89505 Old Highway, Plantation Key, FL 33070

$26,400,000

Virtual Tour

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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: 5/26/2026

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

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

Location, Tax & Legal

City: Tavernier Mile Marker: 89 Marathon Neighborhood: N/A Side: Ocean Flood Zone: VE,AE,AE,AE,VE,VE Alternate Key #: 8574436 Handicap Access: Yes Parcel #: 00092570000100 Zoning: NR - Native Residential Deed Restrictions: Unknown Legal: 5 63 38 Plantation Key Or Long Island Pt Govt Lot 6 & Adj Bay Btm Se'ly G37-221 Or186-271(Ii Deed 22485) Or556-986/89 Or Taxes: 58331.33 Tax Year: 2025 Pub Sewer HkUp: Yes 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 Waterfront: Yes Control Depth: 3 Lot Size: X Lot SqFt: 207346 Pool: Yes Lot Sqft Source: Property Data Card Total Units: 0 Acres: 7.64 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 7 Style: Single Family Year Built: 2008 Living Apx SqFt: 8988 Total Bedrooms: 7 Full Baths: 6 Half Baths: 4 Total Baths: 10

Remarks & Misc

Remarks – Consumer: 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. Directions: MM 89.5, Old Hwy, Gated.

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

Other Dockage: 1

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Gas Appliances: 1 Ice Machine: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1 Wine Cooler: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Ductless: 1

Heating

Central: 1

Waterfront

Oceanfront: 1 Open Water: 1

Waterview

Ocean View: 1 Open Water View: 1

Floor

Marble: 1 Tile: 1 Wood: 1

Neighborhood Feature

Beach: 1 Bike Paths: 1 Community Boat Ramp: 1 Community Pool: 1 Tennis Courts: 1

Interior Features

Bar: 1 Built-in Cabinets: 1 Cathedral Ceilings: 1 Drapes/Blinds Incl: 1 Elevator: 1 Entrance Foyer: 1 Fireplace(s): 1 Granite Counter Top: 1 Security System: 1 Smoke Alarms: 1 Split Bedroom: 1 Storage: 1 Walk-in Closet(s): 1 Wet Bar: 1

Property Condition

Updated/Remodeled: 1

Specialty Rooms

Guest/Servant Qtrs: Legal Gym: 1 Laundry Room: 1 Loft: 1 Sauna/Steam Room: 1 Sun/Florida Room: 1 Utility Room: 1

Building Style

Above Flood: Unknown Stories: 3 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Car(s): 4+ Covered Parking: 1 Garage: 1 Attached: 1 Auto Door Opener: 1

Security

Electric Gate: 1 On Premises System: 1 Patrolled Area: 1

Construction

CBS: 1 Concrete: 1

Land Size

5 Less Than 10 Acres: 1

Furnished

Negotiable: 1

Utilities

Cable Available: 1 FKAA: 1 Municipal Sewer: 1 Propane: 1 Water Separate Meter: 1 Whole House Generatr: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Patio: 1 Screened Patio: 1

Title

Title Ins - Buyer: 1

Exterior Features

Bar: 1 Built-in Grill: 1 Chickee Hut: 1 Detached Guest Qtrs: 1 Fencing: 1 Gazebo: 1 Hot Tub: 1 Lanai: 1 Lighting: 1 Outdoor Kitchen: 1 Outdoor Shower: 1 Privacy Wall/Fence: 1 Sandy Beach: 1 Sprinkler System: 1 Storage: 1 Tennis Court(s): 1 Water Display: 1

Pool Info

In Ground: 1 Salt Water: 1 Heated: Yes Concrete: 1 Decked: 1

Roof

Metal Roof: 1

Financial Status

Standard Sale: Yes

Accessibility Feat

Accessible Elevator Installed: 1

Status Change Info

Status: Active

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 - 26 - 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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