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Islamorada is an incorporated village in Monroe County, Florida, in the upper Florida Keys between Miami and Key West. Its name, often translated as "Purple Isle," was given by the Spanish, who first sighted the area in 1513, and the village was formally incorporated in 1997 as the Village of Islands. The village spans five islands: Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key, and Plantation Key, along with the waters between them. The Overseas Highway, U.S. Route 1, threads through all five, making Islamorada both a destination and a waypoint along the Keys. Islamorada is known worldwide as the Sport Fishing Capital of the World. Its shallow backcountry flats and offshore waters draw anglers for bonefish, tarpon, permit, and sailfish, and fishing is the backbone of the local economy and identity. That identity runs through daily life, from charter captains and bait shops to the tournaments and seafood traditions that draw visitors year-round. Theater of the Sea, a long-running marine-life attraction with dolphin, sea lion, and parrot shows, is a signature family destination. The village's five keys hold a mix of marinas, waterfront homes, and small businesses rather than high-rise development, preserving a low-key Keys character. Public schools are part of the Monroe County School District, the district serving the Florida Keys, and a charter school also operates within the village. For residents, Islamorada offers a genuine island lifestyle centered on the water, with world-class fishing, boating, and marine recreation at the doorstep and the conveniences of the Overseas Highway connecting it to the rest of the Keys, Miami, and the mainland.

Population 7,068

County Monroe

Active Listings 54

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Frequently Asked Questions

Where is Islamorada located?

Islamorada is in Monroe County, Florida, in the upper Florida Keys. It lies between Miami and Key West, strung along the Overseas Highway, and is incorporated as the Village of Islands.

Why is Islamorada called the Sport Fishing Capital of the World?

Islamorada is nicknamed the Sport Fishing Capital of the World for its renowned backcountry flats and offshore fishing. Anglers come from around the world for its bonefish, tarpon, sailfish, and other game fish, and fishing is central to the village's economy and culture.

What islands make up Islamorada?

Islamorada spans five islands: Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key, and Plantation Key, plus the waters between them. The village is part of the upper Florida Keys in Monroe County.

What school district serves Islamorada?

Residents of Islamorada are zoned to schools in the Monroe County School District, the district serving the Florida Keys. Treasure Village Montessori, a charter school serving pre-kindergarten through eighth grade, is also located in Islamorada.

When was Islamorada incorporated?

Islamorada was incorporated as a village in 1997, making it one of the newer municipalities in the Florida Keys. The name is often translated as Purple Isle, from the Spanish who first sighted the area in 1513.

City Guide

About Islamorada

Real Estate & Housing

Housing in Islamorada reflects its island setting and limited land. Single-family homes predominate, many with canal or bay frontage and boat access, alongside a smaller stock of condominiums and older Keys cottages. Development is constrained by the narrow island geography, so properties are limited and often oriented toward the water, with private docks common on waterfront parcels, giving the village a distinctive, marine-centered residential character.

Neighborhoods

Islamorada is spread across its five keys rather than organized around a single downtown. Plantation Key and Windley Key hold much of the village's commercial activity, while Upper Matecumbe Key and the smaller Tea Table and Lower Matecumbe keys are more residential. The result is a linear, island-hopping community tied together by the Overseas Highway rather than a conventional town center.

Lifestyle in Islamorada

Life in Islamorada revolves around the water. Fishing is the defining activity, from flats guides poling skiffs over shallow grass beds to offshore boats chasing sailfish, and boating, snorkeling, and diving fill the days. The village keeps a relaxed, low-rise island pace rather than a resort-town feel, with marinas, waterfront restaurants, and marine attractions woven into daily life along the Overseas Highway.

Schools & Education

Residents of Islamorada are zoned to schools in the Monroe County School District, which serves the entire Florida Keys from Key Largo to Key West. Treasure Village Montessori, a charter school serving pre-kindergarten through eighth grade, is located in Islamorada on the Overseas Highway. Because the village is spread across five islands, high school students commute to district campuses in the surrounding Keys communities.

Getting Around

The Overseas Highway, U.S. Route 1, runs the length of Islamorada, linking its five islands and connecting the village to Miami to the northeast and Key West to the southwest. All travel within and beyond the village is by road along this single spine, with Miami's airport and the mainland reached by car. The highway's bridges and causeways define the village's linear geography.

Parks & Recreation

Fishing is the heart of recreation in Islamorada, from flats and backcountry angling to offshore sportfishing, with numerous charter captains and guides based in the village. Boating, snorkeling, and diving are year-round pursuits along the coral reefs and clear waters. Theater of the Sea offers marine-life shows and interactions, and nearby Indian Key and Alligator Reef add historic and natural day-trip destinations.

MARKET SNAPSHOT

The Market at a Glance

How homes have been selling here over the last 90 days.

home_work New This Week 1

Went Under Contract 0

trending_down Price Reductions 0

payments Median Sale Price $1,457,000 +6.0%

square_foot Price per Sq Ft $1,253

schedule Avg Days on Market 288

sell Homes Sold 3

percent Sale-to-List Ratio 94.0%

inventory_2 Months of Inventory 34.5

Price & Sales History

Market data reflects closed sales over the last 90 days and is provided for informational purposes.

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