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1230 South Street
Key West FL 33040 US

$3,575,000

Active Under Contract Listing ID 618118
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5 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 0.11 Acres
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Single Family Residence

$3,575,000

Active Under Contract Listing ID 618118
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1230 South Street Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.

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Property Features

  • Facts
  • Lot Size: 0.11 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Ductless, Central Air, Heat Pump
  • Exterior Finish: Fencing, Detached Guest Qtrs, Rain Gutters, Lighting, Outdoor Shower, Privacy Wall/Fence
  • Floor Covering: Wood
  • Roof Type: Metal
  • Heating Fuels: Central
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3575000
  • unparsedaddress: 1230 South Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.108
  • lotsizeunits: Acres
  • lotsizearea: 0.108
  • livingarea: 2033
  • livingareaunits: Square Feet
  • latitude: 24.552836
  • longitude: -81.786886
  • listagentfullname: Damian Vantriglia
  • listagentemail: damian@keysrealestate.com
  • listagentkey: 3yd-KWARFL-20180515145406325689000000
  • listagentmlsid: kwa.263522870
  • listagentpreferredphone: 3057419411
  • listofficekey: 3yd-KWARFL-20070803221344494963000000
  • listofficemlsid: kwa.10017
  • 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
  • listingcontractdate: 2026-01-15
  • listagenturl: https://www.keysrealestate.com
  • countyorparish: Monroe
  • parcelnumber: 00041450-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Ice Machine, Wine Cooler, Stainless Steel Appliance(s)
  • cooling: Ductless, Central Air, Heat Pump
  • constructionmaterials: Frame, Hardi Board Siding
  • flooring: Wood
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Off Street
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: Berkshire Hathaway HomeServices
  • interiorfeatures: Built-in Cabinets, Granite Counter Top, Dade County Pine, Storage, Walk-in Closet(s), Bar
  • exteriorfeatures: Fencing, Detached Guest Qtrs, Rain Gutters, Lighting, Outdoor Shower, Privacy Wall/Fence
  • architecturalstyle: Other
  • rooms: Bedroom 2, Bedroom 5, Bathroom 3, Bathroom 5, Bedroom 3, Bedroom 4, Bathroom 2, Bathroom 4, Bathroom 6, Bedroom 1, Bathroom 1
  • otherstructures: Storage
  • utilities: Cable Available
  • patioandporchfeatures: Deck, Porch, Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.78689, 24.552835
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"damian@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":"20070803221344494963000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"info@keysrealestate.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Other - 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":"2026-05-06 18:20:40", "Neighborhoods":[{"Description":null, "Name":"Tropical Bldt & Investment Co Sub (2.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9529, "TaxDescription":"KW TROPICAL BLDG AND INVESTMENT CO SUB LOT 15 SQR 5 TR 19 PB1-34 OR182-252 OR411-848 OR2587-682 OR2587-680 OR2597-2369 O", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/21/2026 11:17:33 PM GMT
Source Updated Date: 6/4/2026 12:54:43 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.