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89505 Old Highway, Plantation Key, FL 33070

New Listing
$26,400,000
Property Type: Residential Bedrooms: 7 Baths: 10 Square Footage: 8,988 Lot Size (sq. ft.): 207,346 Status: Active
Current Price: $26,400,000 List Date: 5/24/2026 Last Modified: 5/24/2026

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.

More Information MLS# 620022

Contract Information

Current Price: $26,400,000 Listing Date: 2026-05-24 Listing Board: Florida Keys List Price: $26,400,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 89505 Street Name: Old Street Suffix: Highway Key/Island: Plantation Key State/Province: FL Zip Code: 33070 County: Monroe Subdivision: Trop Coral Reef (89.0) Area: 25 - Plantation Key

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 3 Pool: Yes Year Built: 2008 Lot Size: X Lot SqFt: 207346 Lot Sqft Source: Property Data Card Acres: 7.64 Living Apx SqFt: 8988 SqFt Source: Property Data Card Total Bedrooms: 7 Full Baths: 6 Half Baths: 4 Total Baths: 10 Rentals Allowed: With Restrictions Min Rental Days: 7

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown Stories: 3 Stories

Vehicle Storage

Car(s): 4+

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Heated: Yes

Financial Status

Standard Sale: Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Dockage: Other Dockage Property Condition: Updated/Remodeled Vehicle Storage: Garage; Attached; Auto Door Opener; Covered Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless Heating: Central Utilities: Cable Available; FKAA; Municipal Sewer; Propane; Water Separate Meter; Whole House Generatr Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fireplace(s); Granite Counter Top; Security System; Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Wet Bar Specialty Rooms: Gym; Laundry Room; Loft; Sauna/Steam Room; Sun/Florida Room; Utility Room Appliances: Dishwasher; Disposal; Dryer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Bar; Built-in Grill; Chickee Hut; Detached Guest Qtrs; Fencing; Gazebo; Hot Tub; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Sandy Beach; Sprinkler System; Storage; Tennis Court(s); Water Display Accessibility Feat: Accessible Elevator Installed Pool Info: In Ground; Salt Water; Concrete; Decked Construction: CBS; Concrete Floor: Marble; Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Beach; Bike Paths; Community Boat Ramp; Community Pool; Tennis Courts Security: Electric Gate; On Premises System; Patrolled Area Land Size: 5 Less Than 10 Acres Title: Title Ins - Buyer
Listing Office: Ocean Sotheby's International Realty
Last Updated: May - 24 - 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.

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