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81801 Overseas Highway # 729 Upper Matecumbe Key Islamorada FL 33036US1 Bed, 1.00 Bath (1 Full Bath), 619668
81801 Overseas Highway # 729Upper Matecumbe Key IslamoradaFL33036
699000.0000 1/1/1900 12:00:00 AM
Coldwell Banker Schmitt Key Largo

81801 Overseas Highway # 729
Upper Matecumbe Key Islamorada FL 33036 US

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Courtesy of: Ana G. Zalesky, P.A., Coldwell Banker Schmitt Key Largo, ana@flkeysislandliving.com

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81801 Overseas Highway # 729
Upper Matecumbe Key Islamorada FL 33036 US

$699,000

Active Listing ID 619668
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1 bed
bath icon
1.00 Bath (1 Full)
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Other

$699,000

Active Listing ID 619668
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81801 Overseas Highway # 729 Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential. Set within one of the Florida Keys' most celebrated resorts, owners and guests enjoy a true luxury experience, featuring exceptional dining, new ballroom, two tiki bars, a full-service spa, fitness center, and multiple resort-style pools, 9 hole, Par 3 golf course, The property boasts direct beach and dock access, along with lighted tennis courts, pickleball courts and a wide array of water sports, all surrounded by lush tropical landscaping. Nightly rentals are permitted, creating strong income potential, while professional onsite management provides seamless maintenance and guest services. Ideally located just moments from Islamorada's renowned restaurants, galleries, breweries, shopping, and vibrant art district, this is a unique chance to own within one of the Keys' most historic and sought-after destinations.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Bar, Chickee Hut, Fencing, Hot Tub, Lighting, Outdoor Shower, Sandy Beach, Sprinkler System, Tennis Court(s), Water Display
  • Floor Covering: Tile
  • Roof Type: Concrete
  • Heating Fuels: Central
  • Additional Features
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 699000
  • unparsedaddress: 81801 Overseas Highway
  • unitnumber: # 729
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 1
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 550
  • livingareaunits: Square Feet
  • latitude: 24.91614
  • longitude: -80.634758
  • listagentfullname: Ana G. Zalesky, P.A.
  • listagentemail: ana@flkeysislandliving.com
  • listagentkey: 3yd-FLKEYSMLSFL-20060624040553755006000000
  • listagentmlsid: 3028693
  • listagentpreferredphone: 3053941404
  • listofficekey: 3yd-FLKEYSMLSFL-20060624040350304248000000
  • listagentstatelicense: 3028693
  • listofficemlsid: 3211
  • 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: 1988
  • listingcontractdate: 2026-04-22
  • listagenturl: http://www.flkeysislandliving.com
  • countyorparish: Monroe
  • parcelnumber: 00401340000729
  • appliances: Dishwasher, Refrigerator, Microwave, Stainless Steel Appliance(s)
  • cooling: Central Air
  • constructionmaterials: CBS
  • flooring: Tile
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Open
  • roof: Concrete
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Cabinets, Granite Counter Top, Tray Ceilings
  • exteriorfeatures: Bar, Chickee Hut, Fencing, Hot Tub, Lighting, Outdoor Shower, Sandy Beach, Sprinkler System, Tennis Court(s), Water Display
  • waterfrontfeatures: Ocean Front
  • rooms: Bedroom 1, Bathroom 1
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.63476, 24.91614
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Coldwell Banker Schmitt Key Largo", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ana@flkeysislandliving.com", "ListBrokerageCity":"KEY LARGO", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Coldwell Banker Schmitt Key Largo", "ListBrokeragePhone":"(305) 451-4422", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"10400 Overseas Hwy, 100", "ListBrokerageWebsiteUrl":"http://www.realestatefloridakeys.com", "ListOfficeAddress1":"100430 Overseas Hwy. ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20060624040350304248000000", "ListOfficeCity":"KEY LARGO", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"33037", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/81801-Overseas-Hwy-729_Islamorada_FL_33036_M66937-56472?f=listhub&s=FLKEYSMLSFL&m=619668&c=rexren", "MLSModificationTimestamp":"2026-04-28 23:43:51", "Neighborhoods":[{"Description":null, "Name":"Strattons (82.5)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4798, "TaxDescription":"Unit 729 Hotel Condominium At Cheeca Lodge Resort Or2184-1289/90 Or2726-45/46C/T Or2789-2177/79", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/22/2026 12:03:25 AM GMT
Source Updated Date: 5/26/2026 6:40:34 PM GMT

Courtesy of: Ana G. Zalesky, P.A., Coldwell Banker Schmitt Key Largo, ana@flkeysislandliving.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.

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