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1223 Margaret Street 4
Key West FL 33040 US

$2,799,000

Active Listing ID 617658
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.08 Acres
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Single Family Residence

$2,799,000

Active Listing ID 617658
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1223 Margaret Street 4 GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family Home with Pool, Guest Cottage & Off Street Parking! Sleeps 10 people! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West close to the Casa Marina area. A rare blend of historic charm and luxury, this fully furnished, turnkey property invites you to live the island dream or step into a ready-to-go monthly vacation rental opportunity. Inside, discover airy open living spaces filled with natural light, high ceilings, and elegant finishes. The kitchen boasts stainless steel appliances, custom cabinetry, and a spacious layout perfect for entertaining. Each of the three bedrooms features a private en-suite bath, with an additional half bath for guests. 2 master suites, 1 located on its own floor offers a flexible bonus room--ideal as a 4th bedroom, home office, or private retreat. Step outside to your private resort-style oasis. Lounge by the in-ground concrete heated pool, with hot tub and water fall feature, relax on the front and back porches, or stroll the brick-paved path thru lush tropical landscaping. Property is fully fenced with a white picket fence offering charm and character as well as for privacy. Has an off-street parking spot in the back as well as off street parking in the front and guest parking on the side, a luxury in Old Town. The guest cottage provides a perfect hideaway with its own full bathroom and multifunctional living/bedroom setup perfect for a futon or Murphy bed--ideal for guests, remote work, or rental flexibility. 4 cruiser bikes included for effortless island exploration. Steps from fine dining, world-class beaches, and vibrant Duval Street, this home delivers the perfect balance of luxury, convenience, and investment potential. Live the ultimate Key West lifestyle--move in, relax, and start earning $$$ from day 1! 1st Floor 720SF 2nd Floor 720SF 3rd Floor 812SF Pool House 160

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Property Features

  • Facts
  • Lot Size: 0.08 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Window Unit(s), Wall/Window Unit(s), Central Air
  • Exterior Finish: Fencing, Detached Guest Qtrs, Lighting, Privacy Wall/Fence, Water Display
  • Floor Covering: Tile, Wood
  • Roof Type: Metal
  • Heating Fuels: Electric (Heating)
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2799000
  • unparsedaddress: 1223 Margaret Street
  • unitnumber: 4
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.08
  • lotsizeunits: Acres
  • lotsizearea: 0.08
  • livingarea: 2412
  • livingareaunits: Square Feet
  • latitude: 24.551422
  • longitude: -81.792343
  • listagentfullname: Stacey Nash Pillari
  • listagentemail: stacey@keysrealestate.com
  • listagentkey: 3yd-KWARFL-20181029182447771172000000
  • listagentmlsid: 3426914
  • listagentpreferredphone: 3059060144
  • 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: 1999
  • listingcontractdate: 2025-12-10
  • listagenturl: https://www.bhhsfloridakeys.com/key-west/stacey-pi
  • countyorparish: Monroe
  • parcelnumber: 00029650-000104
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
  • cooling: Window Unit(s), Wall/Window Unit(s), Central Air
  • constructionmaterials: Frame
  • flooring: Tile, Wood
  • heating: Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Off Street, Guest
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: Berkshire Hathaway HomeServices
  • interiorfeatures: Built-in Cabinets, Storage
  • exteriorfeatures: Fencing, Detached Guest Qtrs, Lighting, Privacy Wall/Fence, Water Display
  • rooms: Bathroom 3, Bathroom 4, Bathroom 2, Bedroom 3, Bathroom 1, Bedroom 1, Bedroom 2, Bathroom 5, Bedroom 4
  • otherstructures: Storage
  • patioandporchfeatures: Porch
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.79234, 24.551422
  • 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":"stacey@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 - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1223-Margaret-St-4_Key-West_FL_33040_M60671-31607?f=listhub&s=KWARFL&m=617658&c=rexren", "MLSModificationTimestamp":"2026-04-27 06:49:51", "Neighborhoods":[{"Description":null, "Name":"Key West Investment Co Sub (1.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13648, "TaxDescription":"UNIT 4 SECLUDED GARDENS OF KEY WEST A CONDO AND PARKING SPACE 4 OR1583-1176/77 OR2581-411/12 OR2856-1629/32", "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/21/2026 11:17:36 PM GMT
Source Updated Date: 5/26/2026 6:40:34 PM GMT

Courtesy of: Stacey Nash Pillari, Berkshire Hathaway HomeServices Knight & Gardner Realty, stacey@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.