89505 Old Highway, Plantation Key, FL 33070 (MLS# 620022)

89505 Old Highway, Plantation Key, FL 33070

$26,400,000

Virtual Tour

https://bcove.video/4bm5cYm

Plenty of covered parking, and 3 garages

Double vanity, His and hers water closets, marble countertops

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

Overview

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-styl ... (Read more)

Listing Details MLS# 620022

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
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

Contract Information

Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: Yes

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 2008
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
Total Units: 0

Association Info

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

Building Style

Above Flood: Unknown
Stories: 3 Stories

More Information

Vehicle Storage

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

Specialty Rooms

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

Pool Info

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

Financial Status

Standard Sale: Yes

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.

Fee Includes

None: Yes

Dockage

Other Dockage: Yes

Tax Exemptions

Homestead: Yes

Appliances

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

Pets

Pets Allowed: Yes

Cooling

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

Heating

Central: Yes

Waterfront

Oceanfront: Yes
Open Water: Yes

Waterview

Ocean View: Yes
Open Water View: Yes

Floor

Marble: Yes
Tile: Yes
Wood: Yes

Neighborhood Feature

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

Interior Features

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

Property Condition

Updated/Remodeled: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Security

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

Construction

CBS: Yes
Concrete: Yes

Land Size

5 Less Than 10 Acres: Yes

Furnished

Negotiable: Yes

Utilities

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

Porch/Balcony

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

Title

Title Ins - Buyer: Yes

Exterior Features

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

Roof

Metal Roof: Yes

Accessibility Feat

Accessible Elevator Installed: 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 - 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.