Single Family Residence at 336 AVENIDA DE MAYO, SARASOTA
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60 photos

$4,995,000

336 AVENIDA DE MAYO
SARASOTA, FL 34242
Listed by Samantha Callaway · RE/MAX ALLIANCE GROUP
Bedrooms
8
Bathrooms
8.5
Living area
3,811 sqft
Year built
2019

About this home

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.

Highlights

Private pool

Property details

MLS #
MFRA4687301
Property type
Single Family Residence
Subdivision
SARASOTA BEACH
Status
Active
Days on market
134
On market date
March 25, 2026
Stories
N/A
Total bathrooms
8.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.12 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
PHILLIPPI SHORES ELEMENTARY SCHOOL
2.24 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
763
Student:teacher ratio
15.0:1
District
SARASOTA
Middle
BROOKSIDE MIDDLE SCHOOL
2.87 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
760
Student:teacher ratio
15.8:1
District
SARASOTA
High
RIVERVIEW HIGH SCHOOL
2.68 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,542
Student:teacher ratio
20.7:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

73
Walkable
out of 100
EPA National Walkability Index
14.2 / 20 -- Above average walkable
Google Places amenity density
75 / 100
Restaurants & cafes20
Grocery stores2
Parks7
Schools2
Transit stops13
Pharmacies0

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 134 days -- 40 fewer days than SARASOTA's current average of 174 days.
For reference, the median list price across 4,430 active listings in SARASOTA right now is $350,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$30,230/mo
$999,000 down
$3,996,000 loan
Principal & interest$25,918
Property tax (est.)$4,163
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated August 6, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.