Black Ivy Realty
Menu
BuyMortgagesSellRentProperty ManagementFlorida MarketsFlorida GuidesNeighborhoodsNew DevelopmentsListingsOur AgentsAboutJoin UsClient LoginAgent PortalContact

ActiveSingle Family Residence

122 Court Contessa, Islamorada FL 33036

Islamorada, FL 33036 · MLS #A12073183
Offered at$2,740,000 Save property
BI
3Bedrooms
3.5Bathrooms
2,374Sq. Ft.
2021Year built

The residence

About this property

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.

At a glance

Property details

Property type
Single Family Residence
Listing type
For sale
Status
Active
Bedrooms
3
Bathrooms
3.5
Living area
2,374 sq. ft.
Year built
2021
Lot size
5,788 sq. ft.
Subdivision
PORT ANTIGUA PLAT NO 5 &,Port Antigua
County
Monroe County
Days on market
33
Original list price
$2,740,000
Listing date
August 18, 2026
MLS record updated
October 19, 2026
Association fee
$500 annually
Annual property tax
$13,927 (2026)
Listing agent
Lourdes Martin-Rosa
Listing office
The Keyes Company
MLS number
A12073183

Neighborhood & location

Explore PORT ANTIGUA PLAT NO 5 &,Port Antigua

SubdivisionPORT ANTIGUA PLAT NO 5 &,Port Antigua
CityIslamorada
CountyMonroe County
ZIP code33036

Review nearby homes, local services, commute routes, schools, flood information, and community rules as part of your due diligence. Neighborhood information can change and should be verified with the appropriate local authority.

Property location122 Court Contessa, Islamorada FL 33036Open directions

Schools

School information

School assignments were not supplied with this MLS record. Use the local district locator to verify schools serving this address.

School boundaries, programs, ratings, and assignments can change. Confirm directly with the applicable school district.

Plan your purchase

Mortgage calculator

Estimated monthly payment$16,886
Principal & interest
$13,855
Property taxes
$1,161
Homeowners insurance
$1,370
HOA
$500
Estimated total
$16,886

Estimate only. Taxes, insurance, association fees, PMI, interest rate, and lender terms vary. Confirm the actual payment and closing costs with a licensed mortgage professional. Review Florida mortgage and pre-approval guidance.

Continue your search

Similar properties nearby

See all nearby homes

Listing courtesy of The Keyes Company, 954-966-0631.

Data provided by MIAMI Association of REALTORS®. Information is deemed reliable but is not guaranteed accurate by the MLS and should be independently verified. Property availability, price, and details are subject to change without notice.

Chat with us