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Islamorada Homes for Sale

Discover Islamorada homes for sale, from luxury waterfront estates to island retreats. Whether buying or selling, Dawn provides expert insight into the Islamorada market.

Islamorada, known as the “Sportfishing Capital of the World,” is a collection of islands in the Upper Florida Keys offering a relaxed coastal lifestyle with world-class access to the water. Surrounded by the Atlantic Ocean and Florida Bay, Islamorada is ideal for boating, fishing, diving, and paddleboarding. The area is home to marinas, waterfront restaurants, and nearby parks like Founders Park, giving residents and visitors endless opportunities to enjoy the outdoors.

 Located between Key Largo and Marathon, Islamorada offers a blend of laid-back island living and upscale amenities. With a population of roughly 7,000–8,000 residents, the community has a small-town feel while attracting seasonal homeowners and luxury buyers. The area is primarily residential, with a mix of full-time residents, vacation homes, and investment properties, making it one of the most desirable destinations in the Florida Keys.

Real estate in Islamorada is highly sought after, especially for buyers looking for luxury waterfront homes and boating access. Median home values typically range from approximately $900,000 to over $1.5M+, with premium pricing for oceanfront and bayfront estates. The housing market is dominated by single-family waterfront homes, many with private docks and direct water access. For buyers, Islamorada offers premier coastal living and investment potential, while sellers benefit from strong demand, limited inventory, and high property values in a competitive market. View Islamorada homes for sale and contact me for any questions.

Islamorada Homes For Sale – Find Your Dream Home Home Search

Dawn's Exclusive Inventory

Browse this premier portfolio of Florida Keys properties, hand-selected to showcase the best in deep-water access, historic charm, and high-end seclusion. View the sportfishing estates of Islamorada or tour the sunset retreats of the Lower Keys to find a rare opportunity in this finite, world-class destination. As a Top 1% Key West real estate expert, I provide the exclusive market intelligence and local context behind every home, ensuring you see the true value beyond the listing page.

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Schedule A Consultation

 

Schedule a private chat with Dawn to get the "on-the-ground" truth about the Florida Keys market. Whether you’re hunting for a waterfront retreat or getting ready to sell, Dawn skips the standard sales pitch and delivers the private intelligence you need to make the right move.

Not sure if the timing is right? Reach out for a free, no-obligation home valuation to see exactly where your property stands in today’s market. As a Top 1% specialist, Dawn works closely with you to protect your investment and—for sellers—uses a national marketing reach to ensure you walk away with top dollar. Reach out today and let’s find your version of paradise.

Connect With Dawn

Florida Keys and Key West real estate offer a life built around the water. I’m here to help you navigate it. Whether you are buying your first island getaway or selling a legacy estate, you deserve an advocate who is recognized on the national stage; you need more than a listing agent—you need a local authority with 25 years of "on the ground" experience. The Florida Keys have attracted the world’s most celebrated artists, athletes, writers, and leaders for over a century, and you deserve the best representation as well.

Featured on HGTV House Hunters: My work as a featured agent on House Hunters allows me to showcase the best of the Keys to a global audience, giving my sellers' properties unrivaled exposure.

A National Voice for Keys Real Estate: From Fox Business to top-tier luxury publications, I am the go-to resource for the tax advantages and lifestyle shifts driving today’s market.

25 Years of Local Insight: I don't just pull listings; I provide deep-sea knowledge of every reef, wreck, and residential pocket from Key Largo to Key West.