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81910 & 81908 Overseas Highway
Upper Matecumbe Key Islamorada FL 33036 US

$6,500,000

Active Listing ID 611386
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$6,500,000

Active Listing ID 611386
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81910 & 81908 Overseas Highway Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3, 995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota.Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, general store with package sales, and much more.The property spans 30, 415 sqft. Includes a Bayfront boat basin, and plans for an additional 100' dock to be constructed.The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs.Whether you're looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located. ***Buyer to verify ALL information.***

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Property Features

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

Property

  • propertytype: Land
  • propertysubtype: Other
  • listprice: 6500000
  • unparsedaddress: 81910 & 81908 Overseas Highway
  • 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: 24.920192
  • longitude: -80.634071
  • listagentfullname: Jocelyn Tiedemann
  • listagentemail: jtiedemann@oceansir.com
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040431950070000000
  • listagentmlsid: 20060624040431950070000000
  • listagentpreferredphone: 3055223652
  • listagentofficephone: 3057128888
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listagentstatelicense: 3112429
  • 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/agent/jocelyn-tiedemann
  • countyorparish: Monroe
  • parcelnumber: 00399290-000000
  • 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: -80.63407, 24.920193
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"jtiedemann@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":"Vacant Land - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/81910-Overseas-Hwy_Islamorada_FL_33036_M65889-88459?f=listhub&s=FLKEYSMLSFL&m=611386&c=rexren", "MLSModificationTimestamp":"2026-04-16T10:47:58Z", "Neighborhoods":[{"Description":null, "Name":"23 - Upper Matecumbe"}], "PostalCode":null, "RawPropertySubType":null, "RawPropertyType":"Vacant Land", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":15880, "TaxDescription":null, "TaxYear":"2023"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/16/2026 6:00:44 PM GMT
Source Updated Date: 4/17/2026 12:44:36 PM GMT

Courtesy of: Jocelyn Tiedemann, Ocean Sotheby's International Realty, jtiedemann@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.