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89505 Old Highway
Plantation Key FL 33070 US

$27,800,000

Active Listing ID 616051
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7 bed
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10.00 Bath (6 Full , 4 Half)
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Lot: 7.64 Acres
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Single Family Residence

$27,800,000

Active Listing ID 616051
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89505 Old Highway 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.

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Property Features

  • Facts
  • Lot Size: 7.64 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 6
  • 1/2 Bathrooms: 4
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: 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
  • Floor Covering: Marble, Tile, Wood
  • Roof Type: Metal
  • Additional Features
  • Fireplace
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 27800000
  • unparsedaddress: 89505 Old Highway
  • postalcity: Plantation Key
  • stateorprovince: FL
  • country: US
  • postalcode: 33070
  • bathroomsfull: 6
  • bathroomshalf: 4
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 7.64
  • lotsizeunits: Acres
  • lotsizearea: 7.64
  • livingarea: 8988
  • livingareaunits: Square Feet
  • latitude: 24.989133
  • longitude: -80.539311
  • listagentfullname: Leslie Leopold
  • listagentemail: LLeopold@Oceansir.com
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040453046599000000
  • listagentmlsid: 20060624040453046599000000
  • listagentpreferredphone: 3059420215
  • listagentofficephone: 3057128888
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listagentstatelicense: 3071091
  • listofficemlsid: 20100727151734715717000000
  • disclaimer: Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: FLKEYSMLSFL
  • yearbuilt: 2008
  • listagenturl: http://liveislamorada.com
  • countyorparish: Monroe
  • parcelnumber: 00092570-000100
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Marble, Tile, Wood
  • numberofunitstotal: 0
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Covered, Garage
  • roof: Metal
  • view: Ocean, Water
  • waterfrontyn: True
  • interiorfeatures: 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
  • exteriorfeatures: 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
  • waterfrontfeatures: Oceanfront, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • securityfeatures: Security System
  • otherstructures: Outdoor Kitchen, Storage, Tennis Court(s)
  • accessibilityfeatures: Accessible Elevator Installed
  • dock: False
  • poolprivateyn: False
  • spayn: True
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.539314, 24.989134
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"LLeopold@Oceansir.com", "ListBrokerageCity":"Islamorada", "ListBrokerageCountry":"US", "ListBrokerageEmail":"russell.post@sothebysrealty.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Ocean Sotheby's International Realty", "ListBrokeragePhone":"3057128888", "ListBrokeragePostalCode":"33036", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"81888 Overseas Hwy", "ListBrokerageWebsiteUrl":"http://www.oceansir.com", "ListOfficeAddress1":"81888 Overseas Hwy", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20200515211417486585000000", "ListOfficeCity":"Islamorada", "ListOfficeCountry":"US", "ListOfficeEmail":"russell.post@sothebysrealty.com", "ListOfficePostalCode":"33036", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Plantation Key, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/89505-Old-Hwy_Tavernier_FL_33070_M58986-74140?f=listhub&s=FLKEYSMLSFL&m=616051&c=rexren", "MLSModificationTimestamp":"2025-12-01T18:55:54Z", "Neighborhoods":[{"Description":null, "Name":"25 - Plantation Key"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":56367.5, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/27/2026 8:00:56 PM GMT
Source Updated Date: 5/2/2026 7:14:23 AM GMT

Courtesy of: Leslie Leopold, Ocean Sotheby's International Realty, LLeopold@Oceansir.com

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.