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1230 South Street
Key West FL 33040 US

$3,900,000

Active Listing ID 618118
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5 bed
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6.00 Bath (5 Full , 1 Half)
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Single Family Residence

$3,900,000

Active Listing ID 618118
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1230 South Street 1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West where architectural heritage, artisanal craftsmanship, and refined island living converge in one of the city's most coveted neighborhoods.This five-bedroom, five-and-a-half-bath estate is a celebration of authenticity and modern luxury. Every detail, from the extensive use of original Dade County Pine to the rich ipe decking that frames the outdoor living spaces with warmth and durability, reflects reverence for the past while embracing the ease of contemporary living. All impact-rated windows and doors provide peace of mind without compromising historic character.At the heart of the property, a brand-new heated pool anchors the tropical grounds, creating a private resort atmosphere designed for both quiet retreat and elegant entertaining. Complementing the main residence is a newly constructed pool cottage, offering exceptional flexibility for guests, extended family, or a private studio, an increasingly rare luxury on the island.Bathed in natural light, the interiors flow effortlessly between intimate and expansive spaces, blurring the boundary between indoors and out. Each bedroom suite is thoughtfully appointed, providing comfort, privacy, and a sense of timeless refinement throughout.This home holds a deeper significance as well. It is among the final projects of beloved Key West interior designer Michael Pelkey, whose influence helped define the island's aesthetic for decades. His unmistakable touch is present in every layer of the design: restrained yet soulful, luxurious yet deeply rooted in place. To own this residence is to steward a piece of Key West design history.1230 South Street offers effortless access to beaches, dining, and cultural landmarks while remaining a private sanctuary unto itself.More than a renovation, it is a statement. And one of the most compelling residential offerings to grace the island in a generation.

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Property Features

  • Facts
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Fencing, Privacy Wall/Fence, Outdoor Shower, Lighting, Rain Gutters, Detached Guest Qtrs
  • Floor Covering: Wood
  • Roof Type: Metal

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3900000
  • unparsedaddress: 1230 South Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeunits: Acres
  • livingarea: 2033
  • livingareaunits: Square Feet
  • latitude: 24.552836
  • longitude: -81.786886
  • listagentfullname: Damian Vantriglia
  • listagentemail: damian@keysrealestate.com
  • listagentkey: 3yd-KWARFL-20180515145406325689000000
  • listagentmlsid: 20180515145406325689000000
  • listagentpreferredphone: 3052945155
  • listagentofficephone: 3052945155
  • listofficekey: 3yd-KWARFL-20070803221344494963000000
  • listagentstatelicense: 3412425
  • listofficemlsid: 20070803221344494963000000
  • 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: 1948
  • listagenturl: https://www.keysrealestate.com
  • countyorparish: Monroe
  • parcelnumber: 00041450-000000
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Frame
  • flooring: Wood
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: Berkshire Hathaway HomeServices
  • interiorfeatures: Wet Bar, Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Dade County Pine, Granite Counter Top, Pantry, Cathedral Ceilings
  • exteriorfeatures: Fencing, Privacy Wall/Fence, Outdoor Shower, Lighting, Rain Gutters, Detached Guest Qtrs
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.78689, 24.552835
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-KWARFL-618118", "OpenHouseEndTime": "2026-01-18T19:00:00+00:00", "OpenHouseId": "618118", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-01-18T16:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"susan@keysrealestate.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"info@keysrealestate.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/KWARFL/060114707e9011e1b78c12313904e194/20190802195037982.png", "ListBrokerageName":"Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty", "ListBrokeragePhone":"305-294-5155", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"336 Duval St", "ListBrokerageWebsiteUrl":"http://www.keysrealestate.com", "ListOfficeAddress1":"336 Duval St.", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20110223211150165049000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"info@keysrealestate.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1230-South-St_Key-West_FL_33040_M62726-41297?f=listhub&s=KWARFL&m=618118&c=rexren", "MLSModificationTimestamp":"2026-01-15T13:11:25Z", "Neighborhoods":[{"Description":null, "Name":"03 - Key West"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9528.54, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/15/2026 9:07:04 PM GMT
Source Updated Date: 1/16/2026 6:55:01 AM GMT

Courtesy of: Damian Vantriglia, Berkshire Hathaway HomeServices Knight & Gardner Realty, damian@keysrealestate.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.