$15,950,000
20 Avacado St
Islamorada, FL, 33036
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS
Welcome to one of Islamorada’s premier rare bayside estate properties – a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.
The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants.
Welcome to one of Islamorada’s premier rare bayside estate properties – a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.
The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants.
Property Details
Price:
$15,950,000
MLS #:
A11972240
Status:
Active
Beds:
6
Baths:
7
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLAMORADA, TOWNSITE OF
Neighborhood:
islamoradatownsiteof
Listed Date:
Feb 25, 2026
Finished Sq Ft:
6,680
Total Sq Ft:
12,315
Year Built:
2005
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Free-Standing Freezer, Microwave, Refrigerator, Wall Oven, Washer
Bathrooms
7 Full Bathrooms
Cooling
Central Air
Flooring
Other
Heating
Central
Interior Features
Other, No Additional Rooms
Exterior
Architectural Style
Detached, Two Story
Community Features
None
Construction Materials
Concrete Block Construction
Direction Faces
North
Exterior Features
Other
Lot Features
1 To Less Than 2 Acre Lot
Parking Features
None
Roof
Other
View
Bay
Financial
Tax Year
2025
Taxes
$66,720
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
- Address20 Avacado St Islamorada FL
- SubdivisionISLAMORADA, TOWNSITE OF
- 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 ISLAMORADA, TOWNSITE OF subdivision, 20 Avacado St Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $15,950,000 and features 6 beds, 7 baths, and has approximately 6,680 square feet of living space, and was originally constructed in 2005. The current price per square foot is $2,388. 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.
20 Avacado St
Islamorada, FL