85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Roof top views - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Great room and kitchen - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A46869372nd floor great room and kitchen - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A46869372nd floor great room - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Kitchen - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Dining - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A46869373rd floor great room - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Bedroom and Balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937bedroom - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937bedroom and balcony - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937Elevator - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
85 AVENIDA MESSINA, SARASOTA FL 34242 MLS#A4686937 - 85 AVENIDA MESSINA, SARASOTA
46 photos

$5,390,000

85 AVENIDA MESSINA
SARASOTA, FL 34242
Listed by Eric Pullen · LESLIE WELLS REALTY, INC.
Bedrooms
6
Bathrooms
6.5
Living area
3,504 sqft
Year built
2022

About this home

Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.

Highlights

Private pool

Property details

MLS #
MFRA4686937
Property type
Single Family Residence
Subdivision
MIRA MAR BEACH
Status
Active
Days on market
126
On market date
March 24, 2026
Stories
N/A
Total bathrooms
6.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.14 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
2.51 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
3.09 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
2.96 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).

70
Walkable
out of 100
EPA National Walkability Index
13.2 / 20 -- Above average walkable
Google Places amenity density
75 / 100
Restaurants & cafes20
Grocery stores2
Parks4
Schools2
Transit stops13
Pharmacies0

Market position

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

On the market 126 days -- 48 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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%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$32,609/mo
$1,078,000 down
$4,312,000 loan
Principal & interest$27,968
Property tax (est.)$4,492
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated July 28, 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.