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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
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.
