Luxury Properties for sale in Islamorada, Florida

Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating...

Presented by Kim Bagnell Thaler | Ocean Sotheby's International Realty

Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 baths, tucked away on a quiet cul-de-sac on Lower Matecumbe Key. Enjoy resort-style amenities and excellent...

Presented by Bettina Garber | Ocean Sotheby's International Realty

Anglers reef home, Islamorada's Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry...

Presented by Globalty Investment

This updated resort-style condo at Ocean Harbour in Islamorada offers a perfect blend of luxury, convenience, and natural beauty. There are expansive Atlantic Ocean views from the...

Presented by Sebastian Del Negro | Ocean Sotheby's International Realty

Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! This Ocean Front estate located directly across from the iconic Alligator Reef...

Presented by Globalty Investment

This renovated treehouse retreat is your picture-perfect getaway or forever island home! Discover a rare opportunity to own a beautifully reimagined Keys haven in the heart of...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming...

Presented by Sabrina Wampler | Ocean Sotheby's International Realty

Featuring tile flooring throughout, with partial ocean views from the upstairs patio. The spacious master bedroom offers a large walk-in closet. Other features include cultured...

Presented by James Mooney | Ocean Sotheby's International Realty

Oceanfront acreage in the heart of Islamorada! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This...

Presented by Karan Moeller | Ocean Sotheby's International Realty

Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer....

Presented by Globalty Investment

Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and an...

Presented by Sarah Ewald | Ocean Sotheby's International Realty

The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans...

Presented by Globalty Investment

Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and...

Presented by Globalty Investment

Welcome to bayview hideaway, a mini estate on two lots, each with its own parcel id. The buildable bayfront lot offers endless potential, with the estate boasting 435'±...

Presented by Globalty Investment