122 Court Contessa, Islamorada, FL 33036

Description of 122 Court Contessa, Islamorada, FL 33036

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 for 122 Court Contessa, Islamorada, FL 33036

Bathrooms Full

3

Bathrooms Half

1

Interior Features

Second Floor Entry, Closet Cabinetry, Cooking Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Den/Library/Office, Family Room, Utility Room/Laundry

Appliances

Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Self Cleaning Oven, Free-Standing Freezer, Wall Oven, Washer

Flooring

Concrete

Heating

Central

Cooling

Ceiling Fan(s), Central Air

Architectural Style

Detached, Three Or More Stories

Garage Spaces

1

Attached Garage

Yes

Parking Features

Additional Spaces Available, Covered, Driveway, Golf Cart Parking, Guest, Paver Block

Pool Private

No

Year Built Details

Effective Year Built

Property Condition

Substantially Remodeled, Completely Renovated

Direction Faces

East

Building Information for 122 Court Contessa, Islamorada, FL 33036

Building Name

PORT ANTIGUA PLAT NO 5 &

Building Area Total

3858

Building Area Units

Square Feet

Association

Yes

Association Fee

$500

Association Fee Frequency

Annually

Security Features

Curr Owner Wind Mitig Cert Avail, Fire Alarm, Smoke Detector

Property Information for 122 Court Contessa, Islamorada, FL 33036

Lot Features

Less Than 1/4 Acre Lot

Lot Size Square Feet

5,788

Waterfront

Yes

Waterfront Features

WF/Ocean Access, Canal Front, Ocean Access

Frontage Length

90

View

Bay, Canal, Intracoastal View, Ocean, Direct Ocean, Water

Construction Materials

Concrete Block Construction, CBS Construction, Elevated Construction

Roof

Concrete

Exterior Features

Open Balcony, Outdoor Shower, Room For Pool

Sewer

Public Sewer

Water Source

Municipal Water

New Construction

No

Public Records for 122 Court Contessa, Islamorada, FL 33036

Parcel Number

00394489-009400

Tax Annual Amount

$13,927

Tax Year

2026

Tax Legal Description

LT 291 PORT ANTIGUA PLAT NO 5-6 PB6-25 OR537-302 OR563-1055 OR798-1172 OR1065-1871 OR1074-861 OR1173-271 OR1171-912 OR1439-1252 OR2680-47/48

Zoning

IS-M

County Or Parish

Monroe County

Payment Calculator

Location