The Islamorada real estate market consists of several different Keys, including: Upper Matecumbe Key, Lower Matecumbe Key, Windley Key, and Plantation Key.
Real estate for sale in Islamorada is continually some of the most highly in demand in the Florida Keys. Islamorada waterfront properties are always hot, as this is arguably the best destination for sport fishing in the world. From Islamorada condos for sale to the spectacular luxury homes in the area, Islamorada is an amazing place to purchase real estate in the Florida Keys.
These are the most popular Islamorada real estate searches. The categories below can help you simplify your searches by accessing the listings you are looking for with quick links, for more specific Islamorada MLS searches please use our advanced search to help you pin point the the exact property you are looking for.
Currently as of today May 20, 2022 there are 45 homes for sale in Islamorada, 36 of those houses are waterfront MLS listings. Islamorada also has 17 condos for sale and 15 of those condo listings are waterfront properties for sale. These Realtor listings are in 34 different neighborhoods in this Florida Keys city. This changes daily so be sure to sign up for email alerts, or contact a Islamorada Realtor from our team of experts.
|Avg Price||# For Sale||Neighborhood||Mile Marker||Min Price||Max Price|
|$1,687,499||4||Anglers Reef||MM 85.00||$1,325,000||$2,399,999|
|$824,950||2||Coral Harbour||MM 88.00||$824,900||$825,000|
|$545,000||1||Executive Bay||MM 87.00||$545,000||$545,000|
|$1,375,000||1||Futura Yacht Club||MM 88.50||$1,375,000||$1,375,000|
|$829,000||1||Galen Beach||MM 85.00||$829,000||$829,000|
|$1,250,000||2||Green Turtle Beach||MM 81.00||$1,200,000||$1,300,000|
|$2,300,000||1||Indian Waterways||MM 89.00||$2,300,000||$2,300,000|
|$6,500,000||1||Key Heights||MM 88.50||$6,500,000||$6,500,000|
|$8,500,000||1||Lake Harbor||MM 89.50||$8,500,000||$8,500,000|
|$896,333||3||Lower Mat Beach||MM 74.00||$750,000||$1,060,000|
|$4,143,750||4||Mat Ocean Bay||MM 75.00||$1,875,000||$7,000,000|
|$3,174,500||2||Mat Ocean Beach||MM 75.00||$3,099,000||$3,250,000|
|$1,874,500||2||Mat Ocean View||MM 76.50||$1,849,000||$1,900,000|
|$1,000,000||1||Matecumbe Beach||MM 82.00||$1,000,000||$1,000,000|
|$3,900,000||1||Matecumbe Ocean Bay||MM 77.00||$3,900,000||$3,900,000|
|$6,799,000||1||Misc Plantation Key||MM 85.00||$6,799,000||$6,799,000|
|$9,600,000||2||Misc Upper Matacumbe||MM 83.00||$8,450,000||$10,750,000|
|$1,397,500||2||Ocean Harbor||MM 87.50||$1,195,000||$1,600,000|
|$23,000,000||1||Palm Harbor||MM 82.00||$23,000,000||$23,000,000|
|$748,000||3||Palms Of Isla||MM 80.00||$460,000||$1,295,000|
|$5,900,000||1||Penn Key Club||MM 83.00||$5,900,000||$5,900,000|
|$5,608,250||2||Plant Beach||MM 87.50||$316,500||$10,900,000|
|$581,750||4||Plantation By The Sea||MM 87.50||$529,000||$649,000|
|$660,000||1||Plantation Tropical Park||MM 91.00||$660,000||$660,000|
|$2,898,000||3||Port Antigua||MM 74.50||$1,999,000||$4,495,000|
|$3,790,000||1||Safety Harbor||MM 74.00||$3,790,000||$3,790,000|
|$1,825,000||1||Sandy Cove Townhomes||MM 75.00||$1,825,000||$1,825,000|
|$639,000||1||Sea Gulls||MM 90.00||$639,000||$639,000|
|$1,800,000||1||Toll Gate Shores||MM 73.50||$1,800,000||$1,800,000|
|$4,990,000||1||Trop Coral Reef||MM 89.00||$4,990,000||$4,990,000|
|$2,548,400||5||Venetian Shores||MM 86.00||$1,595,000||$3,199,000|
|$1,299,500||2||White Marlin Beach||MM 74.50||$1,100,000||$1,499,000|
|Total Listings||Type||Lowest Price||Highest Price||Avg Price|
|36||Homes - Waterfront||$750,000||$23,000,000||$4,318,944|
|15||Condos - Waterfront||$449,000||$1,825,000||$868,266|
Islamorada is one of the most popular areas in the Florida Keys. Not only is the real estate in the area some of the most prestigious in the Keys, but the attractions in the area can’t be beat. The area known as Islamorada is actually composed of six different islands including Upper and Lower Matecumbe Keys, Windley Key and Plantation Key. The offshore islands of Lignumvitae Key and Indian Key are also part of Islamorada. Though these are largely uninhabited, they are huge tourist attractions as national parks and botanical gardens.
Islamorada’s main claim to fame is as the Sport Fishing Capital of the World. With unparalleled opportunities for both saltwater and backcountry fishing, top anglers flock to Islamorada for a shot at bringing in the big catch. Those familiar with the tricky waters can take to the seas themselves in their own boats, or in one of the many charters or rentals available. Newcomers to the island, or those looking for professional help have a number of world-class captains at their disposal.
Islamorada is also known around the Keys for its eclectic collection of restaurants, tiki bars, shops, boutiques, and other attractions. Among the most popular are the Theater of the Sea, the History of Diving Museum, and Founder’s Park, where tourists and residents alike go to spend happy hours with their friends and families.
Plantation Key is located in northern Islamorada and is a real estate hot spot - particularly for families. Not only does Plantation Key feature family-friendly locations such as Founders Park - a perennial favorite for its attractions including a sandy beach, watersports area, and the many organized events held there each year - but Plantation Key is also home to the schools that service Islamorada. Plantation Key Elementary and Middle Schools, as well as Coral Shores High School are all located in Plantation Key and service most of the Upper Keys. This is a great luxury for residents of Plantation Key, as the school boundaries in the Florida Keys often require longer commutes.
Windley Key is another popular part of Islamorada. Known for its premier residential real estate, Windley Key has become one of the most highly coveted destinations for real estate in the Keys. Increasing its already high livability are the great destinations nearby. Residents and tourists alike enjoy the attractions in Windley Key such as the Windley Key Fossil Reef Geological State Park - highlighting rarely seen fossilized coral - and the Theater of the Sea. At the Theater of the Sea, visitors can enjoy spending time with some of the Keys' finest marine life, including having the opportunity to swim with dolphins!
Upper Matecumbe is located in central Islamorada, between mile markers 79 and 83. The area is known for its beauty as well as its abundance of local flair, great restaurants, and laid back vibe. Off-shore Upper Matecumbe is home to top-notch fishing and diving, and world class charters can be found here to help anglers and divers take advantage. Housing in Upper Matecumbe attracts those looking for a little bit of everything, as Islamorada surely offers!
Lower Matecumbe is a popular place to live and visit in Islamorada. Home to a great collection of casual hangouts, Lower Matecumbe is able to retain its small town Florida Keys atmosphere and its dedication to a tropical lifestyle. Known to have great real estate, people are also drawn to Lower Matecumbe for the fantastic fishing found off shore. One of the most popular spots in Lower Matecumbe is Annie's Beach, a local's favorite for its beautiful white sand.