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74049 Overseas Highway
Lower Matecumbe FL 33036 US

$3,999,999

Active Listing ID 619687
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4 bed
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4.00 Bath (4 Full)
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Lot: 0.50 Acres
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Single Family Residence

$3,999,999

Active Listing ID 619687
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74049 Overseas Highway Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice.The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida, ' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate.The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1, 065 not included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.

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Property Features

  • Facts
  • Lot Size: 0.50 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Fencing, Sandy Beach, Lighting
  • Floor Covering: Tile
  • Roof Type: Metal
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3999999
  • unparsedaddress: 74049 Overseas Highway
  • postalcity: Lower Matecumbe
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.5
  • lotsizeunits: Acres
  • lotsizearea: 0.5
  • livingarea: 1532
  • livingareaunits: Square Feet
  • latitude: 24.854566
  • longitude: -80.730948
  • listagentfullname: Judy Rossignol
  • listagentemail: islamoradajudy@gmail.com
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040545600504000000
  • listagentmlsid: 20060624040545600504000000
  • listagentpreferredphone: 3053930523
  • listagentofficephone: 3053930523
  • listofficekey: 3yd-FLKEYSMLSFL-20191121162518637317000000
  • listagentstatelicense: 705686
  • listofficemlsid: 20191121162518637317000000
  • 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: 1970
  • listagenturl: http://www.IslamoradaJudy.com
  • countyorparish: Monroe
  • parcelnumber: 00389650-000000
  • appliances: Dishwasher, Dryer, Microwave, Range, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Tile
  • numberofunitstotal: 1
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • roof: Metal
  • view: Ocean
  • waterfrontyn: True
  • franchiseaffiliation: Realty ONE Group
  • interiorfeatures: Drapes/Blinds Incl, Storage, Quartz Countertops
  • exteriorfeatures: Fencing, Sandy Beach, Lighting
  • waterfrontfeatures: Oceanfront, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.73095, 24.854567
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-FLKEYSMLSFL-619687", "OpenHouseEndTime": "2026-05-02T20:00:00+00:00", "OpenHouseId": "619687", "OpenHouseRemarks": "Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style c ompound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one d efined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida, ' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle th at is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces th roughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and di ning living area. Lower-Level Finished area of 1, 065 not included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the p erfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.", "OpenHouseStartTime": "2026-05-02T16:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Realty ONE Group Engage the Keys", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"islamoradajudy@gmail.com", "ListBrokerageCity":"Islamorada", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Islamoradajudy@gmail.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Realty ONE Group Engage the Keys", "ListBrokeragePhone":"(305) 393-0523", "ListBrokeragePostalCode":"33036", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"PO Box 968", "ListBrokerageWebsiteUrl":"http://www.ROGEngagetheKeys.com", "ListOfficeAddress1":"81579 Old Highway", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20060624040545600504000000", "ListOfficeCity":"Islamorada", "ListOfficeCountry":"US", "ListOfficeEmail":"islamoradajudy@gmail.com", "ListOfficePostalCode":"33036", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Lower Matecumbe, FL", "ListingURL":"https://listings.listhub.net/pages/FLKEYSMLSFL/619687/?channel=rexren", "MLSModificationTimestamp":"2026-04-30T15:10:45Z", "Neighborhoods":[{"Description":null, "Name":"22 - Lower Matecumbe"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":20640.7, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/30/2026 11:00:43 PM GMT
Source Updated Date: 5/1/2026 6:56:17 PM GMT

Courtesy of: Judy Rossignol, Paradise Florida Keys Real Estate, a Luxury Brand, islamoradajudy@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.