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.
For sale
$26,400,000
89505 Old Hwy, Tavernier, FL 33070
7beds
8,988sqft
Single Family Residence
Built in 2008
7.64 Acres Lot
$-- Zestimate®
$2,937/sqft
$-- HOA
What's special
Private gymOutdoor kitchenPrivate officeFour additional bedroomsCustom poolHigh-end finishesCustom woodwork
- 59 days |
- 2,342 |
- 131 |
Zillow last checked:
Listing updated:
Listed by:
Leslie Leopold 305-942-0215,
Ocean Sotheby's International Realty,
Cheri Tindall 305-664-7661,
Ocean Sotheby's International Realty
Source: FLKMLS,MLS#: 620022
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 10
- Full bathrooms: 6
- 1/2 bathrooms: 4
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air, Ceiling Fans(s), Ductless
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Gas Appliances, Ice Maker, Wine Cooler, Stainless Steel Appliance(s)
- Laundry: Laundry Room
Features
- Built-in Features, Granite Counters, Elevator, Storage, Walk-in Closet(s), Bar, Gym, Loft, Sauna, Sun/Florida Room
- Flooring: Tile, Wood, Marble
Interior area
- Total structure area: 8,988
- Total interior livable area: 8,988 sqft
Video & virtual tour
Property
Parking
- Parking features: Attached, Garage Door Opener
- Has attached garage: Yes
Accessibility
- Accessibility features: Accessible Elevator Installed
Features
- Patio & porch: Open Porch/Balcony, Deck, Patio, Screened Patio, Lanai
- Exterior features: Bar, Built-in Barbecue, Chickee Hut, Lighting, Outdoor Kitchen, Outdoor Shower, Sandy Beach, Storage, Tennis Court(s), Water Display
- Has private pool: Yes
- Pool features: In Ground, Salt Water, Concrete, Decked
- Has spa: Yes
- Spa features: Heated
- Fencing: Fenced,Privacy
- On waterfront: Yes
Lot
- Size: 7.64 Acres
Details
- Additional structures: Gazebo, Guest House
- Parcel number: 00092570000100
- Zoning: NR - Native Residential
- Other equipment: Generator, Irrigation Equipment
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Concrete
Condition
- Updated/Remodeled
- New construction: No
- Year built: 2008
Utilities & green energy
- Utilities for property: Water Separate Meter, Cable Available
Community & HOA
Community
- Features: Community Boat Ramp, Beach, Bike Paths
- Security: Security Gate, Security Guard, On Premises System, Security System
- Subdivision: Trop Coral Reef (89.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Tavernier
Financial & listing details
- Price per square foot: $2,937/sqft
- Annual tax amount: $58,331
- Date on market: 5/24/2026
Estimated market value
Not available
Estimated sales range
Not available
$6,318/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/24/2026 | Listed for sale | $26,400,000-5%$2,937/sqft |
Source:  FLKMLS #620022 Report a problem | ||
| 5/21/2026 | Listing removed | $27,800,000$3,093/sqft |
Source: FLKMLS #616051 Report a problem | ||
| 12/2/2025 | Price change | $27,800,000-3.5%$3,093/sqft |
Source:  Key West AOR #616051 Report a problem | ||
| 8/5/2025 | Listed for sale | $28,800,000$3,204/sqft |
Source: FLKMLS #616051 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 33070
Nearby schools
GreatSchools rating
- 10/10Plantation Key SchoolGrades: PK-8Distance: 0.2 mi
- 5/10Coral Shores High SchoolGrades: 9-12Distance: 0.3 mi
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A local agent can set up tours, give advice and negotiate with sellers.
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