• Home
  • Property Search
    • Key West Real Estate
      • Key West Homes
      • Key West Condos
      • Key West Townhomes
      • Key West Commercial
      • Key West Land
    • Florida Keys Real Estate
      • Florida Keys Homes
      • Florida Keys Condos
      • Florida Keys Townhomes
      • Florida Keys Commercial
      • Florida Keys Land
    • MLS Search
  • Property Estimate
  • Neighborhoods
    • Casa Marina
    • Golf Club
    • Key Haven
    • Meadows
    • Midtown
    • New Town
    • Old Town
    • Sunset Key
    • Truman Annex
  • Islands
    • Big Coppitt Key
    • Big Pine Key
    • Cudjoe Key
    • Duck Key
    • Islamorada
    • Key Colony Beach
    • Key Largo
    • Lower Matecumbe Key
    • Marathon Key
    • Plantation Key
    • Sugarloaf Key
    • Summerland Key
  • Contact Us

Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

$18,999,000
87429 Old Highway
Plantation Key, FL 33036
MLS# 615643
6 beds  |  8 baths  |  6692 sqft

 | 

2.8+ Oceanfront Acres
  1 / 103  
2.8+ Oceanfront Acres Oceanfront property situated on 2.8 acres of land Infinity Edge Pool Elevated Driveway 150' of concrete dockage Grand Entrance Main Home 3 automated gate entrances. Private pool Private Guest Pool Private Guest Pool White Oak Hardwood Floors Expansive 180 Degree Ocean Views 12+ Foot Ceilings 12' Disappearing Pocket Sliding Doors Options to emit flames with or without heat. Pivot Door Entryway Full Control Smart Home Lutron Lighting System Statement Linear Fireplace Gas Range & Stovetop Calcutta Marble Waterfall Edge Kitchen Island Thermador Appliances Optional Temperature Controlled Porch Blend Indoor & Outdoor Living Alfresco Dining Zero Step Entry Pool Smart Control Gas Fire Features Recessed Spa Exposed Natural Hardwood Ceilings Teak & Marble Counters 1,800 Sq Ft porch Fireplace Primary Suite Dual Primary Closets FBS Security Doors Primary Bathroom Steam Shower Floating Vanity Separate Soaking Tub LED Smart Mirror Guest Suite 1 Private Ensuite Terrace Toto toilets Guest Suite 2 Private Ensuite Terrace Guest Suite 2 Toto Toilets Abundant Natural Light Custom Built-Ins Guest Suite 3 Guest Suite 3 Private Ensuite Terrace Oceanfront Views Expansive Green Spaces Ensuite Guest Bath Custom Walk-In Closets Soundproof media room Theater Room Utility room Trackman Golf Simulator Golf Simulator Multiple Entry Points Temperature Controlled Garage Full tiled 3-door garage Custom home gym with AC Radiant Sauna & Steam Room Gym Bathroom Guest Cottage Private Pool 2nd pool area Sun Shelf & Spa 1,300 Sq Ft Guest House Eat-In Kitchen Guest cottage kitchen Primary Guest Suite Ocean Views Primary Bathroom Split Living Spaces Entrance to Bathroom Area In-unit Laundry Guest Suite Guest Home Main Living Area Living Room Entrance Bathroom #2 Wraparound Covered Deck Open Green Space Relax Under the Palms Northwest to Southeast views Split Stairwell Leading to Backyard Perfectly manicured grounds Sandy beach area View to East from basin East views to Atlantic ocean Aerial overhead of driveway Solid Concrete Construction Professional Landscape Architecture 400' feet of water frontage with unparalleled boating access Mosquito Control System Installed Drive up to main entry level Parking for 4+ Cars Outside Grand Staircase Entrance Elevated Driveway to Main Entrance Pathway Pond Flanking Entrance Image as you enter the main residence

Property Description
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, alfresco dining and multiple waterfront terraces. A fitness center with sauna, soundproof theater and golf simulator complete the lifestyle offering. For the yachtsman, the protected deepwater basin accommodates substantial vessels with convenient direct Atlantic access. Built with an uncompromising focus on quality, security and enduring construction, The Oasis is more than an oceanfront residence. It is a legacy-scale Florida Keys estate offering the increasingly rare combination of acreage, significant shoreline, protected deepwater dockage, multiple residences and complete privacy within one extraordinary property

Details
Maps
Contract Information
Current Price: $18,999,000
Listing Date: 2025-07-01
Listing Board: Florida Keys
Monthly Rent: $18,999,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 87429
Street Name: Old
Street Suffix: Highway
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Plant Beach (87.5)
Area: 25 - Plantation Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2022
Total Units: 2
Lot SqFt: 124146
Lot Sqft Source: Tax Records
Acres: 2.85
Living Apx SqFt: 6692
SqFt Source: Tax Records
Total Bedrooms: 6
Full Baths: 8
Total Baths: 8
Rentals Allowed: With Restrictions
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Composite
Seawall: Concrete
Specialty Rooms
Guest/Servant Qtrs: Legal
Building Style
Above Flood: Yes
# Stories: 2 Stories
Vehicle Storage
Car(s): 4+
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Dockage: Basin; Boat Lift; Boat Ramp
Property Condition: New Construction
Building Style: Ground Level
Vehicle Storage: Garage; Carport; Attached; Auto Door Opener; Covered Parking; Guest Parking; Off Street Parking; Open Parking; Trailer Storage
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Buyer to Verify; Cable Available; Community Swr Plant; Elect Separate Meter; FKAA; Municipal Sewer
Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Entrance Foyer; Fireplace(s); Intercom; Pantry; Quartz Countertops; Security System; Sky Light(s); Smoke Alarms; Split Bedroom; Storage; Tray Ceilings; Walk-in Closet(s); Window Treatments
Pre-Wired: Satellite; Surround Sound
Specialty Rooms: Gym; Laundry Room; Media Room; Sauna/Steam Room; Theater Room; Utility Room
Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; Refrigerator; Stainless Steel Appliance(s); Washer; Water Purification; Water Softener
Exterior Features: Built-in Grill; Detached Guest Qtrs; Fencing; Outdoor Kitchen; Rain Gutters
Pool Info: In Ground; Salt Water; Concrete; Decked
Construction: CBS; Concrete
Shutters: Roll Down Electric; Other
Floor: Carpet; Combo; Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Other Area Features
Security: Central Station Sys; Electric Gate; On Premises System
Land Size: 2 Less Than 5 Acres
Terms: No Seller Finance
Title: Title Ins - Buyer

Listing Office: Ocean Sotheby's International Realty

Last Updated: August - 31 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


Search powered by FBS Products
Create A Real Estate Portal
With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

Anchor Line Realty on Social Media:

Facebook
Facebook
fb-share-icon
Twitter
Visit Us
Follow Me

E-mail Us Directly

Please provide details below:

  • Home
  • Property Search
  • Property Estimate
  • Neighborhoods
  • Islands
  • Contact Us

Copyright © 2026 · AgentPress Pro on Genesis Framework · WordPress · Log in

David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)