About 122 Court Contessa
'Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada' Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, 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 feet of deepwater dockage with immediate access to both the bay and the Atlantic Ocean--no bridges, no delays, just open water within minutes. Inside, the home is completely turnkey, with updated finishes and a seamless indoor-outdoor flow ideal for entertaining or extended stays. Expansive balconies and a large outdoor patio overlook the wide canal, creating a private waterfront setting perfect for sunset dining or relaxing after a day on the water. 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 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.
Features of 122 Court Contessa
| MLS® # | 616500 |
|---|---|
| Price | $2,795,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,374 |
| Acres | 0.13 |
| Year Built | 1991 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 122 Court Contessa |
|---|---|
| Area | 22 - Lower Matecumbe |
| Subdivision | Port Antigua (74.5) |
| City | Lower Matecumbe |
| County | Monroe |
| State | FL |
| Zip Code | 33036 |
Amenities
| Amenities | Community Dockage, Community Boat Ramp, Manager on Premises, Fire Hydrant, Beach |
|---|---|
| Utilities | Sewer Available, Cable Available |
| Parking Spaces | 4 |
| Parking | Garage, Attached, Auto Door Opener, Open Parking, Guest Parking, Off Street Parking, Trailer Storage, Covered Parking |
| View | Ocean View, Bay/Gulf View, Canal View |
| Is Waterfront | Yes |
| Waterfront | Bay Front, Canal Front |
| Has Pool | No |
Interior
| Interior Features | Drapes/Blinds Incl, Cathedral Ceilings, Split Bedroom, Pantry, Entrance Foyer, Built-in Cabinets, Granite Counter Top, Security System, Smoke Alarms, Storage, Walk-in Closet(s), Window Treatments, Brazilian Quartzite Countertops |
|---|---|
| Appliances | More Appliances, Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Ice Machine, Wine Cooler, Stainless Steel Appliance(s) |
| Heating | Central, Exhaust Fan |
| Cooling | Central Air, Wall/Window Unit(s), Ceiling Fans(s), Ductless |
| Fireplace | No |
| Stories | 3 Stories |
| Has Basement | No |
Exterior
| Exterior Features | Rain Gutters, Lighting, Outdoor Shower, Sandy Beach, Storage |
|---|---|
| Lot Description | 1/4 - 1/2 Acre |
| Windows | Sliding Glass Doors, Awning Windows, Impact Rstnce Window, Impact Rstnce Doors |
| Roof | Concrete Roof |
| Construction | CBS, Concrete |
Additional Information
| Date Listed | September 15th, 2025 |
|---|---|
| Days on Market | 250 |
| Zoning | R1 - Residential Single Family |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 500 |
| HOA Fees Freq. | Yearly |
Listing Details
| Agent | Lourdes Martin-rosa |
|---|---|
| Office | The Keyes Company |