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Duane Henderson
Commercial & Residential Real Estate
(941) 724-4703
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$5,695,000

336 Avenida De Mayo Sarasota, FL 34242 Residential - Single Family Active

  • 336 Avenida De Mayo, Sarasota, FL 34242 Main Photo

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Description

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.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Home Style: Coastal, Elevated, Florida
Lot Size: 0.12 Acres
Roof Type: Metal
Stories: 3.0
Taxes: $25,684
Year Built: 2019

General Information

Bedrooms: 8
Bathrooms: 8 Full 1 Half
Sqft: 3,811
County: Sarasota
High School: Sarasota High
Subdivision: SARASOTA BEACH
Listed By:
Samantha Callaway RE/MAX ALLIANCE GROUP 941-954-5454

Amenities

Built-in Features
Ceiling Fans(s)
Elevator
Thermostat
Walk-In Closet(s)
Wet Bar
Window Treatments
Balcony
Lighting
Private Entrance
Sidewalk
Sliding Doors

Room Information

Primary Bedroom: 10x6
Living Room: 16x20
Kitchen: 10x14

Property Features

Appliances: Built-In Oven, Dishwasher, Disposal, Microwave, Refrigerator
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.
Exterior: Stucco, Wood Siding
Flood Zone Code: AE
Flooring: Other, Wood
Foundation: Slab
Home Warranty Y/N: No
Lot Dimensions: 0.12
Other Equipment: Irrigation Equipment, Private Entrance
Ownership: Fee Simple
Parking: Guest, Off Street
Parking Notes: Guest, Off Street
Pool: Gunite, Heated, In Ground, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Water Connected
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Blinds, Drapes
Zoning: RMF1
$5,695,000
8beds
8.5baths
3,811sqft
2cars
New to the Market Active
BEDS8 BATHS8 full 1 partial SQUARE FEET3,811 MLS#A4687301
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONSARASOTA BEACH

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336 Avenida De Mayo, Sarasota, FL 34242.

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Estimated Payment

$ 23,009.65 per month $19,208.28 Principal & Interest $2,140.33 Property Tax $1,661.04 Homeowner's Insurance

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About this area

Florida/Sarasota
Sarasota

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About Sarasota

Sarasota, FL is a cultural gem. Once home to the Ringling Brothers Circus, Sarasota boasts a rich arts scene that brings people from all over the area to enjoy world-class theater, music, and other performing arts. Sarasota is also a haven with spectacular scenery, turquoise water and white sandy beaches. It offers a delightful downtown with a variety of small boutiques and exceptional restaurants. With its dynamic culture and arts scene and incredible natural beauty, Sarasota is a wonderful place to call “home.” 

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/25/2026. The listing information on this page last changed on 03/25/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/25/2026 9:39:37 AM EST) or Stellar MLS (last updated Wed 03/25/2026 9:21:57 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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