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336 AVENIDA DE MAYO
SARASOTA FL 34242 US

$5,695,000

Active Listing ID A4687301
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8 bed
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9.00 Bath (8 Full , 1 Half)
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Lot: 0.12 Acres
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Single Family Residence

$5,695,000

Active Listing ID A4687301
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336 AVENIDA DE MAYO Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.

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Property Features

  • Facts
  • Lot Size: 0.12 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 8
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Balcony, Lighting, Private Entrance, Sidewalk, Sliding Doors, Pool
  • Floor Covering: Wood
  • Roof Type: Metal
  • Heating Fuels: Central, Electric (Heating)
  • Additional Features
  • Pool

School Information

  • School
  • Phillippi Shores Elementary(Elementary)
  • Brookside Middle(MiddleSchool)
  • Sarasota High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5695000
  • unparsedaddress: 336 AVENIDA DE MAYO
  • postalcity: SARASOTA
  • stateorprovince: FL
  • country: US
  • postalcode: 34242
  • bathroomsfull: 8
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.12
  • lotsizeunits: Acres
  • lotsizearea: 0.12
  • livingarea: 3811
  • livingareaunits: Square Feet
  • latitude: 27.275848
  • longitude: -82.562817
  • listagentfullname: Samantha Callaway
  • listagentemail: samantha.e.callaway@gmail.com
  • listagentkey: 3yd-MFRMLSFL-377503477
  • listagentmlsid: 377503477
  • listagentpreferredphone: 6308653189
  • listagentofficephone: 9419545454
  • listofficekey: 3yd-MFRMLSFL-281518938
  • listagentstatelicense: 3385862
  • listofficemlsid: 281518938
  • 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: 2019
  • listingcontractdate: 2026-03-24
  • listagenturl: http://alliancegroupfl.com
  • countyorparish: Sarasota
  • parcelnumber: 0082040038
  • elementaryschool: Phillippi Shores Elementary
  • highschool: Sarasota High
  • appliances: Dishwasher, Garbage Disposer, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Stucco, Wood Siding
  • flooring: Wood
  • heating: Central, Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached, Guest, Off Street
  • roof: Metal
  • waterfrontyn: False
  • franchiseaffiliation: RE/MAX International
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Elevator, Thermostat, Walk-in Closet(s), Wet Bar, Window Treatments
  • exteriorfeatures: Balcony, Lighting, Private Entrance, Sidewalk, Sliding Doors, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Kitchen, Living Room
  • accessibilityfeatures: Accessible Elevator Installed
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -82.56282, 27.275848
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"RE/MAX Alliance Group", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"samantha.e.callaway@gmail.com", "ListBrokerageCity":"Sarasota", "ListBrokerageCountry":"US", "ListBrokerageEmail":"pcrowley@alliancegroupfl.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/95206ae15d2f11df8cf600219b9aa4d8/20171211194120329.png", "ListBrokerageName":"RE/MAX Alliance Group", "ListBrokeragePhone":"(941) 954-5454", "ListBrokeragePostalCode":"34239", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"2000 Webber Street", "ListBrokerageWebsiteUrl":"http://alliancegroupfl.com", "ListOfficeAddress1":"2000 Webber Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"mail@alliancegroupfl.com", "ListOfficePostalCode":"34239", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Coastal, Elevated, Florida - SARASOTA, FL", "ListingURL":"https://listings.listhub.net/pages/MFRMLSFL/A4687301/?channel=rexren", "MLSModificationTimestamp":"2026-03-30T14:34:11Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":25684, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/30/2026 9:09:03 PM GMT
Source Updated Date: 4/1/2026 6:59:59 PM GMT

Courtesy of: Samantha Callaway, RE/MAX ALLIANCE GROUP, samantha.e.callaway@gmail.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.