87429 Old Highway, Islamorada, FL 33036 (MLS# A11990479)


$19,500,000
87429 Old Highway
Islamorada, FL 33036
MLS# A11990479
6 beds  |  6 baths  |  18549 sqft


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Property Description
A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, & outdoor entertaining spaces.

Details
Maps
Contract Information
Comp Sale YN: No
Occupant Type: Owner
Listing Date: 2026-03-27
Status: Active
Original List Price: 19500000
List Price: $19,500,000
Current Price: $19,500,000
Location and Legal
County Or Parish: Monroe
County Parish Name: Monroe
City Name: Islamorada
Postal Zip: 33036
Geographic Area: Other
Flood Zone: AE,VE
Country: United States
Street Number: 87429
Street Name: Old
Street Suffix: Highway
State Or Province: FL
Postal Code: 33036
Postal Code +4: 3019
Subdivision Name: PLANTATION BEACH
Area: 2980
Elementary School: Plantation Key
Middle Or Junior School: Plantation Key
High School: Coral Shores
Parcel Number: 00415210000000
Zoning: OTH
Directions: Follow GPS: located on the Old Road off US1.
General Property Information
Living Area Main: 6054
Lot Size Area: 124146
Water Frontage Feet: 400
Senior Community YN: Yes
Outdoor Living Spaces YN: Yes
Fireplace YN: Yes
Pool Private YN: Yes
Spa YN: Yes
Guest House YN: Yes
Property Sub Type: Single Family Residence
Bedrooms Total: 6
Bathrooms Total: 6
Bathrooms Full: 6
Building Area Main: 18549
Year Built: 2022
Garage YN: 1
Attached Garage YN: 1
Garage Spaces: 8
Covered Spaces: 8
Lot Size Acres: 2.85
Waterfront YN: 1
Direction Faces: West
Financial Information
Membership Fee Required YN: No
Tax Annual Amount: 64866
Tax Year: 2025
Tax Legal Description: TR P AND FILL & BAY BTM SELY ADJ TRACT P PLANTATION BEACH PB2-76 PLANTATION KEY G69-557 OR213-513 OR777-901 OR777-902 OR785-1571 OR785-1572
Office/Member Information
DXORIGMLSID: SEF
Amenities
None: 1
Dining Area
Breakfast Area: 1
Dining/Living Room: 1
Eat-In Kitchen: 1
Kitchen Dining: 1
Entry Information
Entry Level: 1
Exterior Features
Built-in Barbecue: 1
Lighting: 1
Flooring
Carpet: 1
Wood: 1
Guest House Area Details
Living Area Guest House: 1377
Guest House Features
2 Baths: 1
2 Bedrooms: 1
Kitchen: 1
Living Room: 1
Patio: 1
Parking Features
Boat Access/Parking: 1
Circular Driveway: 1
Driveway: 1
Garage Door Opener: 1
Guest: 1
Golf Cart Garage: 1
Paver Block: 1
RV Access/Parking: 1
Attached: 1
Attached Garage: 1
Garage: 1
Property Condition
Updated/Remodeled: 1
Spa Features
Heated: 1
In Ground: 1
Fencing
Fenced: 1
Other Structures
Outbuilding: 1
Shed(s): 1
Possession
Close Of Escrow: 1
Negotiable: 1
Sewer
Public Sewer: 1
Special Information
Sold As-Is: 1
Heating
Central: 1
Water Access
Ocean Access: 1
Water View
Direct Ocean: 1
Ocean: 1
Window Features
Blinds: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Refrigerator: 1
Washer: 1
Construction Materials
CBS: 1
Interior Features
Built-in Features: 1
Closet Cabinetry: 1
Custom Mirrors: 1
Entrance Foyer: 1
Kitchen Island: 1
Pantry: 1
Storage: 1
Vaulted Ceiling(s): 1
Walk-In Closet(s): 1
Laundry Features
Washer Hookup: 1
Dryer Hookup: 1
Listing Terms
Cash: 1
Conventional: 1
Pool Features
Concrete: 1
Heated: 1
Roof
Aluminum: 1
Security Features
Fire Alarm: 1
Water Source
Public: 1
Waterfront Features
Navigable Water: 1
Ocean Front: 1
Seawall: 1
Boat and Dock Information
Dock: Yes
Boat Dock Accommodates: Up to 60 Ft Boat
Boat and Dock Features
Electric Available: 1
Lift: 1
Private Dock: 1
Ramp: 1
Water Available: 1
Cooling
Ceiling Fan(s): 1
Central Air: 1
Showing Requirements
24 Hour Notice: 1
Appointment Only: 1
Call Listing Agent: 1
Master Bedroom/Bath
Bedroom On Entry Level: 1
Dual Sinks: 1
Master Bdrm - Ground: 1
Separate Shower: 1
Separate Tub: 1
Pool Size Details
Pool Size (WxL): 50x20
Restrictions
No Restrictions: 1
Storm Protection
Impact Glass: Complete
Other Protection: Complete
Tax Information
City/County: 1
Outdoor Living Spaces
Balcony: 1
Porch: 1
Balcony Details
Balcony - Open: 1
Porch Details
Porch - Open: 1
Room Types
Game Room: 1
Laundry: 1
Sauna: 1
Section Details
Parcel Number MLX: 0041
Acreage Description
2 To Less Than 3 Acre Lot: 1
Status Change Information
Major Change Timestamp: 2026-03-27T04:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-03-27
Originating Details
Originating System Key: 446362005
Originating System ID: M00000151
Property Features
Dining Area: Breakfast Area; Dining/Living Room; Eat-In Kitchen; Kitchen Dining
Exterior Features: Built-in Barbecue; Lighting
Flooring: Carpet; Wood
Guest House Features: 2 Baths; 2 Bedrooms; Kitchen; Living Room; Patio
Parking Features: Boat Access/Parking; Circular Driveway; Driveway; Garage Door Opener; Golf Cart Garage; Guest; Paver Block; RV Access/Parking; Attached; Attached Garage; Garage
Property Condition: Updated/Remodeled
Spa Features: Heated; In Ground
Appliances: Dishwasher; Disposal; Dryer; Refrigerator; Washer
Boat and Dock Features: Electric Available; Lift; Private Dock; Ramp; Water Available
Construction Materials: CBS
Cooling: Ceiling Fan(s); Central Air
Fencing: Fenced
Heating: Central
Interior Features: Built-in Features; Closet Cabinetry; Custom Mirrors; Entrance Foyer; Kitchen Island; Pantry; Storage; Vaulted Ceiling(s); Walk-In Closet(s)
Laundry Features: Washer Hookup; Dryer Hookup
Listing Terms: Cash; Conventional
Other Structures: Outbuilding; Shed(s)
Pool Features: Concrete; Heated
Possession: Close Of Escrow; Negotiable
Restrictions: No Restrictions
Roof: Aluminum
Security Features: Fire Alarm
Sewer: Public Sewer
Special Information: Sold As-Is
Tax Information: City/County
Water Access: Ocean Access
Water Source: Public
Water View: Direct Ocean; Ocean
Waterfront Features: Navigable Water; Ocean Front; Seawall
Window Features: Blinds
Showing Requirements: 24 Hour Notice; Appointment Only; Call Listing Agent
Outdoor Living Spaces: Balcony; Porch
Balcony Details: Balcony - Open
Porch Details: Porch - Open
Room Types: Game Room; Laundry; Sauna
Acreage Description: 2 To Less Than 3 Acre Lot
Room Information
Room Name
Game Room
Sauna
Laundry

IDX
Listing Office: Ocean Sothebys Intl Realty

Last Updated: May - 31 - 2026

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