luxury real estate for sale Islamorada, United States

So many possibilities here! Listing includes 74550 Overseas Highway for a total of 200' of commercial waterfront on Lower Matecumbe, formerly Sandy Cove Marina. Additional building right with two dwelling units from lot included, buyer must verify with Village.

Sittin' on the dock of the Bay! Delight in the opportunity to customize your open water Florida Bay beach house that already gives you endless enchanting sunsets from every level, ample parking, storage, and space for all your toys, plus a private swim area and dock. This unique concrete home estate brings the outdoors in with an indoor swimming pool surrounded by open and fun entertainment areas perfect for year-round enjoyment no matter the weather. Conveniently located in White Marlin Beach, a stone's throw to both the Intracoastal and Channel 5 bridge for fast and easy bay to ocean or gulf access.

Build your dream home 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.

Welcome to Ocean Drive! This exquisite waterfront property is in the charming enclave of Tropical Atlantic Shores, where paradise awaits you. Nestled along a deepwater canal, this solid concrete construction home boasts unparalleled direct ocean and bayside access through Tavernier Creek. Step inside and experience the allure of a modern residence that has been meticulously designed to blend contemporary comforts with timeless elegance. Built with two separate apartment-style spaces downstairs, this property could serve as an excellent investment opportunity or vacation home for avid water enthusiasts. The main living level upstairs offers two bedrooms and one bathroom with an interior staircase leading downstairs to a studio-style apartment with a private entrance. The fourth bedroom is a separate apartment accessed by a private entryway. Expansive screened porches on either side of this home offer even more space to take in the fresh ocean breezes. The 70' concrete dock is equipped with two boat lifts, one 15,000 pound lift for center consoles and a 3,000 pound lift for smaller vessels, plus davits. Mature fruit trees and tropical landscaping fleck this oversized lot, complete with a tiki hut for entertaining, two storage sheds, and with room for a pool. Enjoy peek-a-boo creek and sunset views from the rooftop observation deck. Updates to this 'coastal contemporary' include impact resistant windows and doors, travertine marble and porcelain tile flooring and exposed pine ceilings. An opportunity to own an exceptional waterfront property in Plantation Key with its remarkable features and prime location.

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!

Welcome to the ideal property for an Islamorada family, retired couple, or buyers looking for the perfect Keys weekend getaway. Located on a no-through road, this ground-level home features a beautiful open concept floor plan with high ceilings, a spacious and functional kitchen, three bedrooms and two baths, a double garage including an air-conditioned office/workshop, a fenced backyard, and a tranquil screened brick-paved patio. There is ample room for a boat and trailer with the homeowners' park and boat ramp just down the street. The home has been well maintained and is move-in ready. The neighborhood is one of the most desirable and welcoming communities in Islamorada, made up of residents who love to host street potluck dinners, seasonally decorated golf cart parades, and haunted houses, as well as other community celebrations. The tree-lined streets are popular with folks exercising, walking their four-legged family members, or just walking to sunset. The location is within walking distance, skateboarding, or bike ride to Plantation Key School and Coral Shores High School. You truly have everything you need within a very short distance from Indian Waterways. Come see this fantastic property and make it your new island home.

Discover paradise in the heart of Plantation Key in the sought-after neighborhood of Plantation Key Colony! This superb three bedroom, two bath canal front home is a turnkey haven, boasting all concrete construction with a durable concrete roof. Stainless appliances, tankless water heater, deluxe finishes and much more fill the home with convenience and functionality while maintaining a beautiful elegance. Enjoy the luxury of a spacious (and rare) lot and a half, with a stunning sandy backyard featuring a concrete dock and private boat ramp. Lush landscaping surrounds your oasis. As an Islamorada resident, you may enjoy free access to Founders Park, where vibrant community events unfold year-round. Proximity to schools, shopping, restaurants, and more makes this home an ideal retreat. Just an hour from Miami International Airport and 2 hours from Key West, your dream lifestyle awaits!

