Florida Keys Shane "Waterfront" Wilson October 28, 2025
3+ acres, deepwater dockage, ocean views, and privacy—this is the one you’ve been waiting for.
If you’ve been searching for homes with acreage in the Florida Keys, you already know how rare they are. Most homes in the Keys are built on narrow lots with just enough space for a dock and a hammock. But 1590 Pelican Pass in Marathon is something else entirely: a true 3+ acre oceanfront estate with protected deepwater dockage, panoramic views, and room to roam.
Situated at the end of a quiet private road, this Marathon property is the type of Keys real estate you don’t see often—especially not with this kind of space. Here’s what makes 1590 Pelican Pass stand out:
3.07 acres of gated land with lush landscaping and total privacy
480+ feet of oceanfront along a protected basin
160’ of deepwater dockage with a 25K lb. boat lift and floating dock
Unmatched access to the Atlantic for serious boaters
Whether you’re arriving by land or sea, this property checks all the boxes—luxury, location, and rare acreage in one of the most desirable boating regions in the world.
The main residence offers nearly 4,000 square feet of light-filled living space with:
5 bedrooms and 4 bathrooms
Vaulted ceilings and oversized windows with stunning ocean views
A wraparound porch made for sunrises, shade, and sea breezes
A private guest suite, perfect for extended family or guests
An elevator and practical layout for full-time or part-time living
It’s the kind of home where you can host Thanksgiving under the palms or sneak away for a weekend in peace.
There are plenty of beautiful homes in the Florida Keys. But very few come with multiple acres of land, especially on the ocean. That kind of room gives you flexibility, privacy, and long-term value that smaller parcels simply can’t compete with.
Whether you’re dreaming of a private family compound, luxury vacation rental, or future-forward investment, acreage in the Keys is one of the most sought-after and hardest-to-find property types.
As someone born and raised in the Florida Keys—and who has spent the last few decades boating, fishing, diving, and selling homes from Key Largo to Key West—I can tell you this:
Opportunities like this don’t come around often. And when they do, it pays to work with someone who knows the back roads and the back bays.
I tour many properties by boat because for homes like this, the water tells just as much of the story as the land does.
If you’re looking for Florida Keys homes for sale with acreage, especially in Marathon, this property should be on your radar.
Florida Keys
The Florida Keys is not a market where generalist experience translates directly.
Southwest Florida
The name says it all — Town and River sits at the intersection of community and waterfront access.
Florida Key
Some people don’t do rough water, so knowing I can switch sides in minutes is huge.
Southwest Florida
Huge menu, waterfront seating, and an upstairs bar with panoramic views over the bay.
Florida Keys
And when you’re ready to take the next step, reach out. We can tour by land — or by water.
Southwest Florida
Buying a waterfront home in Southwest Florida sounds simple—until you’re actually doing it.
Southwest Florida
Now they’re in their 60s, 70s, even 80s, sitting on piles of cash, but they can’t enjoy it.
Florida Keys
It’s ideal for buyers who want luxury + flexibility + boating all in one place.
Southwest Florida
Island Park offers larger lots, fewer restrictions, and a central Fort Myers location.
Decades of waterfront expertise, deep local roots, and a passion for the Florida lifestyle define every client experience. The Shane “Waterfront” Wilson combines extensive real estate knowledge with unmatched insight into the Florida Keys and Southwest Florida markets—helping buyers and sellers navigate every step with confidence and ease.