To schedule a showing of 336 Avenida de Mayo, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$5,395,000 Reduced -$200,000
336 Avenida de Mayo
Sarasota, FL 34242
  • 8Beds
  • 9.00Total Baths
  • 8 Full, 1 HalfBaths
  • 3,811SqFt
  • 2019Year Built
  • 0.12Acres
  • MLS# A4687301
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 9 days
  • Area34242 - Sarasota/crescent Beach/siesta Key
  • CountySarasota
  • Subdivision Sarasota Beach

Overview

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 floormany with private baths and balconiesand 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 areaideal 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 Floridas most sought-after beach destinations.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Bathroom Info

Total Baths:  9.00

Fullbaths:  8

Building Info

Window Features:  Blinds, Drapes, WindowTreatments

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Coastal, Florida

Pool Features:  Gunite, Heated, InGround, Tile

Patio:  Balcony

Pool Private:  Yes

Exterior Features:  Balcony, SprinklerIrrigation, Lighting, PrivateEntrance

Fees / Restrictions

Financial

Original Price:  $5,695,000

Garage / Parking

Parking Features:  Guest, OffStreet

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Other, Wood

Levels:  ThreeOrMore

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  WetBar, BuiltInFeatures, CeilingFans, Elevator, WalkInClosets, WindowTreatments

Appliances:  BuiltInOven, Dishwasher, Disposal, Microwave, Refrigerator

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  Cross the North Bridge to Siesta Key, stay on Siesta Drive as you go onto the island. Continue toward Higel Ave/Ocean Blvd. Stay on Ocean Blvd and take a left on Canal Road. Turn left on Avenida de Mayo and 336 will be on your left.

Lot Size Units:  Acres

Lot Size Acres:  0.12

Lot Sqft:  5,392

Vegetation:  PartiallyWooded

Lot Desc:  Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  12

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Stucco, WoodSiding

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  12

Sqft Info

Sqft:  3,811

Bulding Area Sqft:  6,086

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  12

Tax Legal Description:  LOT 12, BLK 14, SARASOTA BEACH

Tax Block:  14

Tax Annual Amount:  25684

Tax Book Number:  1-76

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, PhoneAvailable, SewerConnected, WaterConnected

Waterfront / Water

Schools

Elem:  Phillippi Shores Elementary

Middle:  Brookside Middle

High:  Sarasota High

Directions

Cross the North Bridge to Siesta Key, stay on Siesta Drive as you go onto the island. Continue toward Higel Ave/Ocean Blvd. Stay on Ocean Blvd and take a left on Canal Road. Turn left on Avenida de Mayo and 336 will be on your left.

This listing courtesy of Re/max Alliance Group 

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Price & Status History (on davidshippey.com since Wed, Mar 25th 2026)
  • Original Price: $5,695,000
  • Current Price: $5,395,000
  • Price Reduced: $300,000
Date ChangedFromTo
05/18/2026$5,595,000 $5,395,000 Reduced by $200,000
04/16/2026$5,695,000 $5,595,000 Reduced by $100,000

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If you have any questions on 336 Avenida de Mayo, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4687301 located at 336 Avenida de Mayo, Sarasota, Florida is brought to you by David Shippey REALTOR®

336 Avenida de Mayo, Sarasota, Florida has 8 Beds, 8 Full Bath, and 1 Half Bath.
The MLS Number for 336 Avenida de Mayo, Sarasota, Florida is A4687301.
The price for 336 Avenida de Mayo, Sarasota, Florida is $5,395,000.
The status of 336 Avenida de Mayo, Sarasota, Florida is Active.
The subdivision of 336 Avenida de Mayo, Sarasota, Florida is Sarasota Beach.
The home located at 336 Avenida de Mayo, Sarasota, Florida was built in 2026.