Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 7-bedroom, 8-bathroom single family at 89505 Old Highway in Plantation Key, FL is listed for $26,400,000 ($2,937 per sqft). Built in 2008, the home offers 8,988 sqft of living space on a 7.64 acres lot.

Agent Description

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape.

The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels.

A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water.

Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless.

Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

Key Features

  • Built in 2008
  • 7.64 acre lot
  • Private pool
  • Waterfront

Property Details

6 full, 4 half
2008

Amenities

PoolWaterfrontViewA/C

Monthly Cost Estimate

$141,193/mo

20% down · 6.5% · 30 years

Principal$19,093
Interest$114,400
Insurance$7,700

Estimates only. Actual payments may vary.

Location

89505 Old Highway

Plantation Key, FL 33070

Trop Coral Reef (89.0)

Features & Amenities

Interior Features

Built-in CabinetsGranite Counter TopElevatorSecurity SystemStorageWalk-in Closet(s)BarGymLoftSaunaSun/Florida Room

Exterior Features

BarBuilt-in GrillChickee HutFencingGazeboDetached Guest QtrsHot TubLightingLanaiOutdoor KitchenOutdoor ShowerPrivacy Wall/FenceSandy BeachSprinkler SystemStorageTennis Court(s)Water Display

Property Details

Flooring

TileMarbleWood

Construction

CBS Concrete

Views

WaterOcean

Pool Features

DeckPorchPatio

Parking

Open

Heating

Central

Cooling

DuctlessCentral Air

Appliances

WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalGas AppliancesIce MachineWine CoolerStainless Steel Appliance(s)

Questions & Answers

This 7-bedroom, 8-bathroom single family at 89505 Old Highway is listed at $26,400,000 ($2,937/sqft). The estimated monthly payment is $114,400 based on 20% down at 6.5% interest.

Key features include: Built in 2008, 7.64 acre lot, Private pool, Waterfront. Interior Features: Built-in Cabinets, Granite Counter Top, Elevator. Exterior Features: Bar, Built-in Grill, Chickee Hut.

This property is listed by Leslie Leopold and can be reached at 3059420215 or LLeopold@Oceansir.com.

LL

Leslie Leopold

Agent at Ocean Sotheby's International Realty

(305) 942-0215

Listed by Ocean Sotheby's International Realty · View on Broker Site

MLS# 620022· Source: listhub· Updated 8 days ago

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

89505 Old Highway, Plantation Key, FL 33070

Open this listing in: