luxury real estate for sale Islamorada, United States

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.

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.

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!

Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with a TDR and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus bay bottom, accommodating deep-water dockage and a picturesque sandy beach. Seize the opportunity to actualize your ideal residence right now!

This prime Lower Matecumbe Key property offers direct Atlantic Ocean access and 60 ft of deep-water dockage on a canal, complete with a concrete dock and a 15,000 lb boat lift permit in hand. Ideal for avid boaters, it's also close to bridges for easy bayside access. Positioned as #2 on the BPAS list for a potential building allocation in 2025, approved plans feature a two-story concrete home with three bedrooms, two baths, a den, and an enclosed garage. The primary suite on the 3rd floor faces the ocean, with potential ocean views. The lot is mostly scarified, partially fenced, and ready for your dream build—either as planned or customized to your vision once the allocation is granted. Don't miss this unique opportunity in Islamorada!

Discover a rare gem in the heart of the Florida Keys with this enchanting ground-level duplex, exuding classic Old Florida charm. Situated in a serene and laid-back resort community in Islamorada, this single-story property offers two inviting 1-bedroom, 1-bathroom units—one on each side—each designed to maximize comfort and relaxation. The property features authentic Dade County Pine ceilings, adding a touch of historic elegance and character. Amenities include a sparkling pool, a tranquil lagoon, a boat ramp and marina, ideal for water enthusiasts. On-site property management ensures that everything runs smoothly, offering peace of mind and convenience. Properties like this rarely come on the market, making it a unique opportunity for investors or those seeking a charming retreat in one of the most desirable locations in the Florida Keys. Rental revenue information is available upon request, showcasing the potential for income from this coveted location. Experience the perfect blend of classic charm and convenient amenities in this delightful duplex—your gateway to the relaxed lifestyle of Islamorada.

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!

Beautiful move-in ready, meticulously just renovated 2bed/2bath townhome condo in the heart of the Florida Keys offers the perfect blend of luxury and convenience. This beauty just finished renovations and features a bonus low-ceiling third bedroom with windows connected to the master bedroom upstairs. Unassigned parking for 3 plus guest parking. Community pool, tennis courts, marina access, deeded sandy beach. New kitchen with granite counters and stainless appliances. Miele washer/dryer. Modern tile on the first floor, luxury vinyl planks on the second floor. Deeded backyard. Monthly rentals including Airbnb/VRBO allowed. Pet friendly. Easy to show.

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.

This two bedroom, one bathroom home is perfectly situated with close proximity to the Florida Bay and breathtaking sunset views! Property is on a 3,600 SF parcel. A large screened porch is attached for lovely outdoor living. Separate laundry facility and storage building on site. Also included is a Keys style concrete guest cottage behind the home. This property has an immediate building right should you choose to demo and rebuild. A quote is available to demo and re-build a 1,169 SF, three bedroom, three bathroom new modular residence. The home is conveniently located near Founders Park, restaurants, schools and shopping. This is a fantastic opportunity to find your place in the Florida Keys!

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.

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.

Lowest priced waterfront lot with building permit in Islamorada! Start building your dream home today in one of Islamorada's most exclusive neighborhoods with the last building permit allocated by the Village of Islamorada! Vacant lots with active building permits are very rare, especially in a location as special as White Marlin Beach. Take advantage of the well thought out plans for a three bedroom, four full bathroom, two-story island home, complete with large living areas on each level, an elevator servicing every floor, and expansive porches for seamless indoor-outdoor living. Reap the benefits of new construction for the most favorable insurance rates and peace of mind. This perfect White Marlin Beach location offers protected dockage, immediate bay and quick ocean access, a private homeowners park with one of the few sandy beaches in the Florida Keys, all within close proximity to the best dining, shopping, the arts district, and social scenes that Islamorada has to offer.

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.