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87445 Old Highway
Plantation Key FL 33036 US

$3,995,000

Active Listing ID 616426
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5 bed
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4.00 Bath (4 Full)
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Lot: 1.82 Acres
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Single Family Residence

$3,995,000

Active Listing ID 616426
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87445 Old Highway This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances , impact resistant windows , and the Residential Estate zoning allows weekly vacation rentals with a high-income stream.This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

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Property Features

  • Facts
  • Lot Size: 1.82 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Privacy Wall/Fence
  • Floor Covering: Tile
  • Roof Type: Metal
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3995000
  • unparsedaddress: 87445 Old Highway
  • postalcity: Plantation Key
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.82
  • lotsizeunits: Acres
  • lotsizearea: 1.82
  • livingarea: 4014
  • livingareaunits: Square Feet
  • latitude: 24.966102
  • longitude: -80.560273
  • listagentfullname: Cheri Tindall
  • listagentemail: cheri@floridakeysbestbuys.com
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040501175719000000
  • listagentmlsid: 20060624040501175719000000
  • listagentpreferredphone: 3056647661
  • listagentofficephone: 3057128888
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listagentstatelicense: 0411868
  • 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: 1999
  • listagenturl: http://www.floridakeysbestbuys.com
  • countyorparish: Monroe
  • parcelnumber: 00415170-000000
  • appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Tile
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Carport, Covered, Garage
  • roof: Metal
  • view: Ocean, Water
  • waterfrontyn: True
  • interiorfeatures: Drapes/Blinds Incl, Quartz Countertops, Window Treatments, Entrance Foyer, Split Bedroom
  • exteriorfeatures: Privacy Wall/Fence
  • waterfrontfeatures: Oceanfront, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.56027, 24.966103
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"cheri@floridakeysbestbuys.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/87445-Old-Hwy_Islamorada_FL_33036_M66268-87922?f=listhub&s=FLKEYSMLSFL&m=616426&c=rexren", "MLSModificationTimestamp":"2026-01-23T07:12:12Z", "Neighborhoods":[{"Description":null, "Name":"25 - Plantation Key"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":22084.73, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/27/2026 8:01:00 PM GMT
Source Updated Date: 4/30/2026 9:05:19 AM GMT

Courtesy of: Cheri Tindall, Ocean Sotheby's International Realty, cheri@floridakeysbestbuys.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.