with a private sitting room, balcony, and a luxurious en-suite bath. Each bedroom also has its own balcony to enjoy stunning sunsets. Additional highlights include impact windows, a fully air-conditioned tackle room/workshop and garage, and can accommodate a 42' RV with sewer and 50 amp service. Beautifully landscaped with Royal Palms and tropical plantings, this home offers the unique opportunity to enjoy upscale Keys living with modern amenities and glorious water and sunset views. Perfect for those seeking a turnkey property in an idyllic location.

Beach life simplicity perfectly describes this pristine three bedroom, two bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and two of the three bedrooms. Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style, creating the epitome of relaxation and embodying the Florida Keys lifestyle.

This beautiful 4-year-old ground-level home features 3 bedrooms and 2 bathrooms. The kitchen boasts stunning all-wood cabinets, granite countertops, and stainless steel appliances. Marble tile floors extend throughout the house, creating a luxurious and cohesive feel. The home includes a large screened porch off the back two bedrooms, perfect for enjoying the surrounding tropical tree canopy. The house is well-lit with all LED lights and features ceiling fans inside and on the porches, providing comfort and energy efficiency. The bathrooms have been thoughtfully designed with backing that will allow for the installation of handicap bars, ensuring accessibility for all. The two-car garage with doors at the front and back provides easy access to the backyard, where there is room for a pool or an orchid house. The low-maintenance landscaping is complemented by a sprinkler system, making upkeep a breeze. For those with a penchant for boating, the home is conveniently close to marinas. Additionally, it is near shopping facilities and some of the best restaurants in the Florida Keys, offering a blend of convenience and leisure.

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 a chef's 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 you've been waiting to embrace.

Transform your dreams of the Florida Keys into reality at Fantasy Harbor! Nestled in this private and serene enclave of Islamorada’s Lower Matecumbe, this concrete harbor-front home is being introduced to the market for the first time. Step into comfort with two inviting upstairs bedroom and bathroom suites, complemented by expansive living areas that offer breathtaking harbor views. The home also features an additional downstairs bedroom, bathroom, and a charming party hut that captures the essence of idyllic Bahamian evenings spent unwinding after a day on the water. Embrace a tranquil lifestyle just off the picturesque Florida Bay, with the added security of a protected harbor and a 99-ft concrete seawall, complete with a boat lift. This is a rare opportunity to indulge in private waterfront living in one of the most sought-after destinations of the Florida Keys.

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Don't miss your chance to make this idyllic getaway your own!

Welcome home to this light and bright, newly renovated Indian Harbor residence! Open & airy living space, concrete roof, covered parking and large & shady screened porch make this an easy, breezy place to call home. Conveniently located near schools, shopping, Founders Park and right around the corner from the neighborhood homeowner's park with boat ramp. Everything so fresh

Discover a rare opportunity to own this hidden gem in the prestigious Port of Call community. Nestled in an oceanfront complex, this meticulously updated townhome offers an unparalleled coastal lifestyle. The townhome offers two bedrooms and two full bathrooms, one half bathroom and is spaciously and elegantly designed, providing comfort and privacy. With three balconies, enjoy breathtaking sunrises and salty sea breezes from multiple vantage points. The heated community pool lets you dive into luxury just steps from your front door. Complete with an assigned boat slip ideal for boating enthusiasts, with direct access to the ocean. A large private yard provides a lush oasis with ample green space for relaxation and outdoor activities. Prime Plantation Key location makes you close to shopping, restaurants, and Founder's Park. This unit is more than a home; it's a lifestyle. Don't miss out--schedule your private tour today!

This newly remodeled three bedroom, three bathroom home is located on upper Matecumbe in the heart of Islamorada, Florida. The home features a unique layout with one bedroom and one bathroom downstairs and two bedrooms and two bathrooms upstairs. The home boasts high-quality construction and modern finishes throughout. The open-concept living area is perfect for entertaining, with a spacious kitchen featuring stainless steel appliances and granite countertops. The bedrooms are all generously sized and offer plenty of natural light. Outside, the home features a large deck perfect for enjoying the beautiful Florida weather. The property is within close proximity to world-class restaurants and is accessible to some of the best fishing and diving spots in the world. This home is the perfect blend of luxury and convenience, making it an ideal choice for those looking to experience the best that Islamorada has to offer.

Opulent and stylish island castle; the epitome of class and luxury make this home one to remember. Located on a quiet and private island with only three residences, your secret great escape tucked away in the heart of downtown Islamorada awaits. Adorned with Swarovski crystal chandeliers, beautiful finishings sweeping staircase, elevator, 9 hole golfing green, 5 car garage, extreme storage options and parking, double living rooms, open and spacious relaxing and entertaining verandas throughout, third floor primary suite, and multiple ample docking areas example just a few rarities this property has to offer.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

Welcome to The Islands of Islamorada Beach Club, an exquisite, gated community featuring 22 waterfront single-family residences. This stunning home epitomizes coastal living with four bedrooms, four and one-half bathrooms, and breathtaking ocean views. Spanning three floors, this villa offers 3,137 sq ft of interior space and 930 sq ft of exterior contemporary island architecture. The open, airy design includes three king-sized bedrooms with en-suite bathrooms, a fourth bedroom perfect for bunk or twin beds, and its own bathroom. The home is beautifully furnished and showcases artwork from local Florida artists. Residence amenities include an open-concept main living area, a kitchen equipped with top-of-the-line appliances, spacious dining and living areas, an elevator, powder room, ample closets, two oceanfront balconies, a ground-floor waterfront loggia, a laundry room, 8-foot interior doors, and a 2-car garage with electric charging stations and added storage. The Beach Club offers a secure environment, perfect for maintenance-free, multigenerational vacations. Attentive staff and onsite concierge services are available to fulfill your every need. For those interested in passive income, a professionally managed rental program is available. Enjoy the luxury of two oceanfront pools, an oceanfront bar, and pickleball courts for friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can enjoy the dedicated playground area. The property is surrounded by lush and mature landscaping, adding to its charm. The Beach Club provides numerous water activities with 615 feet of pristine crescent-shaped swimming beach and a private, protected boat basin, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination uniquely located in the Village of Islamorada, with local restaurants, bars, and art galleries just a golf cart ride away. Experience the ultimate in coastal living at The Islands of Islamorada Beach Club, where every comfort and luxury is thoughtfully considered.

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. Don't miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys offers. Zoned residential estate, this income-producing home qualifies for weekly rentals, which provides ample opportunities for a discerning buyer.

''Sunset Haven'' This absolutely delightful and serene Florida Bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh-feeling home. 180-degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stone's throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108' of protected dockage with ramp, boat lift, and tiki, ample parking, and plenty of room for a pool if you need one.

Bask in the original elements of the Florida Keys way of life at Kids Cay. Now being offered for the very first time, this one of a kind legacy property boasts three charming homes; a timeless four bedroom main house, an expansive four bedroom guest house and a lovely two bedroom caretaker's cottage. 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. 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.

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.

Beautiful 300' of oceanfront property on Lower Matecumbe Key. This offering consists of two 100' lots, vacant & contiguous, a 100' lot with a triplex apartment building, and 2 additional Transferable Development Rights. This gives you endless possibilities for redevelopment of the property. The two vacant lots have an additional 200' of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property.Recap: 300' of oceanfront made up of 2 vacant lots, 1 lot with 3 apartments, bay bottom on the vacant lots, and 2 additional transferable building rights.Note: One of the owners is a State of Florida Real Estate Licensee