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
See this Listing
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
Map
Community
- Address74049 Overseas Islamorada FL
- SubdivisionLower Matecumbe
- CityIslamorada
- CountyMonroe County
- Zip Code33036
Subdivisions in Islamorada
- Anglers Reef
- BAY HARBOUR CONDOMINIUM
- EXECUTIVE BAY CLUB
- INDIAN WATERWAYS
- KAHIKI HARBOR
- MATACUMBE OCEAN CIEW
- MATE OCEAN BAY SUBD SEC 1
- MATECUMBE BAYSIDE MM 77
- MATECUMBE OCEAN VIEW
- MATECUMBE SANDY BEACH
- PLANTATION BY THE SEA
- Plantation Lake Estates
- PORT ANTIGUA PLAT NO 1
- PORT ANTIGUA PLAT NO 2
- PORT ANTIGUA PLAT NO 5 &,Port Antigua
- SAFETY HARBOR SEC 1
- STRATTONS SUBD
- Venetian Shores
- VENETIAN SHORES NO 2
- White Marlin Bch
- WHITE MARLIN BEACH SEC 1
- WINDLEY KEY MOBILE HOME P
- Windy Cove
Market Summary
Current real estate data for Single Family in Islamorada as of Jun 15, 2026
25
Single Family Listed
164
Avg DOM
1,657
Avg $ / SqFt
$8,626,236
Avg List Price
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 $1,657. The average listing price for Single Family in Islamorada is $8,626,236. To schedule a showing of MLS#a12010138 at 74049 Overseas in Islamorada, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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