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1614 Dennis Street
Key West FL 33040 US

$1,499,000

Active Listing ID 618151
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7 bed
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4.00 Bath (4 Full)
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Lot: 0.12 Acres
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Multi Family

$1,499,000

Active Listing ID 618151
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1614 Dennis Street 1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $125, 000 annually in rental income, this well-configured property features three separate units, each with its own washer and dryer, making it highly desirable for long-term tenants and employee housing.The layout includes two spacious 2-bedroom / 1-bath units and an upstairs 3-bedroom / 2-bath residence, providing multiple rental strategies and value-add potential. A standout feature is parking for up to 7 vehicles--a true luxury in Key West and a major draw for tenants.Ideal for investors seeking steady returns or employers looking for quality workforce housing, this triplex combines strong income, practical design, and exceptional parking in one compelling opportunity.Please note some photos were digitally staged and or altered to protect tenant privacy.

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Property Features

  • Facts
  • Lot Size: 0.12 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Multi Family
  • Features
  • Full Bathrooms: 4
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Shed
  • Floor Covering: Tile, Vinyl
  • Roof Type: Metal

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Multi Family
  • listprice: 1499000
  • unparsedaddress: 1614 Dennis Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.12
  • lotsizeunits: Acres
  • lotsizearea: 0.12
  • livingarea: 2699
  • livingareaunits: Square Feet
  • latitude: 24.553952
  • longitude: -81.778453
  • listagentfullname: Matthew J Sheehan
  • listagentemail: mattsheehankw@gmail.com
  • listagentkey: 3yd-KWARFL-20171204195148868781000000
  • listagentmlsid: 20171204195148868781000000
  • listagentpreferredphone: 3058499233
  • listagentofficephone: 3052941117
  • listofficekey: 3yd-KWARFL-20171117190843578060000000
  • listagentstatelicense: 3400684
  • listofficemlsid: 20171117190843578060000000
  • disclaimer: Copyright © 2026 Key West Association 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: KWARFL
  • yearbuilt: 1968
  • listagenturl: http://www.oceansir.com
  • countyorparish: Monroe
  • parcelnumber: 00062930-000000
  • appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Frame
  • flooring: Tile, Vinyl
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • interiorfeatures: Cathedral Ceilings, Smoke Alarms
  • exteriorfeatures: Shed
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • otherstructures: Packing Shed, Shed(s)
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.77845, 24.553951
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"mattsheehankw@gmail.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Ocean Sotheby's International Realty", "ListBrokeragePhone":"(305) 294-1117", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"420 Fleming St", "ListBrokerageWebsiteUrl":"http://www.oceansir.com", "ListOfficeAddress1":"1075 Duval Street, 15C", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20171117204305469866000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"russell@oceanreefclubsir.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1614-Dennis-St_Key-West_FL_33040_M63748-14301?f=listhub&s=KWARFL&m=618151&c=rexren", "MLSModificationTimestamp":"2026-01-16T14:20:08Z", "Neighborhoods":[{"Description":null, "Name":"03 - Key West"}], "PostalCode":null, "RawPropertySubType":"Multi-family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":8312.45, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/16/2026 10:08:33 PM GMT
Source Updated Date: 1/18/2026 6:55:17 AM GMT

Courtesy of: Matthew J Sheehan, Ocean Sotheby's International Realty, mattsheehankw@gmail.com

Copyright © 2026 Key West Association 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.