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20 Avacado Street
Upper Matecumbe Key Islamorada FL 33036 US

$15,950,000

Active Listing ID 618816
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6 bed
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8.00 Bath (7 Full , 1 Half)
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Lot: 1.68 Acres
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Single Family Residence

$15,950,000

Active Listing ID 618816
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20 Avacado Street BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants. Agents Welcome

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Property Features

  • Facts
  • Lot Size: 1.68 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 7
  • 1/2 Bathrooms: 1
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 15950000
  • unparsedaddress: 20 Avacado Street
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 7
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.68
  • lotsizeunits: Acres
  • lotsizearea: 1.68
  • livingarea: 6680
  • livingareaunits: Square Feet
  • latitude: 24.930562
  • longitude: -80.62264
  • listagentfullname: Steven Koleno
  • listagentemail: contact@beycome.com
  • listagentkey: 3yd-FLKEYSMLSFL-20210108212237054259000000
  • listagentmlsid: 20210108212237054259000000
  • listagentpreferredphone: 8442392663
  • listagentofficephone: 8442392663
  • listofficekey: 3yd-FLKEYSMLSFL-20160511134441560022000000
  • listagentstatelicense: 3469487
  • listofficemlsid: 20160511134441560022000000
  • 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: 2005
  • listagenturl: http://www.beycome.com
  • countyorparish: Monroe
  • parcelnumber: 00402340-000000
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Refrigerator, Washer
  • constructionmaterials: Concrete
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • view: Water
  • waterfrontyn: True
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.62264, 24.930561
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Bar Invest Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"realtor@beycome.com", "ListBrokerageCity":"Miami", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Bar Invest Realty", "ListBrokeragePhone":"(844) 239-2663", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"701 Brickell Avenue", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"400 NW 26th St.", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20210108212237054259000000", "ListOfficeCity":"Miami", "ListOfficeCountry":"US", "ListOfficeEmail":"contact@beycome.com", "ListOfficePostalCode":"33127", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/20-Avacado-St_Islamorada_FL_33036_M65890-62991?f=listhub&s=FLKEYSMLSFL&m=618816&c=rexren", "MLSModificationTimestamp":"2026-04-25T11:21:48Z", "Neighborhoods":[{"Description":null, "Name":"23 - Upper Matecumbe"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":65124, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/27/2026 8:00:52 PM GMT
Source Updated Date: 4/30/2026 9:05:19 AM GMT

Courtesy of: Steven Koleno, Beycome of Florida, LLC, contact@beycome.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.