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150 List Street
Upper Matecumbe Key Islamorada FL 33036 US

$4,900,000

Active Listing ID 618920
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$4,900,000

Active Listing ID 618920
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150 List Street Discover an extraordinary opportunity to own 34, 000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20, 000 lb and 16, 000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4, 872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.

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Property Features

  • Facts
  • Property Type: Land
  • Property Sub-type: Other
  • Additional Features
  • Waterfront

Property

  • propertytype: Land
  • propertysubtype: Other
  • listprice: 4900000
  • unparsedaddress: 150 List Street
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 0
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 0
  • livingareaunits: Square Feet
  • latitude: 24.924569
  • longitude: -80.629517
  • listagentfullname: Bonnie Ekblom Oliver
  • listagentemail: bonnie.ekblom.oliver@gmail.com
  • listagentkey: 3yd-FLKEYSMLSFL-20121207194202603094000000
  • listagentmlsid: 20121207194202603094000000
  • listagentpreferredphone: 3053941569
  • listagentofficephone: 3057128888
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listagentstatelicense: 3186690
  • 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
  • listagenturl: https://oceansir.com
  • countyorparish: Monroe
  • parcelnumber: 00399820000000
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • view: Water
  • waterfrontyn: True
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.62952, 24.924568
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"bonnie.ekblom.oliver@gmail.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":"Vacant Land - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/150-List-St_Islamorada_FL_33036_M56418-18064?f=listhub&s=FLKEYSMLSFL&m=618920&c=rexren", "MLSModificationTimestamp":"2026-03-04T13:27:32Z", "Neighborhoods":[{"Description":null, "Name":"23 - Upper Matecumbe"}], "PostalCode":null, "RawPropertySubType":null, "RawPropertyType":"Vacant Land", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5995.43, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/4/2026 9:00:44 PM GMT
Source Updated Date: 3/28/2026 6:51:25 PM GMT

Courtesy of: Bonnie Ekblom Oliver, Ocean Sotheby's International Realty, bonnie.ekblom.oliver@gmail.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.