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87429 Old Highway, Islamorada, FL 33036
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2 Days on Market
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All Listings

$18,999,000

87429 Old Highway

Islamorada, FL 33036

PLANTATION BEACH

Explore the area: Monroe County real estate

How this price compares

List price
$18,999,000
Price per sq ft
$2,839
Original price
Unchanged
Days on market
2

This 6-bedroom single-family home in Plantation Beach is listed at $18,999,000, or $2,839 per square foot. It has been on the market for 2 days.

6
Bedrooms
8
Bathrooms
6,692
Living Sq Ft
2022
Year Built

Estimated monthly payment

$99,848 /mo

Principal and interest only, based on $3,799,800 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$18,999,000
Days on Site
2 Days
Bedrooms
6
Total Baths
8
Full Baths
8
Partial Baths
0
Living Area
6,692 sqft
Total Sq Ft
18,309 sqft
Lot Size
2.85 Acres
Year Built
2022
Property Type
Single Family
MLS #
A12092985
Property Tax
$64,866 (2025)
Subdivision
PLANTATION BEACH
County
Monroe
Status
Active
Special Conditions
Listed As Is

About This Property

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.

MLS media link

General Features

Property Type
Single Family
Status
Active
Year Built
2022
Garage Spaces
8
Parking
Boat / Circular Driveway / Covered / Driveway / Garage / Golf Cart Garage / Garage Door Opener / Guest / Paver Block / Rv Access Parking
Direction Faces
West
Lot Size (Acres)
2.85
Living Sq Ft
6,692
Total Sq Ft
18,309
Sewer
Public Sewer
Water Source
Public
Zoning
SR

Interior Features

Appliances
Dryer / Dishwasher / Disposal / Microwave / Oven / Refrigerator / Washer
Cooling
Central Air
Heating
Central
Flooring
Carpet / Wood
Fireplace
Yes
Spa
Yes
Interior Features
Built In Features / Bedroom On Main Level / Bathtub / Dining Area / Separate Formal Dining Room / Dual Sinks / Entrance Foyer / Jetted Tub / Kitchen Dining Combo / Living Dining Room / Main Level Primary / Other / Pantry / Storage / Soaking Tub / Separate Shower / Vaulted Ceilings / Walk In Closets

Exterior Features

Construction
Block
Roof
Metal
Exterior Features
Built In Barbecue / Barbecue / Lighting
Architectural Style
Contemporary
Private Pool
Yes
Pool Features
Concrete / Heated
Lot Features
Two To Three Acres
Waterfront
Yes
Waterfront Features
No Fixed Bridges / Ocean Front
Frontage
Waterfront
Frontage Length
400.00 ft
View
Ocean

Community & HOA

Association Amenities
Boating / None
Community Features
Boat Facilities
Pets Allowed
Yes
55+ Community
Yes
Financing Terms
Cash / Conventional
Restrictions
No Restrictions
MLS Area
5940 - Other Florida County

Schools

Elementary School
Plantation Key
Middle School
Plantation Key
High School
Coral Shores
Homes for Sale
1
Under Contract
0
Median List Price
$18,999,000
Median $/Sq Ft
$2,839
Avg Days on Market
2
View all 1 homes for sale in Plantation Beach →
How do I schedule a tour of 87429 Old Highway, Islamorada, FL 33036?
Use the Tour button on this listing to request a showing of 87429 Old Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 87429 Old Highway, Islamorada, FL 33036 still available?
87429 Old Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 2 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 87429 Old Highway, Islamorada, FL 33036?
With 20% down ($3,799,800) on the $18,999,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 87429 Old Highway, Islamorada, FL 33036 is about $99,848/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 87429 Old Highway, Islamorada, FL 33036?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 87429 Old Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 87429 Old Highway, Islamorada, FL 33036?
87429 Old Highway, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Plantation Key (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 87429 Old Highway, Islamorada, FL 33036?
Often, yes. The right offer on 87429 Old Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Ocean Sothebys Intl Realty

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated September 27, 2026.

$18,999,000

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Listed by Michaela Marie Walters, Ocean Sothebys Intl Realty

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