Upper Matecumbe Key sits at the center of Islamorada, often called the “Heart of the Islamorada.” Known for its eclectic art scene, bayside marinas, and world-class restaurants, it’s one of the most desirable places to call home in the Upper Keys. Life here balances small-town character with vibrant culture. On any given day, you can stroll through local galleries, enjoy fresh seafood overlooking the water, or set out from your backyard dock for a sunset cruise. With easy access to both the Atlantic Ocean and Florida Bay, Upper Matecumbe is a true boater’s paradise.
What makes Upper Matecumbe special is its walkability and sense of community. The island is home to Islamorada’s historic district, boutique shops, and annual festivals that bring locals and visitors together. Bayside evenings feature stunning sunsets, while mornings are filled with fishermen heading offshore and paddleboarders exploring the flats.
Whether you’re looking for a primary residence or a second home, Upper Matecumbe offers a lifestyle that blends relaxation with convenience.
Homes for sale on Upper Matecumbe Key range from canal-front cottages to luxury oceanfront estates. Many properties offer private docks, quick boating access, and views that stretch across turquoise waters.
Because of its central location in Islamorada, real estate here is highly sought after — offering strong value for buyers seeking both lifestyle and investment potential.
Looking beyond Upper Matecumbe? Explore more Keys real estate nearby:
Each community has its own personality, but all share the island lifestyle that makes the Florida Keys unique.
Whether you’re searching for a waterfront retreat, a family home, or an investment property, our team combines local expertise with a client-first approach. Raised in the Keys, we understand what makes each neighborhood special — and we know how to help you find the right fit.
Ready to explore homes on Upper Matecumbe Key?
Contact The Lindback Team today to get started.
