Florida Keys Shane "Waterfront" Wilson December 30, 2025
When it comes to living in the Florida Keys, not all waterfront is created equal—and not all condos are, either. If you’re looking for Key Largo waterfront condos for sale, it helps to have the inside scoop on which communities offer the best value, amenities, dockage, and access to the water.
As someone who was born and raised on these waters—and still shows properties by boat—here’s my breakdown of the top waterfront condo communities in Key Largo, based on years of local experience and what buyers are really looking for.
Waterfront: Atlantic Ocean (Oceanfront)
Highlights:
Private marina with direct ocean access
Strong short-term rental potential (STR-allowed)
On-site restaurant, pool, tennis, and private beach
Ocean Pointe is one of the few oceanfront condo communities in the Keys that combines full resort-style amenities with STR flexibility. Investors love it. Vacationers love it. And the views don’t hurt either.
View Ocean Pointe Condos for Sale.
Waterfront: Florida Bay (Bayside)
Highlights:
Gated community with boat ramp and marina
Sunset views over the bay
Two pools, tennis, and clubhouse
This is a local favorite for year-round and seasonal residents alike. Landings of Largo feels private and peaceful, yet it’s just minutes from top restaurants and grocery stores. Perfect if you want boating access without the hustle of tourists.
Waterfront: Atlantic Ocean (Marina + Ocean Views)
Highlights:
Gated luxury community with resort feel
Protected deepwater marina with fuel
Large pool, clubhouse, gym, tennis, and rental flexibility
Mariners Club is high-end condo living at its best—think palm-lined grounds, spacious interiors, and a marina that makes getting offshore a breeze. It’s ideal for buyers who want luxury + flexibility + boating all in one place.
Waterfront: Bayside Canal + Marina Access
Highlights:
One of the most affordable waterfront condo communities
Private beach lagoon and pier
Marina, tennis, pools, and vacation rental potential
Looking for value in a vacation-friendly community? Kawama checks the boxes. It’s older than some of the luxury developments, but for buyers who want a place to boat, rent, and relax without breaking the bank, this is a solid pick.
Waterfront: Bayside (Florida Bay)
Highlights:
Beautiful sunsets + bay views
Marina, pool, tennis, and more
Popular among part-time residents and vacationers
Moon Bay offers Key Largo charm with great amenities and gorgeous sunset-facing docks. If you’re looking to dock your boat and sip something cold while the sky turns orange—this is your kind of place.
Every waterfront condo community in Key Largo offers a unique mix of:
Dockage and marina setup
Vacation rental flexibility
Maintenance and HOA structure
Access to the bay, ocean, or both
“I always tell my buyers, start with how you want to live. Do you need rental income? Do you want to walk to dinner? Are you heading offshore every weekend? The right condo depends on the lifestyle you’re after.” — Shane “Waterfront” Wilson
There’s no substitute for local knowledge—especially when it comes to Key Largo waterfront condos for sale. If you’re ready to explore options (by land or boat), let’s talk.
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.