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88041 Old Highway
Plantation Key FL 33036 US

$42,000,000

Active Listing ID 613646
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6 bed
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9.00 Bath (7 Full , 2 Half)
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Lot: 5.07 Acres
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Single Family Residence

$42,000,000

Active Listing ID 613646
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88041 Old Highway Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal grandeur.The estate's lush, immersive gardens--crafted by legendary landscape architect Raymond Jungles--earned the coveted ASLA Florida Chapter Award, celebrating its harmonious blend of native flora, curated tranquility, and ecological artistry. Meandering stone-through pathways invite reflection, leading to a saltwater pond teeming with indigenous sea life.Step into ~11, 000 sq ft of bespoke, air-conditioned living space meticulously curated by renowned interior designer Sam Robin. The home's total footprint exceeds 17, 895 sq ft, with expansive verandas that dissolve boundaries between interior elegance and outdoor serenity.Curated for Collectors & EntertainersFour-bay air-conditioned collector's garage. Additional porticos + crushed shell driveway bordered by cut coral.Elevated summer kitchen with pizza oven, push-button TV, and unobstructed views.Dedicated cabana bath + equipment room for effortless hosting.Oceanfront Opulence: Positioned on a private peninsula with secure gated access, the property offers a protected boat basin, two lifts, and a 450-foot dock, as well as a submersible toys dock. A private beach lets you slip into the ocean in total privacy. Resort-Level Amenities include:Gas-heated oasis pool + hot tub + waterfall grotto - Swim-jet therapy + beach entry for rejuvenation..Peninsula lounge doubles as helipad or tropical party venue with Tiki barGas tiki torches for enchanting evenings.This is not merely a home--it is a legacy estate woven with rarity, intentionality, and coastal prestige. A true collector's piece.

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Property Features

  • Facts
  • Lot Size: 5.07 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 7
  • 1/2 Bathrooms: 2
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Bar, Water Display, Tennis Court(s), Storage, Sprinkler System, Shed, Sandy Beach, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Hot Tub, Rain Gutters, Detached Guest Qtrs, Gazebo, Fruit Tree(s), Fencing, Chickee Hut, Built-in Grill
  • Floor Covering: Marble
  • Roof Type: Metal
  • Additional Features
  • Fireplace
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 42000000
  • unparsedaddress: 88041 Old Highway
  • postalcity: Plantation Key
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 7
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 5.07
  • lotsizeunits: Acres
  • lotsizearea: 5.07
  • livingarea: 9843
  • livingareaunits: Square Feet
  • latitude: 24.970753
  • longitude: -80.554275
  • listagentfullname: Eric M. Rizzo
  • listagentemail: erizzo@oceansir.com
  • listagentkey: 3yd-FLKEYSMLSFL-20160216190421405502000000
  • listagentmlsid: 20160216190421405502000000
  • listagentpreferredphone: 3053943062
  • listagentofficephone: 3057128888
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listagentstatelicense: 3347022
  • 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: 2017
  • listagenturl: https://www.sothebysrealty.com/eng/office/180-b-73
  • countyorparish: Monroe
  • parcelnumber: 00415010-000100
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Marble
  • numberofunitstotal: 0
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Carport, Covered, Garage, Guest, Open
  • roof: Metal
  • view: Lake, Ocean, Water
  • waterfrontyn: True
  • interiorfeatures: Drapes/Blinds Incl, Quartz Countertops, Built-in Cabinets, Tray Ceilings, Bar, Window Treatments, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Smoke Alarms, Sky Light(s), Security System, Entrance Foyer, Pantry, Fireplace(s), Split Bedroom, Cathedral Ceilings
  • exteriorfeatures: Bar, Water Display, Tennis Court(s), Storage, Sprinkler System, Shed, Sandy Beach, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Hot Tub, Rain Gutters, Detached Guest Qtrs, Gazebo, Fruit Tree(s), Fencing, Chickee Hut, Built-in Grill
  • waterfrontfeatures: Lake Front, Oceanfront, Salt Ponds, Waterfront
  • windowfeatures: Skylight(s)
  • 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: Gazebo, Outdoor Kitchen, Packing Shed, Shed(s), Storage, Tennis Court(s)
  • dock: False
  • poolprivateyn: False
  • spayn: True
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.554276, 24.970753
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"erizzo@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/88041-Old-Hwy_Islamorada_FL_33036_M55428-69099?f=listhub&s=FLKEYSMLSFL&m=613646&c=rexren", "MLSModificationTimestamp":"2026-04-27T13:34:13Z", "Neighborhoods":[{"Description":null, "Name":"25 - Plantation Key"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":92442.5, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/27/2026 8:00:50 PM GMT
Source Updated Date: 5/2/2026 7:14:23 AM GMT

Courtesy of: Eric M. Rizzo, Ocean Sotheby's International Realty, erizzo@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.