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: 5/23/2026

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

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

Location Tax Legal

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

Status Change Info

Status: Active

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

Dockage

Dock Length: 90 Dock: Concrete Seawall: Concrete

Building Style

Above Flood: Yes Stories: 3 Stories

Vehicle Storage

Car(s): 4+

Specialty Rooms

Guest/Servant Qtrs: Non-Conforming

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: May - 23 - 2026
Broker Attribution: 7864864048

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