Search

Home > 89505 Old Highway, Plantation Key, FL 33070 (MLS# 620022)
$26,400,000
89505 Old Highway
Plantation Key, FL 33070
MLS# 620022
7 beds  |  10 baths  |  8988 sqft
Welcome to Palm Paradise
  1 / 120  
Welcome to Palm Paradise Beachfront family compound Family Compound Palm Paradise Birdseye Aerial Welcome! Gated private estate Chicago Brick drive Mature trees Front View Comfort and splendor Mature Native landscape Good Morning Pool with waterfall Resort style pool area Pool at sunrise Observation Pier From the pier Beach Lighted Tennis/Pickleball court Lighted Tennis/Pickleball court Game Set Match Tennis Cabana Courtside Cabana bar Tennis Cabana Half Bath Plenty of covered parking, and 3 garages Looking toward guest wing Soaring ceilings, forever ocean views Great Room Kitchen, Dining Kitchen Kitchen, Dining Kitchen Kitchen Dining Living Room Living Room Custom staircase Loft over Great Room Game area Main House Porch Dining Outside dining at dawn Maginificent Ocean Views Forever views Overlooking Pool area Looking toward Primary wing 500 Bottle wine cellar To Primary Wing Stairway to office Primary Suite Primary Bedroom with ocean views Primary with endless views Primary suite Double vanity, His and hers water closets, marble countertops Steam Shower, custom marble Primary suite, second floor Morning kitchen Office Office with sunroom Office sunroom Office half bath Lookout from Primary Suit From Primary suite Primary stairway to the pool 2 Story Guest Wing Landing to Guest Wing Guest apartment dining, living View from guest apartment Level 2 guest living room 1 of 2 bedrooms in guest apartment Guest bath 2nd bedroom in Level 2 guest apartment Guest bath 2 Guest laundry Level 2 Guest Apartment Guest apartment balcony View from guest apartment Kitchen Dining, Living Level 3 Guest apartment Guest bath 1 Bedroom 2 Guest bath 2 Laundry Private porches Sandy beach Outdoor kitchen Tiki Hut Rec room, tackle storage, 1/2 bath Indoor/outdoor bar Gym Guest cottage 2 bed. 1 bath Fairway, putting green Cottage living Kitchen, living Guest cottage bedroom Guest cottage main bedroom porch Cottage bath Cottage to loft Cottage loft Relax Observation Pier Pier Swaying palms Rip rap seawall Palm Paradise Marble patio Magnificent Serenity Tee Time Firepit Palm reflections Glowing Watercolor Morning Palm Paradise Osprey view Birdseye at sunrise Sunrise

Property 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.

Details
Maps
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 - 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.

Search powered by FBS Products