4741/4743 Pine Island Road NW

An incredible waterfront investment opportunity awaits in the heart of historic Matlacha — offering direct sailboat-access bay frontage, a private boat ramp, and a waterfront courtyard with a fully functional pool as the centerpiece of this one-of-a-kind property. Situated right on the water in one of Florida’s most colorful and charming coastal communities, this property is perfect for the investor ready to bring their vision to life while capitalizing on its rare location and income potential.
The main home, currently operating as an Airbnb, has been renovated and offers a welcoming 1 bedroom, 1.5 bath layout with an open kitchen, light-filled living and dining areas, and serene water views. Two additional cottages — a 2 bedroom, 2 bath and a 1 bedroom, 1 bath — open directly to the pool and courtyard, each waiting to be restored and transformed into profitable rental units.
The property’s private boat ramp gives you easy access to open Gulf waters with no bridges, perfect for boaters and fishing enthusiasts. The southeast-facing backyard and pool area allow you to soak in breathtaking sunrises over the bay and enjoy tranquil evenings by the water.
Just outside your door, you’ll find the vibrant energy of Matlacha’s historic district — walk to Blue Dog Bar & Grill, Bert’s Bar, Olde Fish House Marina, and Island Seafood Market, or explore the area’s eclectic shops and art galleries.
Sold as-is and cash-only, this property combines current rental income from the main house with the opportunity to unlock even more value through renovation of the cottages. Rarely does such a prime waterfront property with direct Gulf access and endless potential come to market in Matlacha. Bring your creativity and contractor — and make this waterfront retreat your next successful investment.