87429 Old Highway, Islamorada, FL 33036

$18,499,000 — Active

Property Features

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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.

▼ Price Reduced — originally listed at $18,999,000

Property Details

  • Listing ID: A12092985
  • Status: Active
  • Listing Date: 2026-09-21
  • Property Type: Single Family Residence
  • Subdivision: PLANTATION BEACH
  • County: Monroe
  • MLS Area: 5940 - Other Florida County
  • Bedrooms: 6
  • Full Bathrooms: 8
  • Living Area Sq Ft: 6,692
  • Year Built: 2022

Financial

  • List Price: $18,499,000
  • Original List Price: $18,999,000
  • HOA Fee: None
  • Taxes: $64,866/yr

Features & Amenities

  • View: Direct Ocean, Ocean
  • 55+ Community (HOPA): Yes
  • Pets Allowed: Yes
  • Parking: Circular Driveway, Covered, Driveway, Golf Cart Garage, Garage Door Opener, Guest, Paver Block, RV A
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Carpet, Wood
  • Construction: Block, CBS
  • Roof: Metal
  • Interior Features: Built-in Features, Entrance Foyer, Other, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Storage
  • Exterior Features: Built-in Barbecue, Lighting
  • Community Amenities: Boating, None

Courtesy of Ocean Sothebys Intl Realty
Contact Starfish Real Estate to schedule an appointment or call .

RAPB

© 2026 Starfish Real Estate. Listings updated Nov 9, 2026 2:03 am. Listing data is derived from the Broker Reciprocity Program of the Realtor Association of Indian River County (RAIRC) and BeachsMLS. Properties listed by brokers other than Starfish Real Estate are identified with the applicable MLS logo and include the listing broker's name. Not all properties available through either MLS may be displayed. All MLS data is the copyrighted property of the respective MLS and its participants. Data is deemed reliable but is not guaranteed accurate and should be independently verified prior to entering into any transaction.