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81250 Overseas Highway 2
Upper Matecumbe Key Islamorada FL 33036 US

$2,850,000

Active Listing ID 615038
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3 bed
bath icon
3.00 Bath (3 Full)
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Single Family Residence

$2,850,000

Active Listing ID 615038
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81250 Overseas Highway 2 Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views. Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat-come discover what makes Tarpon Flats truly one of a kind.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Gazebo, Sandy Beach, Tennis Court(s)
  • Floor Covering: Tile
  • Roof Type: Metal
  • Additional Features
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2850000
  • unparsedaddress: 81250 Overseas Highway
  • unitnumber: 2
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 2072
  • livingareaunits: Square Feet
  • latitude: 24.912076
  • longitude: -80.643264
  • listagentfullname: AJ Vetter
  • listagentemail: ajvetter84@gmail.com
  • listagentkey: 3yd-FLKEYSMLSFL-20140530163639544375000000
  • listagentmlsid: 3296730
  • listagentpreferredphone: 3053048841
  • listofficekey: 3yd-FLKEYSMLSFL-20250304155154033007000000
  • listagentstatelicense: 3296730
  • listofficemlsid: CQ1072094
  • 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: 1985
  • listingcontractdate: 2025-05-14
  • listagenturl: http://www.palmhouserealestate.com
  • countyorparish: Monroe
  • parcelnumber: 00404641-000200
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Gas Appliances, Stainless Steel Appliance(s)
  • cooling: Central Air
  • constructionmaterials: CBS
  • flooring: Tile
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Metal
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Storage, Walk-in Closet(s), Quartz Countertops
  • exteriorfeatures: Fencing, Gazebo, Sandy Beach, Tennis Court(s)
  • architecturalstyle: Other
  • rooms: Bedroom 2, Bedroom 1, Bathroom 1, Bathroom 3, Bedroom 3, Bathroom 2
  • otherstructures: Gazebo, Storage
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.643265, 24.912077
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Palm House Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ajvetter84@gmail.com", "ListBrokerageCity":"Tavernier", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Palm House Real Estate", "ListBrokeragePhone":"(305) 304-8841", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"150 Plantation Drive", "ListBrokerageWebsiteUrl":"http://www.palmhouserealestate.com", "ListOfficeAddress1":"150 Plantation Drive ", "ListOfficeAddress2":"", "ListOfficeBrokerMlsId":"20250304155154033007000000", "ListOfficeCity":"Tavernier", "ListOfficeCountry":"US", "ListOfficeEmail":"ajvetter84@gmail.com", "ListOfficePostalCode":"33070", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"TOWNHOME - Other - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/81250-Overseas-Hwy-Apt-2_Islamorada_FL_33036_M59210-26824?f=listhub&s=FLKEYSMLSFL&m=615038&c=rexren", "MLSModificationTimestamp":"2025-12-28 13:23:35", "Neighborhoods":[{"Description":null, "Name":"Tarpon Flats (81.5)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":10145, "TaxDescription":"BAY COLONY VILLAS A/K/A PT TR 8 UNIT 2 BLDG 1 & UPPER MATECUMBE TRACTS 9 & 10 SUBD OF LOTS 3-4 PB2-59 OR971-2374/2376 OR", "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/23/2026 9:30:10 AM GMT
Source Updated Date: 5/26/2026 6:40:34 PM GMT

Courtesy of: AJ Vetter, Palm House Real Estate, ajvetter84@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.