Islamorada perfection! This British West Indies-inspired pool home features two primary en-suites, a guest bedroom, three full bathrooms, and one half bath encompassing almost 2,500 square feet of relaxing living space. Enjoy constant Bay breezes on the lower or upper-level porches for over 1,000 additional sq. ft. of outdoor extended living areas and the ultimate privacy with a quiet neighbor on one side and a historic garden on the other. Beautiful Brazilian hardwood cherry floors, impact french doors and windows, cathedral white beam ceilings, crown molding, inlaid mosaic tile backsplash accents, white quartz kitchen countertops, custom blinds, and recessed lighting throughout are hints of the superior design elements in this beautiful waterfront home. Never lose power with the Generac 25KW whole house generator with a buried 1K propane tank! The property is designed for entertaining with a 60' dock complete with davits, a custom outdoor grill area, a fish cleaning station, a Chicago brick accented in-ground heated pool, an outdoor cabana shower, climate-controlled tackle room with ice maker, and privacy landscaping creating a lovely tropical setting. Only a few homes away from the Florida bay and quick access to the ocean. Escape to an exotic island oasis set amid the sought-after White Marlin Beach neighborhood.

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 88707 Old Highway, an extraordinary oceanfront residence on Plantation Key. This estate offers an unparalleled coastal lifestyle, boasting exceptional amenities and breathtaking open Atlantic Ocean views. Complete with three levels, this CBS residence is a testament to quality craftsmanship and enduring design. The property spans 1.25 acres of upland and .37 acres of bay bottom, providing ample space for outdoor enjoyment, entertaining, and water activities. This residence offers four bedrooms and three baths, with the primary suite featuring an oceanfront balcony for panoramic views and tranquil moments. Embrace indoor-outdoor living with high ceilings and enormous screened porches off the living and dining areas, offering captivating ocean views and refreshing breezes. Relish in luxury outdoors with a refreshing pool, tennis court, dockage, and direct access to a sandy beach. Mature landscaping and lush green lawns create the quintessential Florida Keys oasis. A long driveway adds to the allure of this property, providing privacy and a grand entrance. Embrace the vibrant spirit of Islamorada with nearby Founder's Park, which features sports fields and sandy beaches, a dedicated dog park and tennis courts, and a venue for community events. Experience the epitome of waterfront living at 88707 Old Highway, where every day feels like a vacation.

Absolutely stunning waterfront property! Nestled on a rare point lot along Snake Creek in the premier area of Venetian Shores, this gated estate offers unparalleled boating opportunities with water on two sides & easy access to the Atlantic Ocean via Snake Creek Bridge or venture to Florida Bay to experience the Keys National Marine Sanctuary. Boasting an expansive 155 ft along the canal with 125 ft directly on Snake Creek, this cul-de-sac location is a paradise for boating & sunset enthusiasts. Immerse yourself in breathtaking sunsets over Snake Creek's vast waterway, whether relaxing on your private elevated balcony or lounging in the waterside pool. This gated two-story all-concrete home features four bedrooms and three baths with a spacious open floor plan to take advantage of the water views in every direction. Living room, dining area & gourmet kitchen w/island seating all have front row seats to Creek views along with the Primary Suite. Additionally, there are two guest bedrooms on the main level, plus a breakfast nook & bar. Entertainment abounds with an elevator leading to the ground-level theater room, complete with a wet bar & ample seating for game days. A guest bedroom, laundry/craft room, plus a two-car garage enhance the convenience of the ground-level enclosure. Outside, the in-ground pool, artificial grass, keystone patios, fire pit, seating/dining areas & covered BBQ grill create an inviting oasis among native palms. Additionally, a rare private cut-in boat slip with a 15,000 lb lift on a 100 ft wide canal provides protected dockage while easily accommodating multiple boats/yachts. It is truly a boater's dream come true. Located in Venetian Shores on Plantation Key within the Village of Islamorada, this Keys Estate offers the best of both worlds- deep water-protected dockage with unobstructed open-water views. Experience the passing parade of manatees, dolphins, yachts, deep sea fishing boats, kayaks & jet skis while relishing the unique beauty of this one-of-kind estate.

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.

