Islamorada Real Estate Search

Newest Islamorada Homes and Condos for Sale

$795,000
1 Beds 1 Baths 608878 MLS
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.

81801 Overseas Highway Unit #612, Islamorada

$649,000
1 Beds 1 Baths 608876 MLS
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.

81801 Overseas Highway Unit #751, Islamorada

$1,650,000
3 Beds 3 Baths 608826 MLS
Welcome to your slice of paradise in the heart of ''downtown'' Islamorada! This stunning ground-level DUPLEX offers the perfect blend of modern coastal living and convenient in-town amenities. Located just moments away from the renowned Cheeca Lodge and the charming shops, restaurants, and galleries of the Arts District, this property boasts a prime location for residents and vacationers alike. This duplex features two distinct dwelling units plus a guest space, each meticulously remodeled to exude a bright, airy ambiance that perfectly complements the island lifestyle. The interior spaces are bathed in natural light, accentuating the coastal contemporary design elements throughout. Enjoy one unit for yourself and generate income by renting the other - or host the friends and family who will want to visit! Constructed with durability and longevity in mind, this concrete home is topped by a sturdy metal roof, ensuring peace of mind during inclement weather. Impact windows and doors further enhance the property's resilience, providing added security and protection against the elements. Outside, the fully fenced yard offers a private oasis, complete with an electric gate for added security and convenience. The lush landscape, adorned with vibrant foliage and artificial turf, creates a low-maintenance yet visually stunning backdrop for outdoor relaxation and entertainment. Whether you're seeking a permanent residence or a vacation retreat, this downtown Islamorada duplex offers the perfect blend of luxury, convenience, and coastal charm. Don't miss your opportunity to experience the quintessential Florida Keys lifestyle in this exceptional property! The Village of Islamorada recognizes two dwelling units which adds significant value to the property. Buyers to confirm all info during due diligence.

107 Carroll Street Unit #A and B, Islamorada

$5,290,000
5 Beds 5 Baths 608720 MLS
This waterfront paradise has everything you could desire! Enjoy breathtaking sunsets every evening, ample dockage, and plenty of space for family and friends to gather. This 5-bedroom, 5-bathroom home offers numerous comfortable living areas, both indoors and out, perfect for embracing the relaxed Keys lifestyle. With a small private basin featuring a concrete seawall, a 20K# boat lift, a 100'+ dock, and a lift for your skiff, there's no shortage of space for your boats. Spanning over 4,000 square feet under AC, there's plenty of room for all your loved ones. The thoughtful layout of this three-story home is designed for both comfort and functionality. The main level welcomes you with bay views, an open concept living room, a stunning chef's kitchen & dining area, creating a seamless flow for daily living and entertaining. Two bedrooms and two bathrooms on this level ensure convenience and privacy for guests or family members. Ascending to the top floor reveals a breathtaking master bedroom suite boasting panoramic bay views, offering a serene retreat for relaxation. Adjacent to the master suite is an exercise room, providing a convenient space to stay active without leaving home. Additionally, another bedroom with an ensuite bathroom on this floor offers flexibility and convenience. Descending to the bottom floor, you'll find recently remodeled ''rec rooms'', with a full bath, currently utilized as a guest suite that opens to the bayfront backyard, providing guests with their own private oasis and easy access to outdoor activities and waterfront enjoyment. The first two floors feature concrete construction, while the third floor, added in 1998, boasts frame construction with cathedral tongue and groove ceilings and a metal roof. Nearly every window and door in the house is impact resistant, ensuring durability and safety. Square footage includes 1,512sf on top floor, 1,512sf on middle floor and 1,018sf of 'lower level finished' which is on original plans

416 S Coconut Palm Boulevard, Islamorada

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Islamorada Homes for Sale

Stretching across just over seven square miles halfway between Key West and South Miami, the waterfront community of Islamorada is a great place to buy a home in Monroe County, Florida. Encompassing Tea Table Key, Upper and Lower Matecumbe Key, Windley Key, and Plantation Key, the community is also called Village of Islands. The community was just a part of Upper Matecumbe Key until it was incorporated in 1977. It is located in the center of the one-hundred-mile-long Florida Keys, between Mile Markers 72 and 90. Altogether its four islands span eighteen linear miles with a thin land area of just under four thousand acres.

This naturally beautiful community has strict land development regulations as do most of the islands in the Florida Keys. It is an incredibly popular destination for anglers, particularly in the backcountry that abuts the Gulf of Mexico. In fact, it is known as the Sport Fishing Capital of the World. It also has fabulous fishing opportunities on the opposite shore, conveniently out of reach from the Gulf Stream. Home to just over six thousand, six hundred people, Islamorada sees a lot of second-home owners and vacationers and offers a wide variety of services and amenities. For example, there are some fabulous micro-beer breweries, art galleries, shops, and restaurants here, including must-try places like Whale Harbor Restaurant, Pierre’s, Kaiyo Grill & Sushi Bar, Ziggie & Mad Dogs, and Chef Michaels, to name a few.

Islamorada is also home to beautiful sandbars and parks, including Founders Park which encompasses a sandy beach, aquatic center, and Plantation Yacht Harbor Marina and its eighty-three wet slips. All of these advantages contribute to the irresistibility of Islamorada real estate. Real estate in Islamorada include stunning oceanfront estates, two- and three-story stilt homes, and a variety of oceanfront condos. There are roughly five thousand seven hundred homes in this Village of Islands, and they include Islamorada oceanfront homes and inland properties. These also include Islamorada vacation homes. Whatever it is you seek, we would love to share details about specific properties available in Islamorada, Florida, so please contact us today so we can help you with your Islamorada home search.

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