luxury real estate for sale Islamorada, United States (page 2)

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.

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.

This fantastic oceanfront property is located in the heart of the best fishing in Islamorada! A large 24,394 sq. ft. vacant lot awaits complete with an ACTIVE PERMIT. This prime property is located directly on the most beautiful clear water. Enjoy direct ocean access and seamless bay access through Channel 5. Permit also in hand for an observation pier with a tiki hut. This property, already cleared, stands ready for a fresh residence. The approved plans encompass a 2,560 sq. ft., four-bedroom, four-bathroom layout with a three-car garage. Property to the south is preserved, which allows for plenty of privacy! With the permits secured and paid for, this is the perfect opportunity to create your dream home in the Florida Keys.

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. This is your opportunity to procure an exceptional income-producing property that allows nightly rentals, with onsite management. This beautiful turnkey king bed suite with a kitchenette 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.

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!

Fabulous price on this bayfront property on Plantaion Key! Make this your bayfront estate and enjoy all that Islamorada has to offer. Fully fenced for privacy, this property offers breathtaking bay views and an irreplaceable tiki at the end of the dock. You will make this your daily sunset viewing platform! Upstairs you will find a large open living area with sliding glass doors to the spacious screened terrace. In addition there are 3 bedrooms and 2 baths. From the terrace there are stairs to the pool and then the backyard, beach and dock. The ground level includes 2 bedrooms and bath plus an open living area. You will fall in love with this property and want to make it your Keys retreat.

Welcome to the ideal Islamorada hideaway on an oversized lot nestled on a quiet cul-de-sac in the highly sought-after High Point neighborhood. This fantastic three-bedroom, two-bathroom home features an open floor plan, impact windows and doors, stainless steel appliances, a large back patio for outdoor entertaining, and a large air-conditioned ''she'' or ''he'' shed, fishing or dive locker, or a workshop for additional storage. The all-concrete construction, including the roof, makes this house a bunker for carefree living. The oversized lot offers the flexibility to add a pool, additional living space, or reimagined outdoor living areas. Swim, launch your boats, kayaks, kiteboards, SUPs, or enjoy the fabulous Florida Keys sunsets nightly at your private neighborhood bayfront homeowner's park. Close to shopping, schools, restaurants, the hospital, and a short drive to Miami International Airport, this home is the epitome of convenience. Founder's Park is close-by and offers Islamorada residents the use and enjoyment of the bayfront sandy beach, marina, boat ramp, amphitheater, heated/chilled swimming pool, splash pad, dog park, tennis courts, ball fields, bocci ball court, walking and exercise paths, concerts, and many civic events throughout the year.

Prime location! Rare bayfront property in a private gated community located in the heart of downtown Islamorada with gorgeous sunset views, private pool and dockage! This original 4 bed/4 bath concrete home has a concrete roof and is ready for you to come in and make it your own, or take advantage of the existing building right to create your dream home in Islamorada's most exclusive community. Tucked into its own private corner of prestigious Pen Key Club, this ground level concrete home is one of only seven in the 31-home community directly on the open bay and is on one of the largest lots. It also has its own private dock (in need of repair) and a large private pool, in addition to enjoying use of the community boat basin and the community pool if desired. The current home is 2/2 in the main house and has 2 separate 1/1 guest suites, each with its own private entrance. Outside is a large shady grass yard with beautiful mature trees, including a stunning Haden mango. Another unique feature of Pen Key is that the club employs a full-time property manager living on site to maintain the grounds and common areas. After a day out fishing or boating, come home and watch the sunset from your own back yard and then stroll through the meticulously landscaped neighborhood and out the secure front gates to enjoy fine dining just steps away at Ziggie & Mad Dog's. This community is also perfectly situated in downtown near fine dining, bars, boutiques, salons, shops, art galleries, museums and of course, the monthly Art Walk and famous monthly Full Moon Party. The Village of Islamorada also offers Freebee Electric Vehicle Ridesharing for added convenience. If you are ready to live the good life in the heart of downtown Islamorada, then it's time to discover the peace, security and lush tranquility of Pen Key.