Luxury Properties for sale in Islamorada, Florida

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a...

Presented by Gloria Walters | Ocean Sotheby's International Realty

Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada—just a short stroll to the area's most celebrated restaurants,...

Presented by Pierre Bellion | Ocean Sotheby's International Realty

Situated bayfront on an expansive 1.27-acre parcel, this striking contemporary residence commands breathtaking open-water views from every room. Built in 2017, the home stands...

Presented by Leslie Leopold | Ocean Sotheby's International Realty

A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties. Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or...

Presented by Pierre Bellion | Ocean Sotheby's International Realty

A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and...

Presented by Leslie Leopold | Ocean Sotheby's International Realty

Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort‑style living awaits in this Key West-inspired...

Presented by Eric Rizzo | Ocean Sotheby's International Realty

Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot...

Presented by Leslie Leopold | Ocean Sotheby's International Realty

Welcome to your private tropical retreat in the heart of Islamorada, Florida Keys. This stunning gated oceanfront estate showcases unparalleled beauty with a private walk-in sandy...

Presented by Cheri Tindall | Ocean Sotheby's International Realty

Commanding 170 feet of private Florida Bay frontage and situated on over an acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered...

Presented by Sabrina Wampler | Ocean Sotheby's International Realty

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture....

Presented by Eric Rizzo | Ocean Sotheby's International Realty

Va assumable! Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front...

Presented by Globalty Investment