Islamorada, known as the Sportfishing Capital of the World, is a village of five islands in the Upper Keys: Plantation Key, Windley Key, Upper and Lower Matecumbe Key, and Tea Table Key. It's about 75 miles from Miami, with canal-front homes, bayfront estates and some of the best fishing in the country. On Plantation Key, the median sale price was about $1.4 million over the past year.
The Island Collective Realty is broker-led. Greg Gordon works directly with every Islamorada buyer, including the many buying a second home from out of state.
Islamorada Real Estate
FLORIDA KEYS AREA GUIDE
Islamorada sits between the Atlantic and the Gulf, which puts world-class offshore and backcountry fishing minutes from your dock. It's an incorporated village of about 7,100 residents, with a small-town feel, good restaurants and a strong boating culture.
It's also one of the easiest places in the Keys to reach from the mainland, about an hour and a half from Miami. That makes it a favorite for second-home buyers who fly into Miami and want to be on the water the same afternoon.
Why buyers choose Islamorada
AREA OVERVIEW
What people love about Islamorada
AREA HIGHLIGHTS
Local restaurants, waterfront bars and spots like Robbie's Marina, where you can feed the tarpon, keep it laid-back.
Small-village feel
About 75 miles from Miami, so you can fly in and be on your dock the same day.
Close to the mainland
World-class fishing
Between the Atlantic and the Gulf, Islamorada offers offshore, reef and backcountry fishing, all within a short run from home.
On Plantation Key, the median sale price was about $1.4 million over the past year, with about 125 sales. Venetian Shores, with deep canal-front homes, led at about $2.6 million, followed by Indian Waterways at about $1.77 million and Plantation Key Colony at about $1.6 million.
More affordable options include Key Heights at about $850,000, Indian Harbor at about $740,000 and Coral Harbour at about $650,000. On Upper Matecumbe Key, Strattons had a median of about $1.9 million and Tarpon Flats about $969,000.
Islamorada neighborhoods and home prices
NEIGHBORHOODS AND PRICES
Upper Matecumbe Key
Known for restaurants, galleries, shops, and a central Islamorada feel, Upper Matecumbe is one of the most recognizable parts of the area.
Explore Islamorada neighborhoods
COMMUNITIES
These areas offer a mix of canal-front homes, condos, and more laid-back residential options, with convenient access through Islamorada and toward the mainland.
Plantation Key + Windley Key
Lower Matecumbe Key
Often quieter and more private, Lower Matecumbe appeals to buyers looking for waterfront homes, more space, and a relaxed residential feel.
Life in Islamorada revolves around the water. Charter boats and backcountry guides leave from marinas across the village, Anne's Beach on Lower Matecumbe is a local favorite, and the History of Diving Museum and the 1935 Hurricane Monument tell the island's story. Evenings mean sunset at a waterfront restaurant.
Getting here is easy. Miami International Airport is about an hour and a half to two hours north, and Key West is about two hours south.