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89505 Old Highway, Plantation Key, FL - photo 1

$26,400,000

89505 Old Highway

Plantation Key, FL 33070

Estimated payment $158,400/month

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7Beds
10Baths
8,988Sq Ft
$2937Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Built in 2008
332,798 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:7
  • •Bathrooms:10
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:8,988 sqft
  • •Total interior livable area:8,988 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:332,798 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2008

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Price history

DateEventPrice
10/13/2026Listed for sale$26,400,000$2937/sqft

Listing Agent

Leslie Leopold

Ocean Sotheby's International Realty

Brokerage Phone: 305-712-8888

Source: Florida Keys MLS · MLS #620022

Data Powered by Home Junction, Inc.

Nearby

Schools

PLANTATION KEY SCHOOL

Elementary · 0.2 mi

FLORIDA KEYS COMMUNITY COLLEGE - UPPER KEYS CENTER

0.3 mi

CORAL SHORES HIGH SCHOOL

High · 0.4 mi

Supermarkets

Mini-mart!

0.2 mi

Payfair Supermarket

0.6 mi

Winn-Dixie

1.4 mi

Dining

Tacos Jalisco 3

0.4 mi

Tasters Grille & Market

0.7 mi

Deuces BBQ

0.7 mi

Beaches

North Beach

11.3 mi

South Beach

11.5 mi

Cannon Beach

12.6 mi

Nearby amenity locations include data © OpenStreetMap contributors.