Search for Property

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

Overview

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 sunse ...

Listing Details MLS# 616500

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
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

Contract Information

Listing Board
Florida Keys

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
Total Units
0

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
Boat Lift
Yes
Boat Ramp
Yes
Davit Pads
Yes

More Information

Building Style

Above Flood
Yes
Stories
3 Stories

Vehicle Storage

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

Specialty Rooms

Guest/Servant Qtrs
Non-Conforming
Laundry Room
Yes
Utility Room
Yes

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

Fee Includes

Common Area Mnt
Yes

Tax Exemptions

None
Yes

Appliances

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

Pets

Pets Allowed
Yes

Cooling

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

Heating

Central
Yes
Exhaust Fan
Yes

Waterfront

Bay Front
Yes
Canal Front
Yes

Waterview

Bay/Gulf View
Yes
Canal View
Yes
Ocean View
Yes

Floor

Concrete
Yes
Tile
Yes

Neighborhood Feature

Beach
Yes
Community Boat Ramp
Yes
Community Dockage
Yes
Fire Hydrant
Yes
Manager on Premises
Yes

Interior Features

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

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Awning Windows
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Sliding Glass Doors
Yes

Security

Other
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Negotiable
Yes

Terms

Assumable
Yes
Cash
Yes
Conventional
Yes
FHA
Yes
VA
Yes

Utilities

Cable Available
Yes
Sewer Available
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes

Exterior Features

Lighting
Yes
Outdoor Shower
Yes
Rain Gutters
Yes
Sandy Beach
Yes
Storage
Yes

Pre-Wired

Cable
Yes

Roof

Concrete Roof
Yes

GF-Interior Features

LED Lighting
Yes
Programmable Thermst
Yes
Tankless Hot Wtr Htr
Yes

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

Room Name Length Level Width Remarks
Other Room 13.00 Main 11.00 Estimated SQFT
Half Bathroom Main
Bedroom 1 Second
Bedroom 2 Third
Bedroom 3 Third
Dining Room Second
Full Bathroom Second
Full Bathroom Third
Full Bathroom Third
Family Room Second
Kitchen Second
Other Room 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.