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100 List Street
Upper Matecumbe Key Islamorada FL 33036 US

$5,400,000

Active Listing ID 617408
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3 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.39 Acres
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Single Family Residence

$5,400,000

Active Listing ID 617408
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100 List Street Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250+ feet of crystal-clear open waterfront, the gated estate provides unparalleled privacy. This open water home has no neighbors looking through side yards and of course, no neighbors across a canal. Designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views, this luxurious home also boasts marble floors throughout and a gorgeous ''floating'' staircase. Begin your day by stepping out of your bedroom to your private bayfront terrace and into a stunning second floor Infinity Edge pool, complete with a heater/chiller. In the evening, experience the brilliance of Islamorada's sunsets from every room, the rooftop or outdoor lanais, which provide a grand total of almost 6, 000 sf of combined indoor and outdoor living space. Floor-to-ceiling sliding glass doors disappear into pockets, bringing the indoors out and the outdoors in. Just one step outside the main kitchen is a full outdoor kitchen and bayside dining, al fresco. For stargazing, venture up to the rooftop deck for a breathtaking front row seat. Ready to get on the water? Your boats will comfortably berth on the 100' deep water dock with two lifts and are kept safe by built-in storm protection. Other functional luxuries include an elevator, an enormous three-car 2, 200 sf garage with workshop/storage, camera/security system and mature landscaping with fruit trees. A fourth bedroom with bath can be easily added without modifying the structure at a reasonable cost. With all living space above flood and built to withstand sustained 200 mph winds, this concrete home has accordion shutters over impact for ultimate storm resiliency.

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Property Features

  • Facts
  • Lot Size: 0.39 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Built-in Grill, Storage, Sprinkler System, Outdoor Shower, Outdoor Kitchen, Lighting, Rain Gutters, Fruit Tree(s), Fencing
  • Floor Covering: Marble, Tile
  • Roof Type: Concrete
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5400000
  • unparsedaddress: 100 List Street
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.39
  • lotsizeunits: Acres
  • lotsizearea: 0.39
  • livingarea: 3019
  • livingareaunits: Square Feet
  • latitude: 24.924658
  • longitude: -80.630129
  • listagentfullname: Brett Newman
  • listagentemail: BRETT@BRETTNEWMAN.COM
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040516151478000000
  • listagentmlsid: 20060624040516151478000000
  • listagentpreferredphone: 3053931770
  • listagentofficephone: 3056644470
  • listofficekey: 3yd-FLKEYSMLSFL-20060624040347191526000000
  • listagentstatelicense: 555709
  • listofficemlsid: 20060624040347191526000000
  • 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: 2014
  • listagenturl: http://www.FloridaKeysLuxuryHomes.com
  • countyorparish: Monroe
  • parcelnumber: 00399780-000000
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Water - Purifier
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete, ICFs (Insulated Concrete Forms)
  • flooring: Marble, Tile
  • numberofunitstotal: 1
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Covered, Garage, Guest, Open
  • roof: Concrete
  • view: Water
  • waterfrontyn: True
  • interiorfeatures: Drapes/Blinds Incl, Window Treatments, Granite Counter Top, Other, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Elevator, Entrance Foyer, Pantry
  • exteriorfeatures: Built-in Grill, Storage, Sprinkler System, Outdoor Shower, Outdoor Kitchen, Lighting, Rain Gutters, Fruit Tree(s), Fencing
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3
  • securityfeatures: Security System
  • otherstructures: Outdoor Kitchen, Storage
  • accessibilityfeatures: Accessible Elevator Installed
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.63013, 24.924658
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Coldwell Banker Schmitt Islamorada", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"BRETT@BRETTNEWMAN.COM", "ListBrokerageCity":"ISLAMORADA", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Coldwell Banker Schmitt Islamorada", "ListBrokeragePhone":"(305) 664-4470", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"85996 Overseas Highway", "ListBrokerageWebsiteUrl":"http://www.realestatefloridakeys.com", "ListOfficeAddress1":"85990 Overseas Highway", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20060624040415714463000000", "ListOfficeCity":"ISLAMORADA", "ListOfficeCountry":"US", "ListOfficeEmail":"marysanchez14@yahoo.com", "ListOfficePostalCode":"33036", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/100-List-St_Islamorada_FL_33036_M56417-43533?f=listhub&s=FLKEYSMLSFL&m=617408&c=rexren", "MLSModificationTimestamp":"2026-03-22T12:24:48Z", "Neighborhoods":[{"Description":null, "Name":"23 - Upper Matecumbe"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":12654.67, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/22/2026 7:00:44 PM GMT
Source Updated Date: 3/27/2026 7:03:21 PM GMT

Courtesy of: Brett Newman, Coldwell Banker Schmitt Islamorada, BRETT@BRETTNEWMAN.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.