About 89505 Old Highway
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.
Features of 89505 Old Highway
| MLS® # | 620022 |
|---|---|
| Price | $26,400,000 |
| Bedrooms | 7 |
| Bathrooms | 10.00 |
| Full Baths | 6 |
| Half Baths | 4 |
| Square Footage | 8,988 |
| Acres | 7.64 |
| Year Built | 2008 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 89505 Old Highway |
|---|---|
| Area | 25 - Plantation Key |
| Subdivision | Trop Coral Reef (89.0) |
| City | Plantation Key |
| County | Monroe |
| State | FL |
| Zip Code | 33070 |
Amenities
| Amenities | Community Boat Ramp, Beach, Bike Paths |
|---|---|
| Utilities | FKAA, Municipal Sewer, Propane, Whole House Generatr, Water Separate Meter, Cable Available |
| Parking Spaces | 4 |
| Parking | Garage, Attached, Auto Door Opener, Covered Parking |
| View | Ocean View, Open Water View |
| Is Waterfront | Yes |
| Waterfront | Oceanfront, Open Water |
| Has Pool | Yes |
| Pool | In Ground, Salt Water, Concrete, Decked |
Interior
| Interior Features | Drapes/Blinds Incl, Wet Bar, Cathedral Ceilings, Split Bedroom, Fireplace(s), Entrance Foyer, Built-in Cabinets, Granite Counter Top, Elevator, Security System, Smoke Alarms, Storage, Walk-in Closet(s), Bar |
|---|---|
| Appliances | Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Gas Appliances, Ice Machine, Wine Cooler, Stainless Steel Appliance(s) |
| Heating | Central |
| Cooling | Central Air, Ceiling Fans(s), Ductless |
| Fireplace | No |
| Stories | 3 Stories |
| Has Basement | No |
Exterior
| Exterior Features | Bar, Built-in Grill, Chickee Hut, Fencing, Gazebo, Detached Guest Qtrs, Hot Tub, Lighting, Lanai, Outdoor Kitchen, Outdoor Shower, Privacy Wall/Fence, Sandy Beach, Sprinkler System, Storage, Tennis Court(s), Water Display |
|---|---|
| Lot Description | 5 Less Than 10 Acres |
| Windows | Impact Rstnce Window, Impact Rstnce Doors |
| Roof | Metal Roof |
| Construction | CBS, Concrete |
Additional Information
| Date Listed | May 24th, 2026 |
|---|---|
| Days on Market | 2 |
| Zoning | NR - Native Residential |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Leslie Leopold |
|---|---|
| Office | Ocean Sotheby's International Realty |