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1409 Olivia Street
Key West FL 33040 US

$1,469,500

Active Listing ID 618492
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2 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.05 Acres
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Single Family Residence

$1,469,500

Active Listing ID 618492
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1409 Olivia Street Discover the rare convergence of Old Town authenticity and contemporary refinement in this meticulously restored 1945 conch cottage. Brought to life through a 95% rebuild by renowned architect Dennis Beebe, this 2-bedroom, 2.5-bath residence in the coveted Meadows neighborhood represents the pinnacle of quality-driven restoration. Every surface tells a story of craftsmanship: rounded wall finishes and extensive trim work create flowing visual warmth, while reclaimed Dade County pine adorns feature walls and a restored captain's ladder. Heart pine flooring anchors the living spaces, complemented by custom hardwood doors and complete plantation shutters throughout. Cathedral ceilings amplify the home's embracing character, enhanced by a thoughtfully curated lighting package that transforms ambiance at will. Surprise elements throughout add to its charm: seaglass gate knobs, koi fish porch lights flanking a transom-topped entry with historic corbels, hidden medicine cabinets, and extensive built-ins with locking storage. Both the primary suite and kitchen open through double doors to a private back deck with hot tub, while a generous walk-in closet with aromatic cedar lining provides luxurious storage. Kohler fixtures, granite countertops, stainless appliances, and central air provide contemporary comfort. Professional landscaping with automatic irrigation and timed lighting creates an immersive tropical sanctuary behind reclaimed brick pathways. The property driveway accommodates a Jeep, golf cart, or Mini Cooper, while dual-layer hurricane protection (teak shutters plus Kevlar backing) ensures peace of mind. Three structural piers provide added stability. Fully furnished, freshly painted, and permitted for 28-day+ rentals in HMDR zoning, this is more than restoration, it's a masterclass in doing it right!

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Property Features

  • Facts
  • Lot Size: 0.05 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Fencing, Sprinkler System, Lighting
  • Floor Covering: Tile, Wood
  • Roof Type: Metal

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1469500
  • unparsedaddress: 1409 Olivia Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.05
  • lotsizeunits: Acres
  • lotsizearea: 0.05
  • livingarea: 1053
  • livingareaunits: Square Feet
  • latitude: 24.558547
  • longitude: -81.789834
  • listagentfullname: Terri Spottswood
  • listagentemail: terri@terrispottswood.com
  • listagentkey: 3yd-KWARFL-20080326130947521052000000
  • listagentmlsid: 20080326130947521052000000
  • listagentpreferredphone: 3055873407
  • listagentofficephone: 3052922244
  • listofficekey: 3yd-KWARFL-20070803221359772367000000
  • listagentstatelicense: 161619
  • listofficemlsid: 20070803221359772367000000
  • 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: 1945
  • listagenturl: http://www.terrispottswood.com
  • countyorparish: Monroe
  • parcelnumber: 00023950-000000
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Frame
  • flooring: Tile, Wood
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • interiorfeatures: Cathedral Ceilings, Walk-in Closet(s), Dade County Pine, Granite Counter Top, Built-in Cabinets
  • exteriorfeatures: Fencing, Sprinkler System, Lighting
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.78983, 24.558546
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Truman & Co. Real Estate Services", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"terri@terrispottswood.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"terri@terrispottswood.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/KWARFL/3cb3c48183e111e19b52123138048d21/20150318142929328.png", "ListBrokerageName":"Truman & Co. Real Estate Services", "ListBrokeragePhone":"(305) 292-2244", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1205 Truman Avenue", "ListBrokerageWebsiteUrl":"http://www.trumanandcompany.com", "ListOfficeAddress1":"1205 Truman Avenue", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20080326130947521052000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"inquiry@trumanandcompany.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1409-Olivia-St_Key-West_FL_33040_M55929-44348?f=listhub&s=KWARFL&m=618492&c=rexren", "MLSModificationTimestamp":"2026-03-25T11:36:54Z", "Neighborhoods":[{"Description":null, "Name":"01 - Key West"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9229.53, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/25/2026 6:02:35 PM GMT
Source Updated Date: 4/3/2026 7:14:38 AM GMT

Courtesy of: Terri Spottswood, Truman & Co. (KW), terri@terrispottswood.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.