Nestled within one of the Village’s most prestigious and sought-after enclaves, this remarkable property had remained in the same ownership since 1967, a rarity in today’s market and a testament to its enduring appeal. Opportunities of this calibre are exceedingly uncommon in the Florida Keys.
Positioned at the mouth of a tranquil canal and commanding breathtaking panoramic views across the Florida Bay, the residence enjoys a setting that is both visually stunning and strategically advantageous.
The location offers natural protection from wind and shoreline erosion while providing deep-water access for serious boating enthusiasts. Ocean access is swift and convenient via Channel 2 Bridge, allowing effortless enjoyment of both the Atlantic Ocean and the backcountry waters of the Keys.
The residence has been thoughtfully updated, including a beautifully remodelled exterior featuring impact-rated doors and windows, durable concrete-board siding, and enhanced storm resilience. Vaulted ceilings create an airy sense of volume throughout the home, while expansive windows frame captivating water views from the kitchen, living areas, and primary suite.
The upper level offers two bedrooms, with a flexible third sleeping area, together with two full baths, a spacious walk-in closet in the primary suite, and a generous screened porch designed to capture the island breezes and magnificent sunsets. The lower level features a substantial recreation room, an additional full bath, and an unfinished bedroom, providing exceptional versatility for guests, hobbies, or future expansion.
Outside, the property unfolds into a private waterfront sanctuary. A beautifully positioned dock and boat slip provide approximately 260 feet of combined waterfrontage when paired with the adjoining parcel. A peaceful canal teeming with native wildlife creates an ever-changing natural backdrop, while expansive grounds offer privacy rarely found in the Keys. Multiple garages and generous parking accommodate family and guests with ease.
Perhaps most remarkable is the opportunity to acquire, separately, the adjoining buildable parcel comprising approximately 35,066 square feet. Measuring approximately 188 feet by 129 feet, this impeccably maintained parcel is an extraordinary asset in a region where land is increasingly scarce. The possibilities are exceptional: a guest residence, resort-style swimming pool, tennis court, private gardens, or a legacy compound designed for generations to enjoy.
Properties of this stature, location, and provenance seldom become available. Combining spectacular Florida Bay views, deep-water boating access, substantial acreage, and one of the most coveted addresses in Islamorada, this is a truly irreplaceable offering and a rare opportunity to own a meaningful piece of the Florida Keys.