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82779 Old Highway 8
Upper Matecumbe Key Islamorada FL 33036 US

$3,800,000

Active Listing ID 619186
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 7.61 Acres
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Single Family Residence

$3,800,000

Active Listing ID 619186
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82779 Old Highway 8 The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2, 574 sq ft of interior plus 1, 169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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Property Features

  • Facts
  • Lot Size: 7.61 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Chickee Hut, Gazebo, Hot Tub, Lighting, Outdoor Shower, Sandy Beach, Sprinkler System, Tennis Court(s)
  • Floor Covering: Tile
  • Roof Type: Metal
  • Heating Fuels: Central
  • Additional Features
  • Patio
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3800000
  • unparsedaddress: 82779 Old Highway
  • unitnumber: 8
  • postalcity: Upper Matecumbe Key Islamorada
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 7.61
  • lotsizeunits: Acres
  • lotsizearea: 7.61
  • livingarea: 2574
  • livingareaunits: Square Feet
  • latitude: 24.927757
  • longitude: -80.621759
  • listagentfullname: Sabrina Wampler & Sarah Ewald
  • listagentemail: Info@FishingForHomes.com
  • listagentkey: 3yd-FLKEYSMLSFL-20240105201721893492000000
  • listagentmlsid: 3087332_1
  • listagentpreferredphone: 3053930585
  • listofficekey: 3yd-FLKEYSMLSFL-20100727151734715717000000
  • listofficemlsid: 2022737
  • 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: 2020
  • listingcontractdate: 2026-03-24
  • listagenturl: http://www.FishingForHomes.com
  • countyorparish: Monroe
  • parcelnumber: 00404340-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)
  • cooling: Central Air
  • constructionmaterials: CBS, Concrete
  • flooring: Tile
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Metal
  • view: Ocean, Harbor, Water
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Fire Sprinkler, Storage, Walk-in Closet(s), Quartz Countertops
  • exteriorfeatures: Chickee Hut, Gazebo, Hot Tub, Lighting, Outdoor Shower, Sandy Beach, Sprinkler System, Tennis Court(s)
  • waterfrontfeatures: Ocean Front
  • rooms: Bathroom 5, Bathroom 4, Bedroom 4, Bathroom 1, Bedroom 1, Bathroom 2, Bedroom 2, Bedroom 3, Bathroom 3
  • otherstructures: Gazebo, Storage
  • patioandporchfeatures: Patio, Porch
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: True
  • location: -80.62176, 24.927757
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Info@FishingForHomes.com", "ListBrokerageCity":"Islamorada", "ListBrokerageCountry":"US", "ListBrokerageEmail":"russell.post@sothebysrealty.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Ocean Sotheby's International Realty", "ListBrokeragePhone":"3057128888", "ListBrokeragePostalCode":"33036", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"81888 Overseas Hwy", "ListBrokerageWebsiteUrl":"http://www.oceansir.com", "ListOfficeAddress1":"81888 Overseas Hwy ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20100727151734715717000000", "ListOfficeCity":"Islamorada", "ListOfficeCountry":"US", "ListOfficeEmail":"russell.post@sothebysrealty.com", "ListOfficePostalCode":"33036", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Upper Matecumbe Key Islamorada, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/82779-Old-Hwy-8_Islamorada_FL_33036_M97006-25571?f=listhub&s=FLKEYSMLSFL&m=619186&c=rexren", "MLSModificationTimestamp":"2026-04-10 23:56:28", "Neighborhoods":[{"Description":null, "Name":"Russell Estates (83.2)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":32840, "TaxDescription":"THE RUSSELL EST PB2-14-15 UPPER MATECUMBE TR 28-31 AND ADJ BAY BTM AND PT ADJ 40 FT RD G53-491 OR25-469 OR100-509", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/22/2026 12:04:04 AM GMT
Source Updated Date: 5/26/2026 6:40:34 PM GMT

Courtesy of: Sabrina Wampler & Sarah Ewald, Ocean Sotheby's International Realty, Info@FishingForHomes.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.