87429 Old Hwy Islamorada, FL $ 19,500,000
87429 Old Hwy
$ 19,500,000
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87429 Old Hwy

Islamorada, FL, 33036
$ 19,500,000
Bedrooms6 Baths6.0 Sq 6,054

Monthly Estimate*

$ 120,065

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Single Family Home for sale in Islamorada, FL

for $19,500,000 with 6 bedrooms and 6 full baths. This 6,054 square foot home was built in 2022.

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.

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Single Family Active

Price

$ 19,500,000

Bedrooms

6

Full Bath

6

Property Type

Single Family

Taxes

$ 64,866

Style

Year Built

2022

Town/City

Islamorada

County/Region

Monroe

MLS | Web ID

A11990479

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air Ceiling Fan(s)
Possession Closing & Funding Close Of Escrow
Roof Aluminum
Appliances Dryer Dishwasher Disposal Refrigerator Washer
Garage Spaces 8
Patio/Porch Features Balcony Open Porch
Architectural Style Detached
Pool Features Concrete Heated Infinity Pool
Security Features Other Safe Room Interior
Restrictions No Restrictions
Construction Materials Block
Year Built 2022
View Ocean
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Navigable Water Ocean Access Ocean Front Seawall
County Monroe
Property Type Residential
Attached Garage true
Subdivision Name PLANTATION BEACH
Facing Direction West
Garage Y/N true
Other Structures Guest House Shed(s)
Total Rooms 0
Full Baths 6
Special Listing Conditions Listed As-Is
Status Active
Directions Follow GPS: located on the Old Road off US1.
City Islamorada
Senior Community Y/N false
Zoning Description OTH
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Lot Size Square Feet 124146
Listing Terms Cash Conventional
Spa Features Heated In Ground
Year Built Details Effective Year Built
Tax Annual Amount 64866
Property Condition Updated/Remodeled
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/mia/A11990479
Standard Status Active
Occupancy Type Owner
Property Sub Type Additional Single Family Residence
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
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Interior
Interior Amenities Built-in Features Bedroom on Main Level Breakfast Area Closet Cabinetry Dual Sinks Entrance Foyer Eat-in Kitchen First Floor Entry Fireplace Kitchen Island Kitchen/Dining Combo Living/Dining Room Custom Mirrors 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 Blinds Impact Glass
Fireplace Y/N true
Half Baths 0
Laundry Features Washer Hookup Dryer Hookup
Total Bedrooms 6
Total Baths 6
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Exterior
Exterior Amenities Balcony Fence Lighting Outdoor Grill Porch Shed Security/High Impact Doors
Parking Features Attached Circular Driveway Driveway Garage Golf Cart Garage Guest Other Paver Block RV Access/Parking Garage Door Opener
Lot Features 2-3 Acres
Water Source Public
Lot Size Area 124146
Foundation Details Raised
Spa true
Building Area Total 18549
Frontage Length 400
Waterfront Y/N true
Covered Spaces 8
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* Excluded Features
List By
Ocean Sothebys Intl Realty

Broker

305-923-1337

Contact

Affordability Calculator

$125,470
Per Month
96%
4%
0%
Monthly Principal & Interest
$120,065
Monthly Property Taxes
$5,406
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
3/27/2026$19,500,000 Listed Price

Map


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87429 Old Hwy, Islamorada, FL, 33036 is a Single Family Home for sale at $19,500,000 with 6,054 sqft. 87429 Old Hwy has 6 bedrooms, 6.0 baths, and was built in 2022. The property's zip code is 33036 which is in Islamorada, FL