122 Court Contessa, Islamorada, FL 33036
  • $2,750,000
  • $2,999,995

Description

Rarely available, turnkey Deepwater Boater’s Retreat with Private Beach Access in the Heart of IslamoradaTucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully designer-updated 3+ bedroom, 3.5-bath home 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. The interior staircase provides easy access to the home’s main living areas. The property boasts 90 feet of deep-water dockage with immediate access to both the bay and the Atlantic Ocean–no bridges.The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles — an uncommon convenience in this area.What truly sets this property apart is access to a rare, highly coveted private beach area, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle. 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. Some Exterior Photos are AI-generated.

  • Address: 122 Court Contessa
  • City: Islamorada
  • State/County: FL
  • Zip/Postal Code: 33036

Details

Updated on July 29, 2026 at 11:18 pm
  • MLS # A11857499
  • Price $2,750,000
  • Property Size 3858 sqft
  • Land Area 0.13 sqft
  • Bedrooms 3
  • Bathrooms 3
  • Garage 1.0
  • Garage Size x x
  • Year Built 2021
  • Property Status Active
  • Office Name The Keyes Company
  • Agent Name Lourdes Martin-Rosa

Additional Details

  • Listing Terms Cash, Conventional, FHA, VA Loan
  • Association Fee 500.0
  • Roof Concrete
  • Sewer Public Sewer
  • Cooling Central Air, Ceiling Fan(s)
  • Heating Central
  • Flooring Concrete
  • County Monroe
  • Property Type Residential
  • Parking Attached, Covered, Driveway, Garage, Golf Cart Garage, Garage Door Opener, Guest, Paver Block
  • Elementary School Plantation Key
  • Middle School Plantation Key
  • High School Coral Shores
  • Community Features Home Owners Association, Boat Facilities, Property Manager On-Site, Street Lights
  • Waterfront Beach Access, Canal Front, Deeded Access, Ocean Access

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