$3,999,999
74049 Overseas
Islamorada, FL, 33036
The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically ‘Old Florida,’ yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate.
The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Both levels offer a breezy indoor-outdoor living–with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.
The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Both levels offer a breezy indoor-outdoor living–with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.
Property Details
Price:
$3,999,999
MLS #:
A12010138
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Lower Matecumbe
Neighborhood:
lowermatecumbe
Listed Date:
Apr 29, 2026
Year Built:
1970
Schools
Interior
Appliances
Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Self Cleaning Oven, Washer
Bathrooms
4 Full Bathrooms
Cooling
Ceiling Fan(s), Central Air
Flooring
Tile
Heating
Heat Pump/Reverse Cycle
Interior Features
First Floor Entry, Second Floor Entry, Family Room
Exterior
Accessibility Features
Accessible
Architectural Style
Detached, Two Story
Community Features
None
Construction Materials
CBS Construction
Covered Spaces
1
Direction Faces
Northwest
Exterior Features
Lighting
Fencing
Fenced
Lot Features
1/4 To Less Than 1/2 Acre Lot
Parking Features
Additional Spaces Available, Guest, Rv/Boat Parking
Patio And Porch Features
Deck, Open Porch, Patio
Roof
Metal Roof
View
Direct Ocean
Waterfront Features
Ocean Access, Ocean Front
Financial
Tax Year
2025
Taxes
$21,966
Mortgage Calculator
Map
Current real estate data for Single Family in Islamorada as of Jul 09, 2026
23
Single Family Listed
182
Avg DOM
1,821
Avg $ / SqFt
$9,085,256
Avg List Price
Community
- Address74049 Overseas Islamorada FL
- SubdivisionLower Matecumbe
- CityIslamorada
- CountyMonroe County
- Zip Code33036
Subdivisions in Islamorada
- Anglers Reef Un 111
- INDIAN WATERWAYS
- Islamorada
- ISLAMORADA SOUTH
- ISLAMORADA, TOWNSITE OF
- Lower Matecumbe
- Mat Ocean Bay
- Mat Ocean View
- MATE OCEAN BAY SUBD SEC 1
- MATECUMBE OCEAN BAY SEC 2
- MATECUMBE OCEAN BEACH SEC
- MATECUMBE OCEAN VIEW
- MATECUMBE SANDY BEACH
- Ocean Harbour
- Palms of Isla 80.0
- PEARL CITY
- PLANTATION BEACH
- PLANTATION BY THE SEA
- Plantation Lake Estates
- PLANTATION VILLAS I CONDO
- PORT ANTIGUA PLAT NO 2
- PORT ANTIGUA PLAT NO 5 &,Port Antigua
- Safety Harbor
- SAFETY HARBOR SEC 1
- Strattons 82.5,Coral Cove
- STRATTONS SUBD
- Strattons Subdivision Pb2-
- Upper Matecumbe
- VENETIAN SHORES NO 2
- WHITE MARLIN BEACH SEC 1
- WHITE MARLIN BEACH SEC 2
- WINDLEY KEY MOBILE HOME P
Similar Listings Nearby
Property Summary
- Located in the Lower Matecumbe subdivision, 74049 Overseas Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $3,999,999 and features 4 beds, 4 baths, and has approximately 0 square feet of living space, and was originally constructed in 1970. The average price per square foot for Single Family listings in Islamorada is $1,821. The average listing price for Single Family in Islamorada is $9,085,256.

74049 Overseas
Islamorada, FL
















































