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166 Bayview Drive
Lower Matecumbe FL 33036 US

$5,600,000

Active Listing ID 617501
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4 bed
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4.00 Bath (4 Full)
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Lot: 0.26 Acres
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Single Family Residence

$5,600,000

Active Listing ID 617501
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166 Bayview Drive Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene.The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm.Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2, 478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access.Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic.Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome.Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.

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Property Features

  • Facts
  • Lot Size: 0.26 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Exterior Finish: Chickee Hut, Privacy Wall/Fence, Outdoor Shower, Fencing
  • Floor Covering: Marble, Tile
  • Additional Features
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5600000
  • unparsedaddress: 166 Bayview Drive
  • postalcity: Lower Matecumbe
  • stateorprovince: FL
  • country: US
  • postalcode: 33036
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.26
  • lotsizeunits: Acres
  • lotsizearea: 0.26
  • livingarea: 2478
  • livingareaunits: Square Feet
  • latitude: 24.854453
  • longitude: -80.740663
  • 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: 1968
  • listagenturl: http://www.IslamoradaJudy.com
  • countyorparish: Monroe
  • parcelnumber: 00391950-000000
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • flooring: Marble, Tile
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: Realty ONE Group
  • exteriorfeatures: Chickee Hut, Privacy Wall/Fence, Outdoor Shower, Fencing
  • waterfrontfeatures: 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, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -80.74066, 24.854452
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Realty ONE Group Engage the Keys", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Annually", "ExpenseValue":250}], "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://www.realtor.com/realestateandhomes-detail/166-Bayview-Dr_Islamorada_FL_33036_M65537-34877?f=listhub&s=FLKEYSMLSFL&m=617501&c=rexren", "MLSModificationTimestamp":"2026-03-12T09:36:05Z", "Neighborhoods":[{"Description":null, "Name":"22 - Lower Matecumbe"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":22353.13, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/15/2026 5:00:43 PM GMT
Source Updated Date: 3/24/2026 12:49:21 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.