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87429 Old Highway, Islamorada, FL 33036

New Listing

$18,999,000

Property Type: Residential Bedrooms: 6 Baths: 8 Square Footage: 18,309 Status: Active

Current Price: $18,999,000 List Date: 9/21/2026 Last Modified: 9/21/2026

Description

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.

More Information MLS# A12092985

Contract Information

Comp Sale YN: No Occupant Type: Call Listing Agent Listing Date: 2026-09-21 Status: Active Original List Price: 18999000 List Price: $18,999,000 Current Price: $18,999,000

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: 5940 - Other Florida County Elementary School: Plantation Key Middle Or Junior School: Plantation Key High School: Coral Shores Parcel Number: 00415210000000 Zoning: SR

General Property Information

Living Area Main: 6692 Lot Size Area: 124146 Water Frontage Feet: 400 Senior Community 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: 8 Bathrooms Full: 8 Building Area Main: 18309 Year Built: 2022 Garage YN: 1 Garage Spaces: 8 Covered Spaces: 8 Lot Size Acres: 2.85 Waterfront YN: 1 Direction Faces: West

Financial Information

Estimated Monthly Assoc Recurring Fee: 0 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

Boating: 1 None: 1

Dining Area

Dining/Living Room: 1 Formal Dining: 1 Kitchen Dining: 1

Exterior Features

Built-in Barbecue: 1 Lighting: 1

Flooring

Carpet: 1 Wood: 1

Parking Features

Boat Access/Parking: 1 Circular Driveway: 1 Covered: 1 Driveway: 1 Garage Door Opener: 1 Guest: 1 Golf Cart Garage: 1 Paver Block: 1 RV Access/Parking: 1

Fencing

Fenced: 1

Other Structures

Outbuilding: 1 Shed(s): 1

Possession

Close Of Escrow: 1

Sewer

Public Sewer: 1

Special Information

Sold As-Is: 1

Heating

Central: 1

Water Access

No Fixed Bridge: 1

Water View

Direct Ocean: 1 Ocean: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Microwave: 1 Oven: 1 Refrigerator: 1 Washer: 1

Construction Materials

Block: 1 CBS: 1

Interior Features

Built-in Features: 1 Entrance Foyer: 1 Pantry: 1 Storage: 1 Vaulted Ceiling(s): 1 Walk-In Closet(s): 1 Other: 1

Listing Terms

Cash: 1 Conventional: 1

Pool Features

Concrete: 1 Heated: 1

Roof

Metal: 1

Water Source

Public: 1

Waterfront Features

Ocean Front: 1

Architectural Style

Contemporary: 1

Boat and Dock Information

Dock: Yes

Boat and Dock Features

Electric Available: 1 Lift: 1 Private Dock: 1

Cooling

Central Air: 1

Showing Requirements

24 Hour Notice: 1 Appointment Only: 1 Call Listing Agent: 1 Listing Agent Must Accompany: 1 No Sign: 1

Master Bedroom/Bath

Bedroom On Entry Level: 1 Dual Sinks: 1 Master Bdrm - Ground: 1 Separate Shower: 1 Separate Tub: 1 Whirlpool Tub: 1

Pets Allowed YN

Yes: 1

Pool Size Details

Pool Size (WxL): 20x35

Restrictions

No Restrictions: 1

Storm Protection

Impact Glass: Complete Permanent Generator: Whole House

Tax Information

City/County: 1

Room Types

Game Room: 1 Laundry: 1 Maid/In-Law Quarters: 1 Media Room: 1 Sauna: 1

Price Calculations

Current Price To SqFt: 2839.06

Section Details

Parcel Number MLX: 1511

Acreage Description

2 To Less Than 3 Acre Lot: 1

Status Change Information

Major Change Timestamp: 2026-09-21T04:00:00Z Major Change Type: New Listing Status Change Date: 2026-09-21

Originating Details

Originating System Key: 564261192 Originating System ID: M00000151

Property Features

Dining Area: Dining/Living Room; Formal Dining; Kitchen Dining Exterior Features: Built-in Barbecue; Lighting Flooring: Carpet; Wood Parking Features: Boat Access/Parking; Circular Driveway; Covered; Driveway; Garage Door Opener; Golf Cart Garage; Guest; Paver Block; RV Access/Parking Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Refrigerator; Washer Architectural Style: Contemporary Boat and Dock Features: Electric Available; Lift; Private Dock Construction Materials: Block; CBS Cooling: Central Air Fencing: Fenced Heating: Central Interior Features: Built-in Features; Entrance Foyer; Pantry; Storage; Vaulted Ceiling(s); Walk-In Closet(s); Other Listing Terms: Cash; Conventional Other Structures: Outbuilding; Shed(s) Pets Allowed YN: Yes Pool Features: Concrete; Heated Possession: Close Of Escrow Restrictions: No Restrictions Roof: Metal Sewer: Public Sewer Special Information: Sold As-Is Tax Information: City/County Water Access: No Fixed Bridge Water Source: Public Water View: Direct Ocean; Ocean Waterfront Features: Ocean Front Showing Requirements: 24 Hour Notice; Appointment Only; Call Listing Agent; Listing Agent Must Accompany; No Sign Room Types: Game Room; Laundry; Maid/In-Law Quarters; Media Room; Sauna Acreage Description: 2 To Less Than 3 Acre Lot

Room Information

Maid/In-Law Quarters Media Room Game Room Sauna Laundry

Listing Office: Ocean Sothebys Intl Realty

Last Updated: September - 21 - 2026

87429 Old Highway, Islamorada, FL 33036- MLS# A12092985

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