Active
$4,995,000
Est. $30,689/mo

336 Avenida DE Mayo, Sarasota, FL, 34242

$1,311/sqft·Sarasota Beach

8 bd9 ba3,811 sqft2 car garageSingle Family
Listed by RE/MAX ALLIANCE GROUP· Last updated · MLS# A4687301

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Est. monthly payment
$30,689/mo
Down payment (20%)
$999,000
Property taxes
$2,140/mo
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 2019
Private pool
Heated
2 car garage
Guest
5,392 sqft lot
Lot size
3,811 sqft
Living area

About this home

Built-in FeaturesCeiling Fans(s)ElevatorThermostatWalk-in Closet(s)Wet BarWindow TreatmentsBalcony

336 Avenida DE Mayo is a 2019-built home in Sarasota Beach, Sarasota. Inside you'll find 8 bedrooms, 9 bathrooms, and 3,811 square feet of living space. Listed at $4,995,000 (about $1,311/sqft), 134 days on market. Flood zone AE - confirm flood insurance requirements with your lender.

From the listing

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.

The essentials

Built
2019
Price / sqft
$1,311
On market
170 days
Annual tax
$25,684
Flood zone
AE
Lot
5,392 sqft
Type
Single Family Residence

Location

336 Avenida DE Mayo
Sarasota, FL, 34242·34242 - Sarasota/Crescent Beach/Siesta Key
Type
Single Family Residence
Year Built
2019
Lot
5,392 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Guest, Off Street
Pool
Gunite, Heated, In Ground, Tile
Days on Market
170
Built-in Features
Ceiling Fans(s)
Elevator
Thermostat
Walk-in Closet(s)
Wet Bar
Window Treatments
Balcony
Lighting
Private Entrance
Sidewalk
Sliding Doors
Built-in Oven
Dishwasher
Disposal
Microwave
Refrigerator

Elementary

Phillippi Shores Elementary

Middle

Brookside Middle

High

Sarasota High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone AE

Annual Tax (2024)

$25,684

Parcel #

0082040038

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Sarasota Beach

County

Sarasota

MLS Area

34242 - Sarasota/Crescent Beach/Siesta Key

Lot Size

5,392 sqft

Date
Event
Price
8/6/2026
Price change
Source: Stellar MLS #A4687301
$4,995,000-3.8%
$1,311/sqft
Price change
Source: Stellar MLS #A4687301
$5,195,000-8.8%
$1,363/sqft
3/25/2026
Listed for sale
Source: Stellar MLS #A4687301
$5,695,000
$1,494/sqft
Est. monthly payment$30,689/mo
Principal & interest$26,051
Property taxes$2,140
Insurance$2,498
Down payment20% · $999,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

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List price: $4,995,000
$4.75M – $5.00M
95% – 100% of listTops out right at the list price
80% of listList price
29 of the last 56 home closings in 34242 landed at this number or higher (52%). The median one sat 87 days before it went under contract, and this one is on day 170 after a $700,000 cut.

Sample: 56 closed home sales in 34242 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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