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KAROL MARSDEN, PA          305-395-1975          karolrealtor@gmail.com

122 Court Contessa, Lower Matecumbe, FL 33036

$2,795,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 2,374 Lot Size (sq. ft.): 5,788 Status: Active
Current Price: $2,795,000 List Date: 9/15/2025 Last Modified: 4/22/2026

Description

'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.

More Information MLS# 616500

Contract Information

Listing Board: Florida Keys Current Price: $2,795,000 Listing Date: 2025-09-15 List Price: $2,795,000

Location, Tax & Legal

City: ISLAMORADA Mile Marker: 74.5 Marathon Neighborhood: N/A Side: Bay/Gulf Flood Zone: AE Alternate Key #: 1486353 Handicap Access: No Parcel #: 00394489-009400 Zoning: R1 - Residential Single Family Deed Restrictions: Yes Legal: LT 291 PORT ANTIGUA PLAT NO 5-6 PB6-25 OR537-302 OR563-1055 OR798-1172 OR1065-1871 OR1074-861 OR1173-271 OR1171-912 OR14 Taxes: 13927.23 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 122 Street Name: Court Contessa Key/Island: Lower Matecumbe State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Port Antigua (74.5) Area: 22 - Lower Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 20 Lot SqFt: 5788 Pool: No Total Units: 0 Acres: 0.13 SqFt Source: Tax Records Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Single Family Year Built: 1991 Living Apx SqFt: 2374 Total Bedrooms: 3 Full Baths: 3 Total Baths: 3

Remarks & Misc

Remarks – Consumer: '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. Directions: US1 to Gulfview, turn right onto Ponce de Leon. Go down to Biscayne Blvd, then turn right until the end of the road. Court Contessa is located on the right-hand side at the end of the cul-de-sac

Association Info

Mandatory Home Owners Asc: No Voluntary Home Owners Asc: No 1st Right of Refusal: No Assoc Approval Req: No Association Fee $: 500 Assoc/Mnt Fee Per: Yearly

Fee Includes

Common Area Mnt: 1

Dockage

Dock Length: 90 Dock: Concrete Boat Lift: 1 Boat Ramp: 1 Davit Pads: 1 Seawall: Concrete

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Freezer: 1 Ice Machine: 1 Microwave: 1 More Appliances: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1 Wine Cooler: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Ductless: 1 Wall/Window Unit(s): 1

Heating

Central: 1 Exhaust Fan: 1

Waterfront

Bay Front: 1 Canal Front: 1

Waterview

Bay/Gulf View: 1 Canal View: 1 Ocean View: 1

Floor

Concrete: 1 Tile: 1

Neighborhood Feature

Beach: 1 Community Boat Ramp: 1 Community Dockage: 1 Fire Hydrant: 1 Manager on Premises: 1

Interior Features

Brazilian Quartzite Countertops: 1 Built-in Cabinets: 1 Cathedral Ceilings: 1 Drapes/Blinds Incl: 1 Entrance Foyer: 1 Granite Counter Top: 1 Pantry: 1 Security System: 1 Smoke Alarms: 1 Split Bedroom: 1 Storage: 1 Walk-in Closet(s): 1 Window Treatments: 1

Property Condition

Updated/Remodeled: 1

Specialty Rooms

Guest/Servant Qtrs: Non-Conforming Laundry Room: 1 Utility Room: 1

Building Style

Above Flood: Yes Stories: 3 Stories

Windows/Doors

Awning Windows: 1 Impact Rstnce Doors: 1 Impact Rstnce Window: 1 Sliding Glass Doors: 1

Vehicle Storage

Car(s): 4+ Covered Parking: 1 Garage: 1 Guest Parking: 1 Open Parking: 1 Attached: 1 Auto Door Opener: 1 Off Street Parking: 1 Trailer Storage: 1

Security

Other: 1

Construction

CBS: 1 Concrete: 1

Land Size

1/4 - 1/2 Acre: 1

Furnished

Negotiable: 1

Terms

Assumable: 1 Cash: 1 Conventional: 1 FHA: 1 VA: 1

Utilities

Cable Available: 1 Sewer Available: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Patio: 1

Exterior Features

Lighting: 1 Outdoor Shower: 1 Rain Gutters: 1 Sandy Beach: 1 Storage: 1

Pre-Wired

Cable: 1

Roof

Concrete Roof: 1

GF-Interior Features

LED Lighting: 1 Programmable Thermst: 1 Tankless Hot Wtr Htr: 1

Status Change Info

Status: Active

Property Features

Fee Includes: Common Area Mnt Tax Exemptions: None Waterfront: Bay Front; Canal Front Waterview: Bay/Gulf View; Canal View; Ocean View Dockage: Boat Lift; Boat Ramp; Davit Pads Property Condition: Updated/Remodeled Vehicle Storage: Garage; Attached; Auto Door Opener; Covered Parking; Guest Parking; Off Street Parking; Open Parking; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless; Wall/Window Unit(s) Heating: Central; Exhaust Fan Utilities: Cable Available; Sewer Available Interior Features: Brazilian Quartzite Countertops; Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Entrance Foyer; Granite Counter Top; Pantry; Security System; Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Window Treatments Pre-Wired: Cable Specialty Rooms: Laundry Room; Utility Room Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Lighting; Outdoor Shower; Rain Gutters; Sandy Beach; Storage Construction: CBS; Concrete Floor: Concrete; Tile Roof: Concrete Roof Pets: Pets Allowed Neighborhood Feature: Beach; Community Boat Ramp; Community Dockage; Fire Hydrant; Manager on Premises Security: Other Land Size: 1/4 - 1/2 Acre Terms: Assumable; Assumable; Cash; Conventional; FHA; VA GF-Interior Features: LED Lighting; Programmable Thermst; Tankless Hot Wtr Htr

Room Information

Other Room Length: 13.00 Level: Main Length: 13.00 Width: 11.00 Width: 11.00 Remarks: Estimated SQFT Half Bathroom Level: Main Bedroom 1 Level: Second Bedroom 2 Level: Third Bedroom 3 Level: Third Dining Room Level: Second Full Bathroom Level: Second Full Bathroom Level: Third Full Bathroom Level: Third Family Room Level: Second Kitchen Level: Second Other Room Level: Second
Listing Office: The Keyes Company
Last Updated: April - 22 - 2026
Broker Attribution: 7864864048

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.