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87429 Old Highway, Islamorada, FL 33036

$19,500,000
Property Type: Residential Bedrooms: 6 Baths: 6 Square Footage: 18,549 Status: Active
Current Price: $19,500,000 List Date: 3/27/2026 Last Modified: 5/31/2026

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.

More Information MLS# A11990479

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

Game Room Sauna Laundry
Listing Office: Ocean Sothebys Intl Realty
Last Updated: May - 31 - 2026
87429 Old Highway, Islamorada, FL 33036- MLS# A11990479
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