01 — THE RESIDENCE

The details make
the difference.

A considered introduction to this property, using the information provided with its MLS listing.

Rarely available turnkey Deepwater Boater's retreat with a Private Bayside beach in the heart of the fishing capital of the world. Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in the Florida Keys, this fully renovated 3-bedroom, 3. 5-bath concrete residence delivers the ultimate Florida Keys lifestyle - where luxury, durability, and world-class boating converge.

Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 FT of deepwater dockage with immediate access to both the bay and the Atlantic Ocean - NO BRIDGES, no delays, just open water within minutes. The home is completely updated with a seamless indoor-outdoor flow ideal for entertaining or extended stays.

The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles - an uncommon convenience in this area. What truly sets this home apart is access to a rare, highly coveted private bayside beach, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property.

Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

122 Court Contessa, Islamorada FL 33036, another property view

02 — THE PERSPECTIVE

Every angle tells
another story.

Explore the original listing photography for a more complete impression of the residence, its architecture and surrounding setting.

DISCOVER THE GALLERY

03 — PROPERTY PROFILE

Residence at a glance.

Property typeResidential
Neighborhood / cityIslamorada
Postal code33036
Bedrooms3
Bathrooms4
Living area2,374 sq ft
Listing statusActive
MLS referenceA12073183
MLS VIEW DETAILS
BayCanalIntracoastal ViewOceanDirect OceanWater

04 — DISCOVER MORE

Beyond the first impression.

80 ORIGINAL MLS PHOTOGRAPHS
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05 — LOCATION

Find your place
in Islamorada.

122 Court Contessa, Islamorada FL 33036

The map uses coordinates supplied with the MLS record. Pin positions may be approximate; verify exact access and location with your advisor.

WOLSEN PROPERTY LOCATION
SELECTED RESIDENCE · MLS LOCATION$2,740,000122 Court Contessa, Islamorada FL 33036Location may be approximate
PIN FROM MLS · LOCATION MAY BE APPROXIMATEOPEN MAP

THE WOLSEN EXPERIENCE

Every extraordinary address
begins with a conversation.

Discover more about this property through a personal, considered conversation.