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87429 Old Highway, Islamorada, FL - photo 1

$18,499,000

87429 Old Highway

Islamorada, FL 33036

Estimated payment $94,116/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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6Beds
8Baths
6,692Sq Ft
$2764Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 2022
124,146 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:6
  • •Bathrooms:8
  • •Full bathrooms:8
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:6,692 sqft
  • •Total interior livable area:6,692 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:124,146 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2022

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Price history

DateEventPrice
2026-09-21T00:00:00.000ZListed for sale$18,499,000$2764/sqft

Listing Agent

Michaela Marie Walters

Ocean Sothebys Intl Realty

Brokerage Phone: 305-712-8888

Source: Beaches MLS · MLS #A12092985

Data Powered by Home Junction, Inc.

Nearby

Schools

TREASURE VILLAGE MONTESSORI CHARTER SCHOOL

Elementary · 0.8 mi

UPPER KEYS ACADEMIC CONNECTIONS FOR EXCELLENCE

High · 1.2 mi

PLANTATION KEY SCHOOL

Elementary · 2.3 mi

Supermarkets

Publix

0.5 mi

Florida Keys Quality Foods

1.7 mi

Mini-mart!

2.0 mi

Dining

Tom Thumb

0.5 mi

Marker 88

0.5 mi

The Nest BBQ & Sports Bar

0.5 mi

Parks

Founder's Park

0.5 mi

Beaches

North Beach

13.4 mi

South Beach

13.7 mi

Anne's Beach

13.8 mi

Nearby amenity locations include data © OpenStreetMap contributors.