$22,500,000
Islamorada, FL, 33036
Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef’s kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A Media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate’s tropical grounds are designed to complement the home’s architecture.
Property Details
Price:
$22,500,000
MLS #:
A11962802
Status:
Active
Beds:
7
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Upper Matecumbe
Neighborhood:
uppermatecumbe
Listed Date:
Feb 6, 2026
Year Built:
2026
Schools
Interior
Bathrooms
7 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Tile
Heating
Other
Interior Features
First Floor Entry, Second Floor Entry, Elevator, Walk-In Closet(s), Maid/In-Law Quarters, Media Room, Utility Room/Laundry
Laundry Features
Utility Room/Laundry
Exterior
Architectural Style
Detached, Two Story
Community Features
None
Construction Materials
Concrete Block Construction, CBS Construction
Covered Spaces
3
Direction Faces
West
Exterior Features
Open Balcony
Garage Spaces
3
Lot Features
5 To Less Than 10 Acre Lot
Open Parking YN
1
Parking Features
Additional Spaces Available, Covered, Driveway
Patio And Porch Features
Open Balcony, Open Porch, Patio
Roof
Metal Roof
View
Bay, Water
Waterfront Features
WF/Pool/No Ocean Access
Financial
Tax Year
2025
Taxes
$13,278
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
- Address Islamorada FL
- SubdivisionUpper 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 Upper Matecumbe subdivision, Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $22,500,000 and features 7 beds, 8 baths, and has approximately 0 square feet of living space, and was originally constructed in 2026. 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.

Islamorada, FL






































