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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.
Property Details
Price: $2,740,000
Sq Ft: 2,374
($1,154 per
sqft)
Bedrooms: 3
Bathrooms: 3
Partial Baths: 1
City: Islamorada
County: Monroe
Type: Single Family
Development: Port Antigua
Subdivision: Port Antigua Plat No 5 &
Acres: 0.1300
Virtual Tour/Floorplan:
View
Year Built: 2021
Listing Number: A12073183
Status Code: A-Active
Taxes: $13,927.00
Tax Year: 2026
Garage:
1
Pets Allowed: Yes
Interior Features:
Kitchen Island
Pantry
Vaulted Ceiling(s)
Walk-In Closet(s)
Closet Cabinetry
Amenities:
Boating
Beach Access
Management
Picnic Area
Manager On Site
Maintained Community
Street Lights
Financial Information:
Taxes: $13,927.00
Tax Year: 2026
Association Fee: $500.00
Association Fee Frequency: Annually
Exterior Features:
Awning(s)
Outdoor Shower
Balcony
Porch - Open
Patio
Porch
Equipment:
Electric Water Heater
Dryer
Disposal
Dishwasher
Electric Range
Free-Standing Freezer
Ice Maker
Microwave
Oven
Refrigerator
Washer
View:
Water
Bay
Canal
Direct Ocean
Intracoastal
Ocean
Beach
Waterfront Description:
Deeded Beach Access
Ocean Access
Canal Front
School Information:
Elementary School: Plantation Key
Middle School: Plantation Key
Junior High: Plantation Key
High School: Coral Shores
Additional Information:
MLS Area: 5940 - Other Florida County
Total Square Footage: 3,858
Price per Square Feet: $1,154.17
Total Rooms: 4
Total Floors: 3
Water: Public
Construction: Block, Cbs
Date Listed: 2026-10-02 00:00:00
Windows: Blinds, Other
Parking: Covered, Driveway, Golf Cart Garage, Garage Door Opener, Guest, Paver Block, Garage, Attached Garage, Attached
Garage Spaces: 1
Flooring: Concrete
Roof: Concrete
Heating: Central
Cooling: Central Air, Ceiling Fan(S)
Security: Fire Alarm, Smoke Detector(S)
Laundry: Washer Hookup, Dryer Hookup
Pets: Yes
Restrictions: Lease Restrictions
Sewer: Public Sewer
Lot Desc.: Room For Pool
Parcel ID: 00394489009400
Amenities: Boating, Beach Access, Management, Picnic Area, Manager On Site, Maintained Community, Street Lights
Map of 122 Court Contessa, Islamorada, FL 33036
Listing Courtesy Of: The Keyes Company
lmrosa@me.com