Nothing compares to life at the one and only historic Cheeca Lodge Resort and Spa. Located in the heart of beautiful Islamorada, the sportfishing capital of the world, is your opportunity to procure an exceptional income-producing property that allows nightly rentals, with onsite management. This beautiful turnkey double queen bed suite provides you with resort style living and completely hands-off income generation. Enjoy the outstanding 5-star dining at multiple onsite venues or in-room dining if you prefer; two open-air tiki bars; the spa and fitness studio; three heated swimming pools; a stunning palm lined 1,200' sandy beach with complimentary cabanas; boat dockage and the longest fishing pier in the Florida Keys; an executive golf course; six lighted sport courts, including tennis, pickleball and basketball; over 15,000 square feet of event space; Camp Cheeca for the little ones; a complete line of watersports including, snorkeling, family fishing trips, eco tours, sunset cruises, kayaks, sailboats, paddleboards and parasailing; yoga and water aerobics; and lush tropical gardens for walking/jogging and enjoying nature throughout. Live the resort life at Cheeca Lodge, and yet, if you feel the spirit of adventure, Cheeca Lodge is centrally located within a short distance to outstanding restaurants, clubs, spas, salons, galleries, shoppes, breweries, and Islamorada's famous arts district.

Nothing compares to life at the one and only historic Cheeca Lodge Resort and Spa. Located in the heart of beautiful Islamorada, the sportfishing capital of the world, is your opportunity to procure an exceptional income-producing property that allows nightly rentals, with onsite management. This beautiful turnkey double queen bed suite provides you with resort style living and completely hands-off income generation. Enjoy the outstanding 5-star dining at multiple onsite venues or in-room dining if you prefer; two open-air tiki bars; the spa and fitness studio; three heated swimming pools; a stunning palm-lined 1,100' sandy beach with complimentary cabanas; boat dockage and the longest fishing pier in the Florida Keys; an executive golf course; six lighted sport courts, including tennis, pickleball and basketball; over 15,000 square feet of event space; Camp Cheeca for the little ones; a complete line of watersports including, snorkeling, family fishing trips, eco tours, sunset cruises, kayaks, sailboats, paddleboards and parasailing; yoga and water aerobics; and lush tropical gardens for walking/jogging and enjoying nature throughout. Live the resort life at Cheeca Lodge, and yet, if you feel the spirit of adventure, Cheeca Lodge is centrally located within a short distance to outstanding restaurants, clubs, spas, salons, galleries, shoppes, breweries, and Islamorada's famous arts district.

Indulge in spacious, coastal living in this three bedroom, two bathroom gem in the Key Heights neighborhood. The open floor plan creates an inviting atmosphere, while the large downstairs area provides endless possibilities - from additional living space to a creative retreat. Also features a lift for wheelchair access to the upstairs or to haul groceries. Situated on two lots adorned with natural hardwoods, this residence offers shade and privacy, enhancing the exotic seclusion. Just steps away from the neighborhood's homeowner's park, featuring a boat ramp and dock, this home is a haven for water enthusiasts. Explore the inshore and offshore fishing grounds, and relish the prime location close to schools, restaurants, shopping, and more. Centrally located only 1.5 hrs from Miami International Airport and 2 hrs from Key West. Seize the opportunity to experience the height of Keys living.

''Southern Shore'' This modern coastal residence boasts an unobstructed 180-degree panorama of the Atlantic Ocean. This all concrete superior built residence spans 3,790 square feet of indoor living space and 815 square ft of outdoor terraces. It offers four en-suite bedrooms, custom floor-to-ceiling kitchen cabinetry, sleek quartz countertops, state-of-the-art smart home infrastructure, custom-made closets, and the convenience of an elevator. This property delivers awe-inspiring ocean vistas from the bedrooms, living spaces, and kitchen, embodying the essence of a tropical paradise. Outdoor gatherings are elevated to new heights with a rooftop deck, multiple terraces, and a pool area with an outdoor kitchen (under construction). The interior elements are curated by John Rudolph Designs. This estate provides the complete package, featuring a prime oversized oceanfront location, gated entry, secure dockage facilities, a boat lift, and a misting system, all situated on an expansive lot within the tranquil Plantation Key community. Owner financing is available, and the owner is a Florida-licensed real estate agent.

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!

Oceanfront acreage in the heart of Islamorada! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by bay bottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!

A must-see! This updated two-bedroom, two-bath condo overlooks the Atlantic Ocean in the sought-after community of Ocean Harbor! Offering open floor plan with all new impact windows and doors, enclosed air-conditioned porch, covered parking, storage, 30' boat slip, 10,000 lb lift, and private staircase to the beautifully landscaped grounds. Ocean Harbor features an oceanfront heated pool and hot tub, tennis and pickle ball courts, sandy beach, ice machines, boat ramp, boat trailer storage, plus an ocean view gym, and clubhouse along with additional storage downstairs!