← Back to search

87429 Old Highway, Islamorada, FL 33036

Islamorada, FL, 33036 · PLANTATION BEACH

$19,500,000

6 bd · 6 ba · 6,054 sqft

87429 Old Highway, Islamorada, FL 33036 — photo 1 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 2 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 3 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 4 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 5 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 6 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 7 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 8 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 9 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 10 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 11 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 12 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 13 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 14 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 15 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 16 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 17 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 18 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 19 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 20 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 21 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 22 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 23 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 24 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 25 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 26 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 27 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 28 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 29 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 30 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 31 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 32 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 33 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 34 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 35 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 36 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 37 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 38 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 39 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 40 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 41 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 42 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 43 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 44 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 45 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 46 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 47 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 48 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 49 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 50 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 51 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 52 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 53 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 54 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 55 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 56 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 57 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 58 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 59 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 60 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 61 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 62 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 63 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 64 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 65 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 66 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 67 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 68 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 69 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 70 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 71 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 72 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 73 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 74 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 75 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 76 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 77 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 78 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 79 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 80 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 81 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 82 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 83 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 84 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 85 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 86 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 87 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 88 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 89 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 90 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 91 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 92 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 93 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 94 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 95 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 96 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 97 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 98 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 99 of 100
87429 Old Highway, Islamorada, FL 33036 — photo 100 of 100
1 / 100

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. 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.

Virtual tour ↗

Location

Map loading…

Listing courtesy of Ocean Sothebys Intl Realty · Michaela Marie Walters

Listing information is provided by BeachesMLS via the Spark Platform. All information is deemed reliable but not guaranteed and should be independently verified. Properties may or may not be listed by the office/agent presenting the information.

Last updated 2026-05-31