85 AVENIDA MESSINA, SARASOTA, FL, 34242
Active123 days on marketListed Mar 24, 2026MLS #A4686937
About this home
85 AVENIDA MESSINA
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.
Facts & features
The home at a glance
6
Bedrooms
6.5
Bathrooms
3,504
Sqft
0.14 ac
Lot size
2
Garage
2022
Year built
Three Or More
Levels
$1,538
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$35,302 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$35,302/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+149.7%
$/sqft vs Sarasota actives
$1,538 vs $330
Days on market
123 vs 58 typical
Where $1,538/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Sarasota
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
The numbers that matter
The Sarasota market
$470K → $470K
Sarasota median sold, yr/yr
95.1%
Sale-to-list ratio (12 mo)
154 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 978% above the SARASOTA 34242 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 85 AVENIDA MESSINA
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$2,500,000
91 AVENIDA VENECCIA · same community
5 bd · 4 ba · 2,498 sqft · $1,001/sqft · 202 DOM
Sold · Oct ’25$1,150,000
4915 PRIMROSE PATH
6 bd · 5 ba · 3,549 sqft · $324/sqft · 319 DOM
Sold · Aug ’25$920,000
614 TROPICAL CIRCLE
5 bd · 3.5 ba · 3,362 sqft · $274/sqft · 144 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 85 AVENIDA MESSINA — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 85 AVENIDA MESSINA — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
85 AVENIDA MESSINA FAQs
What would the monthly payment be for 85 AVENIDA MESSINA?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $35,302/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 85 AVENIDA MESSINA?+
The most recent tax bill on record (2025) was $48,434. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 85 AVENIDA MESSINA?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Sarasota?+
At $5,390,000, this home is listed about 846% above the Sarasota median of $570,000. The market section on this page shows how the area is trending.
The brief
Three things that matter here
01Positioned at the premium end
$5,390,000 runs 978% above the SARASOTA 34242 median — but at 3,504 sqft it's also nearly twice the size of the typical Sarasota listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Time on market is leverage
123 days on market against a Sarasota median of 58 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of LESLIE WELLS REALTY, INC. · Eric Pullen. MLS #A4686937.
IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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