122 Court Contessa
Islamorada, FL, 33036
$2,740,000
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.
Current real estate data for Single Family in Islamorada as of Nov 11, 2026
30
Single Family Listed
125
Avg DOM
1,752
Avg $ / SqFt
$8,168,200
Avg List Price
Listing Provided Courtesy of The Keyes Company at 954-966-0631
Property Details
Price:
$2,740,000
MLS #:
A12073183
Status:
Active
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PORT ANTIGUA PLAT NO 5 &
Neighborhood:
5940otherfloridacounty
Listed Date:
Oct 2, 2026
Finished Sq Ft:
2,374
Total Sq Ft:
3,858
Lot Size:
252,125,280 sqft / 0.13 acres (approx)
Year Built:
2021
Schools
Elementary School:
Plantation Key
Middle School:
Plantation Key
High School:
Coral Shores
Interior
Appliances
Electric Water Heater, Dishwasher, Disposal, Dryer, Electric Range, Free-Standing Freezer, Ice Maker, Microwave, Oven, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Central Air
Flooring
Concrete
Heating
Central
Interior Features
Closet Cabinetry, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Washer Hookup, Dryer Hookup
Levels
Three Or More
Exterior
Association Amenities
Beach Access, Boating, Maintained Community, Management, Manager On Site, Picnic Area, Street Lights
Attached Garage YN
1
Construction Materials
Block, CBS
Covered Spaces
1
Direction Faces
East
Exterior Features
Balcony, Awning(s), Outdoor Shower
Garage Spaces
1
Green Energy Efficient
Appliances, Doors, HVAC, Lighting, Roof, Water Heater, Windows
Lot Features
Room for Pool
Parking Features
Attached, Attached Garage, Covered, Driveway, Garage, Garage Door Opener, Golf Cart Garage, Guest, Paver Block
Patio And Porch Features
Porch – Open, Porch, Patio
Roof
Concrete
Security Features
Fire Alarm, Smoke Detector(s)
View
Ocean, Intracoastal, Direct Ocean, Canal, Beach, Bay, Water
Waterfront Features
Ocean Access, Deeded Beach Access, Canal Front
Window Features
Blinds, Other
Financial
HOA Fee
$500
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$13,927
Map
Contact Us
Mortgage Calculator
Community
- Address122 Court Contessa Islamorada FL
- SubdivisionPORT ANTIGUA PLAT NO 5 &
- CityIslamorada
- CountyMonroe
- Zip Code33036
Property Summary
- Located in the PORT ANTIGUA PLAT NO 5 & subdivision, 122 Court Contessa Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $2,740,000 and features 3 beds, 4 baths, and has approximately 2,374 square feet of living space, and was originally constructed in 2021. The current price per square foot is $1,154. The average price per square foot for Single Family listings in Islamorada is $1,752. The average listing price for Single Family in Islamorada is $8,168,200. To schedule a showing of MLS#a12073183 at 122 Court Contessa in Islamorada, FL, contact your Trust House Realty agent at 9543362003.
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122 Court Contessa
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