Skip to main content

Welcome to Islamorada, where buying a waterfront home isn’t just about acquiring property; it’s about embracing an authentic, laid-back lifestyle you won’t find anywhere else. As a third-generation real estate broker raised on these waters, I’ve dedicated over 40 years to exploring every inch of the Florida Keys’ shores, reefs, and hidden channels. My approach? I don’t just show you homes; I give you the full Keys experience, often by boat, so you can feel what life is truly like from the water.

Whether you’re considering an oceanfront, bayfront, or canalfront home, Islamorada has options as diverse as its waters. Here’s a breakdown of each, and how we’ll find the perfect fit for your vision of Keys living.

Shane Waterfront Wilson, a Florida Keys Realtor driving his center console in the Florida Keys.

 

Islamorada Oceanfront Homes

If your dream includes waking up to the sound of Atlantic waves or spotting dolphins from your balcony, an oceanfront property might be calling your name. These homes offer direct access to the open ocean, and for fishing enthusiasts, that means you’re just a cast away from some of the best sportfishing spots on the planet. Islamorada’s waters are legendary for catches like sailfish, mahi-mahi, and tarpon. For many, it’s the ultimate playground.

With oceanfront homes, you’re investing in both property and proximity to adventures like snorkeling, scuba diving, and kite surfing. And when I show you these properties, it won’t be from the sidewalk—we’ll cruise by boat, so you can feel that salt air and get the same excitement your future guests will have when they pull up by water.

 

Bayfront Homes

If you’re drawn to tranquil, glassy waters and postcard-worthy sunsets, bayfront living may be your perfect match. Homes along the bay provide expansive views across Florida Bay, where evenings are spent soaking in those pink and orange skies as the sun dips below the horizon. It’s pure relaxation and beauty, ideal for anyone wanting to unwind in a picture-perfect setting.

Bayfront properties are also excellent for families and boaters who prefer calmer waters or easy access to the backcountry for paddleboarding, kayaking, or quiet fishing expeditions. As someone who’s grown up navigating these waters, I’ll show you the bayfront homes with the best dock access, so you’re ready to hit the water whenever the mood strikes.

 

Canalfront Homes

Islamorada’s canals weave through its neighborhoods, making canalfront homes a unique choice for those who love boating but want the feel of a cozy neighborhood. With these homes, your backyard is a direct gateway to the open water, whether that’s a quick hop to the bay or a straight shot to the ocean.

Not all canals are created equal, though, and here’s where my local expertise comes into play. Canal depths vary significantly by neighborhood, so matching your boat’s size and draft to the right canalfront home is essential. As we tour these properties—yes, by boat—I’ll help you gauge the water depth and maneuverability to ensure your canalfront home fits your boating lifestyle seamlessly.

 

Explore Islamorada Waterfront Living—The Right Way

With deep Keys roots and decades of experience, I’m here to help you find a home that doesn’t just look great on paper but feels like a natural fit. I know every sandbar, reef, and a few good fishing spots, and when you’re ready to dive into the details of waterfront living, we’ll do it right—from the water.

 

Ready to Get Started?

Islamorada’s waterfront homes offer more than just stunning views; they provide a gateway to a lifestyle that’s as relaxed or as adventurous as you want it to be. With my lifelong knowledge of these waters and a commitment to making each client feel at home, we’ll find a property that’s not just an investment but a front-row seat to the Keys’ way of life.

Leave a Reply