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$5,595,000

  • For Sale
  • Active
  • Single Family
  • 8 Beds
  • 8 Full Baths
  • 1 Partial Bath
  • 3,811 Sq. Ft.
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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.

Full Property Details for 336 Avenida De Mayo

General

  • Price: $5,595,000
  • Taxes: $25,684 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4687301
  • Updated: 4/16/2026
  • Added to Site: 50 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 12
  • Interior Features: Built-in Features, Ceiling Fan(s), Elevator, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances: Built-In Oven, Dishwasher, Disposal, Microwave, Refrigerator
  • Furnishings: Turnkey
  • Flooring: Other, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 8
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 8

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Tile
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, Irrigation System, Lighting, Private Entrance, Sidewalk, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Guest, Off Street

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: SARASOTA BEACH
  • Driving 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.
  • Direction Faces: North

School Information

  • Elementary School: Phillippi Shores Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Coastal, Elevated, Florida
  • Architectural Style: Coastal, Elevated, Florida
  • Exterior Const.: Stucco, Wood Siding
  • Roof: Metal
  • Windows: Blinds, Drapes
  • Stories/Levels: Three Or More
  • Square Feet: 3,811
  • Sq. Ft. Source: Public Records
  • Year Built: 2019

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,392
  • Lot Size: 5392
  • Street/Road Desc.: Paved

Financial Considerations

  • Tax Amount: $25,684
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 12, BLK 14, SARASOTA BEACH
  • Flood Zone Info: AE
  • APN: 82040038
  • Property ID: 82040038
  • Block/Lot/Section: 14

Listed by Re/Max Alliance Group

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Listing agents

— 336 Avenida De Mayo —

  • Re/Max Alliance Group

  • Re/Max Alliance Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 336 Avenida De Mayo

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-52.3 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-82.9 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-124 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 336 Avenida De Mayo Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/16/2026
Price Reduced
$5,595,000
-1.76%
MLS
3/25/2026
Listed
$5,695,000
525.82%
MLS
8/15/2016
Sold
$910,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 336 Avenida De Mayo

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,947
-7%
$2,206,400
-11%
2024
$25,684
1%
$2,485,500
-3%
2023
$25,439
16%
$2,573,000
22%
2022
$21,906
27%
$2,103,500
50%
2021
$17,289
—
$1,399,700
10%
2021
$17,289
175%
$1,269,100
207%
2019
$6,292
3%
$414,051
10%
2018
$6,089
-36%
$376,410
-47%
2017
$9,470
7%
$716,800
2%
2016
$8,830
16%
$704,400
33%
2015
$7,599
4%
$531,400
8%
2014
$7,332
10%
$493,438
10%
2013
$6,650
—
$448,580
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 336 Avenida De Mayo

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Re/Max Alliance Group

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336 Avenida De Mayo, Sarasota, FL 34242 (MLS# A4687301) is a Single Family property with 8 bedrooms, 8 full bathrooms and 1 partial bathroom. 336 Avenida De Mayo is currently listed for $5,595,000 and was received on March 25, 2026. Want to learn more about 336 Avenida De Mayo? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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