87429 Old Highway
Islamorada, FL, 33036
$18,499,000
The Oasis Islamorada is a waterfront estate of exceptional scale, conceived as a private Florida Keys compound where architecture, land and water come together spanning nearly 3 meticulously landscaped acres. More than 400′ of shoreline, sweeping ocean views and a protected deepwater basin create a marine setting rarely available within a single residential offering. Beyond the grand porte-cochère, the single-level main residence unfolds with soaring ceilings, white oak floors and 12-foot retractable glass walls that dissolve the boundary between interior and oceanfront living. At its center, a chef’s kitchen pairs a cascading Calacatta marble island with Thermador appliances and a walk-in pantry, opening seamlessly to expansive living and dining spaces. The main residence includes four bedrooms and six full baths, with an impressive primary suite featuring a fireplace, dual walk-in closets, safe room and spa bath with steam shower. Additional suites offer en suite baths, private balconies and ocean views. A detached two-bedroom, two-bath guest residence brings the estate to six bedrooms while preserving privacy between owners and guests, with substantial grounds offering extraordinary flexibility for the future. Outside, the property assumes the scale of a private resort. Two resort-style pools with spas and sun decks are joined by a summer kitchen and multiple terraces. A fitness center with sauna, soundproof theater and golf simulator complete the lifestyle offering.
Current real estate data for Single Family in Islamorada as of Nov 05, 2026
30
Single Family Listed
125
Avg DOM
1,701
Avg $ / SqFt
$7,986,533
Avg List Price
Listing Provided Courtesy of Ocean Sothebys Intl Realty at 305-712-8888
Property Details
Price:
$18,499,000
MLS #:
A12092985
Status:
Active
Beds:
6
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PLANTATION BEACH
Neighborhood:
5940otherfloridacounty
Listed Date:
Sep 21, 2026
Finished Sq Ft:
6,692
Total Sq Ft:
18,309
Lot Size:
5,407,799,760 sqft / 2.85 acres (approx)
Year Built:
2022
Schools
Elementary School:
Plantation Key
Middle School:
Plantation Key
High School:
Coral Shores
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer
Bathrooms
8 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Wood
Heating
Central
Interior Features
Built-in Features, Entrance Foyer, Pantry, Storage, Vaulted Ceiling(s), Walk-In Closet(s), Other
Exterior
Architectural Style
Contemporary
Association Amenities
Boating, None
Community
55+
Construction Materials
Block, CBS
Covered Spaces
8
Direction Faces
West
Exterior Features
Built-in Barbecue, Lighting
Fencing
Fenced
Garage Spaces
8
Other Structures
Outbuilding, Shed(s)
Parking Features
Boat, Circular Driveway, Covered, Driveway, Garage Door Opener, Golf Cart Garage, Guest, Paver Block, RV Access/Parking
Roof
Metal
Senior Community YN
1
View
Ocean, Direct Ocean
Waterfront Features
No Fixed Bridge, Ocean
Financial
Tax Year
2025
Taxes
$64,866
Map
Contact Us
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Community
- Address87429 Old Highway Islamorada FL
- SubdivisionPLANTATION BEACH
- CityIslamorada
- CountyMonroe
- Zip Code33036
Property Summary
- Located in the PLANTATION BEACH subdivision, 87429 Old Highway Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $18,499,000 and features 6 beds, 8 baths, and has approximately 6,692 square feet of living space, and was originally constructed in 2022. The current price per square foot is $2,764. The average price per square foot for Single Family listings in Islamorada is $1,701. The average listing price for Single Family in Islamorada is $7,986,533. To schedule a showing of MLS#a12092985 at 87429 Old Highway in Islamorada, FL, contact your Trust House Realty agent at 9543362003.
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