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122 Court Contessa
Lower Matecumbe FL 33036 US

$2,795,000

Active Listing ID 616500
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3 bed
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3.00 Bath (3 Full)
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Lot: 0.13 Acres
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Single Family Residence

$2,795,000

Active Listing ID 616500
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122 Court Contessa 'Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada'Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge.Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys.Designed for serious boaters, the property boasts 90 feet of deepwater dockage with immediate access to both the bay and the Atlantic Ocean--no bridges, no delays, just open water within minutes.Inside, the home is completely turnkey, with updated finishes and a seamless indoor-outdoor flow ideal for entertaining or extended stays. Expansive balconies and a large outdoor patio overlook the wide canal, creating a private waterfront setting perfect for sunset dining or relaxing after a day on the water.The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles -- an uncommon convenience in this area.What truly sets this property apart is access to a rare, highly coveted private beach area, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property.Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

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Property Features

  • Facts
  • Lot Size: 0.13 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Rain Gutters, Storage, Sandy Beach, Outdoor Shower, Lighting
  • Floor Covering: Concrete, Tile
  • Roof Type: Concrete
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2795000
  • unparsedaddress: 122 Court Contessa
  • postalcity: Lower Matecumbe
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.13
  • lotsizeunits: Acres
  • lotsizearea: 0.13
  • livingarea: 2374
  • livingareaunits: Square Feet
  • latitude: 24.86041
  • longitude: -80.728477
  • listagentfullname: Lourdes Martin-Rosa
  • listagentemail: lourdesmartin-rosa@keyes.com
  • listagentkey: 3yd-FLKEYSMLSFL-20250908161655940383000000
  • listagentmlsid: 20250908161655940383000000
  • listagentpreferredphone: 18004383973
  • listagentofficephone: 18004383973
  • listofficekey: 3yd-FLKEYSMLSFL-20060624040344652157000000
  • listagentstatelicense: 3636025
  • listofficemlsid: 20060624040344652157000000
  • 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: 1991
  • listagenturl: https://lourdesmartinrosa.keyes.com/
  • countyorparish: Monroe
  • parcelnumber: 00394489-009400
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Concrete, Tile
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Covered, Garage, Guest, Open
  • roof: Concrete
  • view: Ocean
  • waterfrontyn: True
  • interiorfeatures: Drapes/Blinds Incl, Built-in Cabinets, Brazilian Quartzite Countertops, Window Treatments, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Granite Counter Top, Entrance Foyer, Pantry, Split Bedroom, Cathedral Ceilings
  • exteriorfeatures: Rain Gutters, Storage, Sandy Beach, Outdoor Shower, Lighting
  • waterfrontfeatures: Canal Front, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3
  • securityfeatures: Security System
  • otherstructures: Storage
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.72848, 24.86041
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"The Keyes Company", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Annually", "ExpenseValue":500}], "GeocodeOptions":null, "LeadRoutingEmail":"leads2172@leadparser.deltagroup.com", "ListBrokerageCity":"Miami", "ListBrokerageCountry":"US", "ListBrokerageEmail":"info@keyes.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"The Keyes Company", "ListBrokeragePhone":"18004383973", "ListBrokeragePostalCode":"33129", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 601", "ListBrokerageUnparsedAddress":"2121 SW 3 Ave", "ListBrokerageWebsiteUrl":"http://www.keyes.com", "ListOfficeAddress1":"809 N Flagler Ave.", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20170728204724139660000000", "ListOfficeCity":"HOMESTEAD", "ListOfficeCountry":"US", "ListOfficeEmail":"keyes290@keyes.com", "ListOfficePostalCode":"33030", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Lower Matecumbe, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/122-Court-Contessa_Islamorada_FL_33036_M65591-38439?f=listhub&s=FLKEYSMLSFL&m=616500&c=rexren", "MLSModificationTimestamp":"2026-04-22T12:04:35Z", "Neighborhoods":[{"Description":null, "Name":"22 - Lower Matecumbe"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13927.23, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/27/2026 8:01:00 PM GMT
Source Updated Date: 5/14/2026 6:46:22 PM GMT

Courtesy of: Lourdes Martin-Rosa, The Keyes Company, lourdesmartin-rosa@keyes.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.