Home in 87429 Old Highway, Islamorada, FL 33036 for sale with MLS# A12092985

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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87429 Old Highway, Islamorada, FL 33036

Price
Price:
$18,499,000.00
Original List Price:
$18,999,000.00
List Price per Sq Ft (Calculated, Approx.):
$2,764.34
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
Description of Last Important Update:
Price Reduced
Last Major Update on:
October 22, 2026 6:22 pm
Other Special Conditions:
Sold As-is
Rooms Distribution
Bedrooms:
6
Bathrooms Total:
8
Full Bath:
8
Room Type:
Laundry, Sauna, Game Room, Media Room, Maid/in-law Quarters
Master Bedroom Bath:
Separate Shower, Whirlpool Tub, Dual Sinks, Master Bdrm - Ground, Separate Tub, Bedroom On Entry Level
Dining Area:
Formal Dining, Kitchen Dining, Dining/Living Room
Measures
Living Area:
6,692 Sqft
Built-Up Area:
18,309 Sqft
Lot Area:
124,146 Sqft
Lot Size Acres:
2.85
Property Features
View from the Property:
Ocean, Direct Ocean
Waterfront:
Yes
Waterfront Features:
Ocean Front, No Fixed Bridge
Frontage Length:
400
Private Pool
Swimming Pool Features:
Concrete, Heated
Spa
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Oven
Interior:
Pantry, Walk-In Closet(s), Vaulted Ceiling(s), Entrance Foyer, Built-in Features, Other, Storage
Exterior:
Lighting, Built-in Barbecue
Other Structures:
Shed(s), Outbuilding
Fireplace
Air Conditioning
Air Conditioning System:
Central Air
Heating
Heating System:
Central
Fence:
Fenced
Boat and Dock Features:
Private Dock, Electric Available, Lift
Property Entrance Faces:
West
Storm Protection Impact Glass:
Complete
Storm Protection Permanent Generator:
Whole House
Construction
Year Built:
2022
Roof:
Metal
Architectural Style:
Contemporary
Levels:
Two
Construction Materials:
Block, CBS
Flooring:
Carpet, Wood
Flood Zone Code:
AE,VE
Taxes and Expenses
Tax Annual Amount:
$64,866.00
Tax Year:
2025
Property Tax Details:
City/County
Parking
Garage
Garage Spaces:
8
Covered Spaces:
8
Parking Features:
Driveway, Garage Door Opener, Covered, Circular Driveway, Guest, Paver Block, Rv Access/parking, Golf Cart Garage, Boat Access/parking
Utilities
Sewer:
Public Sewer
Water Source:
Public
Community
Pets Allowed?
Amenities Provided by the Homeowner's Association (HOA):
None, Boating
Subdivision Name:
PLANTATION BEACH
Senior Community:
Yes
Restrictions:
No Restrictions
Community Dock
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Buyer Possession:
Close Of Escrow
Zoning and Legal
Tax 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
Real Estate Folio Number (Parcel Number):
00415210000000
Zoning:
SR
Public Schools Assigned
Elementary School:
Lloyd Estates
High School:
Coral Shores
Middle Or Junior School:
Plantation Key
Listing History
Active on the market since:
September 21, 2026
Listing Agreement executed on:
September 21, 2026
Price change occurred on:
October 22, 2026 6:22 pm
Listing Status Last Changed On:
September 21, 2026 4:00 am
Photos updated on:
September 21, 2026 6:50 pm
Last Modified:
October 22, 2026 5:25 pm
Additional Information
Courtesy of:
Ocean Sothebys Intl Realty
Attribution:
Not provided
Location
Street Name:
Old
Street Number:
87429
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 57' 54.3''
Longitude:
W81° 26' 18.9''
Street Suffix:
Highway
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is 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. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.