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$27,800,000

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 6 Full Baths
  • 4 Partial Baths
  • 8,988 Sq. Ft.
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Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, Florida Keys, where luxury and privacy intertwine on 7.64 secluded acres. This magnificent property boasts 369 feet of pristine ocean frontage, revealing breathtaking panoramic views from nearly every corner. The sprawling 8,988 square foot main residence boasts five spacious bedrooms, five full bathrooms, three half bathrooms, and an array of lavish amenities, including a chef's dream kitchen, a 500-bottle wine cellar, a private gym, an elevator, and a custom pool with a soothing water feature. Expansive outdoor living spaces beckon with a tiki bar, outdoor kitchen, beachside fire pit, lighted tennis court with cabana and half bathroom, and a private beach fringed with swaying palms. A separate two bedroom, one bathroom guest house provides privacy and comfort for visitors, while a whole-house generator ensures uninterrupted tranquility. Indulge in breathtaking sunrises from your private observation pier or perfect your short game on the estate's putting green. Palm Paradise is more than just a home; it's an invitation to embrace a life of unparalleled luxury, seclusion, and the laid-back allure of the Florida Keys.

Full Property Details for 89505 Old Hwy

General

  • Price: $27,800,000
  • Taxes: $56,367 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 616051
  • Updated: 12/1/2025
  • Added to Site: 164 day(s) ago

Interior

  • Rooms/Areas: Gym, Utility Room, Sun/Florida Room, Sauna/Steam Room, Loft, Laundry Room
  • Interior Features: Wet Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Elevator, Granite Counter Top, Entrance Foyer, Fireplace(s), Split Bedroom, Cathedral Ceilings
  • Fireplace: Yes
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Tile, Marble, Wood

Rooms

Bathrooms

  • Total Bathrooms: 10
  • Full Bathrooms: 6
  • Half Bathrooms: 4

Bedrooms

  • Total Bedrooms: 7

Additional Information

  • Shared Amenities: Community Pool, Bike Paths, Beach, Tennis Courts, Community Boat Ramp
  • Pool: Yes
  • Pool Description: In Ground, Decked, Concrete, Salt Water
  • Security/Safety: Electric Gate, Patrolled Area

Exterior

  • Exterior Features: Bar, Water Display, Tennis Court(s), Storage, Sprinkler System, Sandy Beach, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lanai, Lighting, Hot Tub, Detached Guest Qtrs, Fencing, Chickee Hut, Built-in Grill
  • Deck/Patio: Open Porch/Balcony, Deck, Screened Patio, Patio

Parking

  • Garage: Yes
  • Parking: Garage, Covered Parking, Auto Door Opener

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Trop Coral Reef (89.0)
  • Driving Directions: MM 89.5 oceanside Old Hwy. No sign on property.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Utilities

  • Water: Ocean View, Open Water View
  • Utility Description: FKAA, Propane, Cable Available, Water Separate Meter, Whole House Generatr, Municipal Sewer

Structural Information

  • Architectural Style: Single Family
  • Construction: CBS, Concrete
  • Roof: Metal Roof
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Sprinklers: Yes
  • Disability Access: Yes
  • Stories/Levels: 3 Stories
  • Square Feet: 8,988
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2008

Lot Features

  • Lot Size (Sq. Ft.): 207,346
  • Fence: Yes
  • Zoning: NR - Native Residential

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Oceanfront, Open Water
  • Dock Description: Other Dockage

Financial Considerations

  • Tax Amount: $56,367
  • Tax Year: 2024

Disclosures and Reports

  • Legal Description: 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
  • Flood Zone: VE, AE, AE, AE, VE, VE
  • APN: 00092570-000100

Listed by Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215 and Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661

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Listing agents

— 89505 Old Hwy —

  • Leslie Leopold

    Ocean Sotheby's International Realty

  • Cheri Tindall

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 89505 Old Hwy

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-80.2 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1283.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 89505 Old Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/01/2025
Price Reduced
$27,800,000
-3.47%
MLS
8/05/2025
Listed
$28,800,000
800%
MLS
8/12/2004
Sold
$3,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 89505 Old Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2024
$56,368
—
$6,460,158
3%
2024
$56,368
1%
$6,278,094
3%
2023
$56,000
—
$6,095,237
6%
2021
$55,852
2%
$5,745,346
-3%
2022
$54,927
-2%
$5,917,706
2%
2021
$55,852
1%
$5,788,167
5%
2019
$55,301
-4%
$5,508,906
-4%
2018
$57,534
-4%
$5,761,209
-9%
2017
$59,843
1%
$6,336,755
3%
2016
$59,158
3%
$6,148,676
24%
2015
$57,596
23%
$4,968,436
10%
2014
$46,678
-12%
$4,516,760
-11%
2013
$52,884
—
$5,072,845
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 89505 Old Hwy

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

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NMLS#: 1598647

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Listed by Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215 and Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661

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89505 Old Highway, Tavernier, FL 33070 (MLS# 616051) is a Single Family property with 7 bedrooms, 6 full bathrooms and 4 partial bathrooms. 89505 Old Highway is currently listed for $27,800,000 and was received on August 05, 2025. Want to learn more about 89505 Old Highway? Do you have questions about finding other Single Family real estate for sale in Tavernier? You can browse all Tavernier real estate or contact a Coldwell Banker agent to request more information.

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