87429 Old Highway, Islamorada, FL 33036
Local realty services provided by:CENTURY 21 Circle
Listed by: walters luxury group gloria, rachel and michaela walters
Office: ocean sotheby's international realty
MLS#:615643
Source:FL_FKBOR
Price summary
- Price:$19,500,000
- Price per sq. ft.:$2,913.93
About this home

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 room. 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 and provides quick access to the Atlantic and Bay. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, and outdoor entertaining spaces.
Discreetly luxurious and effortlessly livable, The Oasis redefines waterfront living in the Florida Keys. Designed for ultimate security and safety, this home was built to provide unmatched peace of mind. Every element was designed with meticulous attention to detail and an uncompromising commitment to quality. The Oasis is not just a residence—it is a lifestyle statement in one of the Florida Keys' most desirable locations....
Contact an agent
Home facts
- Year built:2022
- Listing ID #:615643
- Added:301 day(s) ago
- Updated:April 29, 2026 at 02:49 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:8
- Kitchen Description:Built-in Cabinets, Pantry, Quartz Countertops
- Living area:6,692 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
- Heating:Central
Structure and exterior
- Year built:2022
- Building area:6,692 sq. ft.
- Lot area:2.85 Acres
- Construction Materials:Concrete
- Exterior Features:Built-in Grill, Fencing, Outdoor Kitchen, Rain Gutters
Finances and disclosures
- Price:$19,500,000
- Price per sq. ft.:$2,913.93
- Tax amount:$62,705
Features and amenities
- Amenities:Bar, Built-in Cabinets, Cathedral Ceilings, Drapes Included, Intercom, Pantry, Security System, Sky Light(s), Smoke Alarms, Storage, Tray Ceilings, Window Treatments
Parking
- Parking description:Attached, Carport, Covered, Garage Door Opener, Guest, Off Street, Open
New listings near 87429 Old Highway
- New
$1,325,000Active4 beds 2 baths1,975 sq. ft.310 North Drive, Plantation Key, FL 33036
MLS# 619672Listed by: BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA - New
$8,490,000Active8 beds 6 baths3,649 sq. ft.1101 Mastic Street, Upper Matecumbe Key Islamorada, FL 33036
MLS# 619673Listed by: VENTURE REALTY GROUP - New
$699,000Active1 beds 1 baths550 sq. ft.81801 Overseas Highway # 729, Upper Matecumbe Key Islamorada, FL 33036
MLS# 619668Listed by: COLDWELL BANKER SCHMITT KEY LARGO
$4,999,900Active4 beds 4 baths3,001 sq. ft.75761 Overseas Highway, Lower Matecumbe, FL 33036
MLS# 614893Listed by: ENGEL & VLKERS MARATHON
$6,690,000Active3 beds 2 baths1,331 sq. ft.75691-71 Overseas Highway, Lower Matecumbe, FL 33036
MLS# 615713Listed by: BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA
$2,650,000Active1.42 Acres76291 Overseas Highway, Lower Matecumbe, FL 33036
MLS# 616329Listed by: COASTAL REALTY OF THE FLORIDA KEYS
$635,000Active2 beds 2 baths1,079 sq. ft.112 Cortez Drive #B1, Lower Matecumbe, FL 33036
MLS# 617914Listed by: COLDWELL BANKER SCHMITT ISLAMORADA
$22,500,000Active7 beds 9 baths8,878 sq. ft.81486 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
MLS# 618525Listed by: AMERICAN CARIBBEAN REAL ESTATE, CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,499,000Active3 beds 3 baths1,680 sq. ft.84745 Old Highway #7, Windley Key, FL 33036
MLS# 618650Listed by: AMERICAN CARIBBEAN REAL ESTATE, CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,100,000Active3 beds 3 baths2,000 sq. ft.101 Gulfview Drive #116D & 30' boat slip, Lower Matecumbe, FL 33036
MLS# 618807Listed by: PARADISE FLORIDA KEYS REAL ESTATE, A LUXURY BRAND