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530 S ORANGE AVENUE
SARASOTA FL 34236 US

$8,500,000

Active Listing ID A4686338
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10 bed
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Lot: 0.14 Acres
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Other

$8,500,000

Active Listing ID A4686338
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530 S ORANGE AVENUE The Historic Pineapple Apartments, the centerpiece of Burns Square. This building has deep ties to Sarasota history, built by Owen Burns (our city's first developer) in 1925. Last purchased in 1986, you will never walk a more curated and cared-for building. It's a step back into the Roaring '20s and a modern-day reminder that community is local. At one time an apartment building, it now serves as a thriving vacation rental. It has 8 suites (could be 13), 7 retail shops below, and a 3, 000 sq ft owner's suite. Wrought-iron balconies align the exterior walls, Venetian plaster the interiors, multiple exposed beams, and a historical monument next to the fountain at Little Five Points. It's Sarasota's "Flatiron Building, " triangulated architecture, impossible to go unnoticed. It is the entrance to downtown from the south, a beacon, a landmark for our great city.

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Property Features

  • Facts
  • Lot Size: 0.14 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Cooling System: Multi Units, Wall/Window Unit(s), Window Unit(s)
  • Exterior Finish: Corner Lot, Balcony
  • Roof Type: Built-Up
  • Heating Fuels: Central, Ductless (Heating)

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 8500000
  • unparsedaddress: 530 S ORANGE AVENUE
  • postalcity: SARASOTA
  • stateorprovince: FL
  • country: US
  • postalcode: 34236
  • bathroomsfull: 0
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.14
  • lotsizeunits: Acres
  • lotsizearea: 0.14
  • livingarea: 13762
  • livingareaunits: Square Feet
  • latitude: 27.331752
  • longitude: -82.538807
  • listagentfullname: Jason Skowronski
  • listagentemail: Jason.Skowronski@Compass.com
  • listagentkey: 3yd-MFRMLSFL-281523484
  • listagentmlsid: 281523484
  • listagentpreferredphone: 9418126090
  • listagentofficephone: 9412793630
  • listofficekey: 3yd-MFRMLSFL-274501900
  • listagentstatelicense: 3288062
  • listofficemlsid: 274501900
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1925
  • listingcontractdate: 2026-03-16
  • listagenturl: https://www.compass.com/
  • buildername: THEE Owen Burns
  • countyorparish: Sarasota
  • parcelnumber: 2027140020
  • cooling: Multi Units, Wall/Window Unit(s), Window Unit(s)
  • constructionmaterials: Block
  • heating: Central, Ductless (Heating)
  • numberofunitstotal: 21
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Built-Up
  • waterfrontyn: False
  • interiorfeatures: Ceiling Fans(s), Thermostat
  • exteriorfeatures: Corner Lot, Balcony
  • architecturalstyle: Other
  • rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -82.53881, 27.331753
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Jason.Skowronski@Compass.com", "ListBrokerageCity":"FL", "ListBrokerageCountry":"US", "ListBrokerageEmail":"brokerfl@compass.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass", "ListBrokeragePhone":"(305) 851-2820", "ListBrokeragePostalCode":"33139", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"7th Floor", "ListBrokerageUnparsedAddress":"605 Lincoln Road", "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"1575 Main Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"mlsfl@compass.com", "ListOfficePostalCode":"34236", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-Family 5+ - SARASOTA, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/530-S-Orange-Ave_Sarasota_FL_34236_M96156-09076?f=listhub&s=MFRMLSFL&m=A4686338&c=rexren", "MLSModificationTimestamp":"2026-03-16T16:26:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Multi-Family 5+", "RawPropertyType":"Residential Income", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":24013, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/16/2026 11:05:19 PM GMT
Source Updated Date: 3/28/2026 6:51:25 PM GMT

Courtesy of: Jason Skowronski, COMPASS FLORIDA LLC, Jason.Skowronski@Compass.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.