87429 Old Hwy

Islamorada, FL
$ 18,999,000 Beds 6 Baths 8 Sq 6,692 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 18,999,000
  • City
  • Islamorada
  • Bedrooms
  • 6
  • Full Bathrooms
  • 8
  • County
  • Monroe
  • Half Bathrooms
  • 0
  • Area
  • 98 Florida Keys
  • Lot Size
  • Zip
  • 33036
  • Sqr Footage
  • 6,692
  • Year Built
  • 2022
  • Taxes
  • $ 64866
  • Style
  • MLS#
  • A12092985
Listed By: This listing is courtesy of Ocean Sothebys Intl Realty
Data Source: Southeast Florida MLS (SEFMLS)

Features

General

Sewer Public Sewer
Heating Central
Cooling Central Air
Possession Close Of Escrow
Roof Metal
Appliances Built-In Oven,Dryer,Dishwasher,Disposal,Microwave,Refrigerator,Washer
Garage Spaces 8
Architectural Style Contemporary/Modern,Detached
Pool Features Concrete,Heated,Infinity,Pool
Restrictions No Restrictions
Construction Materials Block
Pets Allowed No,Yes
Year Built 2022
View Ocean
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Ocean Front
Community Features Boat Facilities
County Monroe
Property Type Residential
Subdivision Name PLANTATION BEACH
Facing Direction West
Garage Y/N true
Other Structures Guest House,Shed(s)
Full Baths 8
Special Listing Conditions Listed As-Is
Status Active
City Islamorada
Senior Community Y/N false
Zoning Description SR
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Lot Size Square Feet 124146
Listing Terms Cash,Conventional
Year Built Details Effective Year Built
Tax Annual Amount 64866
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
Expected Active Date 2026-09-21
PostalCity Islamorada
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
AttributionContact 305-923-1337

Interior Features

Interior Amenities Built-in Features,Bedroom on Main Level,Bathtub,Dining Area,Separate/Formal Dining Room,Dual Sinks,Entrance Foyer,Fireplace,Jetted Tub,Kitchen/Dining Combo,Living/Dining Room,Main Level Primary,Pantry,Separate Shower,Vaulted Ceiling(s),Walk-In Closet(s)
Flooring Carpet,Hardwood,Wood
Air Conditioning Y/N true
Heating Y/N true
Window Features Impact Glass
Fireplace Y/N true
Total Bedrooms 6
Total Baths 8

Exterior Features

Exterior Amenities Fence,Security/High Impact Doors,Lighting,Outdoor Grill,Shed,Shutters Electric
Parking Features Circular Driveway,Covered,Driveway,Golf Cart Garage,Guest,Paver Block,RV Access/Parking,Garage Door Opener
Lot Features 2-3 Acres
Water Source Public
Lot Size Area 124146
Spa true
Building Area Total 18309
Frontage Length 400
Private Pool true
Waterfront Y/N true
Covered Spaces 8
Other Equipment Generator

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Miami Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

9/21/2026 Listed $18,999,000

Property vs Zip Code Average in 33036

Price
AVG $5.61M
$19M
Taxes
AVG $22,464
$64,866
Year Built
AVG 1995
2022

Areas That We Cover

87429 Old Hwy Islamorada, FL is a Single Family Home for sale at $18999000 with 6692 sqft and a lot size of Acre(s). 87429 Old Hwy Islamorada has 6 bedrooms, 8 baths and was built in 2022. The property's zip code is 33036 which is in Islamorada, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.