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Islamorada Real Estate for Sale, Homes and Condos in the Florida Keys

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.

Popular Searches for Islamorada, FL

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 January 29, 2023 there are 62 homes for sale in Islamorada, 54 of those houses are waterfront MLS listings. Islamorada also has 24 condos for sale and 23 of those condo listings are waterfront properties for sale. These Realtor listings are in 43 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.

43 Communities in Islamorada, Florida

Avg Price # For Sale Neighborhood Mile Marker Min Price Max Price
$2,381,714 7 Bay Harbour MM 75.00 $1,399,000 $5,200,000
$998,333 3 Beacon Reef MM 83.00 $935,000 $1,100,000
$749,950 2 Coral Harbour MM 88.00 $699,900 $800,000
$1,400,000 1 Davis Shores MM 77.00 $1,400,000 $1,400,000
$585,000 1 Executive Bay MM 87.00 $585,000 $585,000
$789,000 1 Futura Yacht Club MM 88.50 $789,000 $789,000
$759,000 1 Galen Beach MM 84.90 $759,000 $759,000
$3,850,000 1 High Point MM 89.00 $3,850,000 $3,850,000
$3,495,000 1 Indian Waterways MM 89.00 $3,495,000 $3,495,000
$350,000 1 Islamorada South MM 76.50 $350,000 $350,000
$7,000,000 1 Key Heights MM 88.50 $7,000,000 $7,000,000
$11,900,000 1 Lake Harbor MM 89.50 $11,900,000 $11,900,000
$879,000 1 Lower Mat Beach MM 74.00 $879,000 $879,000
$1,600,000 1 Maison Matecumbe MM 81.00 $1,600,000 $1,600,000
$4,966,000 5 Mat Ocean Bay MM 75.00 $3,950,000 $6,500,000
$3,277,500 2 Mat Ocean Beach MM 75.00 $2,575,000 $3,980,000
$1,900,000 1 Mat Ocean View MM 76.50 $1,900,000 $1,900,000
$9,199,500 2 Mat Sandy Beach MM 75.00 $6,499,000 $11,900,000
$950,000 1 Matecumbe Beach MM 82.00 $950,000 $950,000
$3,750,000 1 Matecumbe Ocean Bay MM 77.00 $3,750,000 $3,750,000
$5,995,000 2 Misc Lower Matacumbe MM 76.00 $4,490,000 $7,500,000
$7,231,666 3 Misc Upper Matacumbe MM 81.50 $2,995,000 $9,750,000
$1,600,000 1 Ocean Harbor MM 87.50 $1,600,000 $1,600,000
$12,050,000 2 Palm Harbor MM 80.90 $1,100,000 $23,000,000
$699,000 1 Palms Of Isla MM 80.00 $699,000 $699,000
$5,450,000 1 Penn Key Club MM 83.00 $5,450,000 $5,450,000
$5,272,166 3 Plant Beach MM 87.50 $316,500 $10,900,000
$525,000 1 Plantation By The Sea MM 87.50 $525,000 $525,000
$4,398,333 3 Plant Ridge MM 87.00 $850,000 $6,350,000
$7,695,000 1 Plantation Lake Estates MM 87.00 $7,695,000 $7,695,000
$2,895,000 4 Port Antigua MM 74.50 $2,250,000 $3,250,000
$7,500,000 1 Randall Adams MM 89.00 $7,500,000 $7,500,000
$2,950,000 1 Safety Harbor MM 74.00 $2,950,000 $2,950,000
$612,500 2 Sand Pebbles MM 80.50 $575,000 $650,000
$895,000 1 Stillbeach MM 77.00 $895,000 $895,000
$4,425,000 2 Strattons MM 82.50 $950,000 $7,900,000
$550,000 1 Summer Sea MM 88.50 $550,000 $550,000
$2,290,000 1 Toll Gate Shores MM 73.50 $2,290,000 $2,290,000
$7,850,000 1 Treasure Harbor MM 86.50 $7,850,000 $7,850,000
$3,950,000 1 Trop Coral Reef MM 89.00 $3,950,000 $3,950,000
$2,591,909 11 Venetian Shores MM 86.00 $1,349,000 $4,799,000
$1,875,000 4 White Marlin Beach MM 74.50 $450,000 $3,050,000
$2,012,500 4 Windy Cove MM 84.00 $1,850,000 $2,250,000
Islamorada, Florida

Current Islamorada Market Statistics as of 01-29-2023

Total Listings Type Lowest Price Highest Price Avg Price
62 All Homes $316,500 $23,000,000 $4,274,604
54 Homes - Waterfront $450,000 $23,000,000 $4,742,407
24 All Condos $350,000 $5,200,000 $1,336,037
23 Condos - Waterfront $350,000 $5,200,000 $1,363,695

About Islamorada

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.

The Islands of Islamorada

About Plantation Key

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.

About Windley Key

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!

About Upper Matecumbe

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!

About Lower Matecumbe

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.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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