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
...
(Read more)
'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.
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.
