$5,390,000

85 AVENIDA MESSINA, Sarasota, FL 34242

6 beds |
7 baths |
3,504 sqft

Single-Family Home
Built in 2022
6,098sqft lot
2 car garage
$1,538/sqft
Listed 4 days ago

Property Description

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.

Listing Status:: Active
Date Added:: March 24, 2026
Data Last Updated:: March 28, 2026 at 7:24PM
Listing Office:: LESLIE WELLS REALTY, INC. : 941-776-5571
Listing Agent:: Leslie Wells : 941-776-5571
MLS ID:: A4686937

General: Built-in FeaturesCeiling Fans(s)Eat-in KitchenElevatorHigh CeilingsKitchen/Family Room ComboOpen FloorplanSolid Surface CountersSplit BedroomThermostatWalk-In Closet(s)Wet BarWindow Treatments
Rooms: Bonus RoomGreat Room
Appliances: Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerExhaust FanMicrowaveRangeRange HoodRefrigeratorWasher
Laundry: Electric Dryer HookupLaundry RoomWasher Hookup
Flooring: Ceramic Tile
A/C: Central Air
Heating: CentralElectric

General: BalconyLightingPrivate YardRain GuttersSliding DoorsHeatedIn Ground
Style: CoastalCustom
Other Structures: PorchFront PorchDeckRear PorchPatioCovered
Pool: DeckGuniteHeatedIn Ground
Parking: CoveredGarage Door OpenerOff StreetGarage

Roofing: Metal
Windows: BlindsDouble Pane WindowsStorm Window(s)Window Treatments
General: BlockFrameThree Or MoreSlab

Road/Access: Asphalt
Originating MLS: Stellar MLS
County: Sarasota

Zoning: RMF1LOT 4 BLK 3 MIRA MAR BEACH0080180007
View: Water
Fencing: Vinyl

Utilities: Cable ConnectedElectricity ConnectedSprinkler MeterUnderground UtilitiesWater Connected
Water: Public
Sewer: Public Sewer

Source: Stellar MLS
Ownership: Fee Simple

This listing courtesy of Leslie Wells , LESLIE WELLS REALTY, INC.

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Ese Special Programs

1960 Landings Blvd, Sarasota, FL, 34231

Grades PK-12

2.21 miles away

Ese Special Programs

1960 Landings Blvd, Sarasota, FL, 34231

Grades PK-12

2.21 miles away

Sarasota Virtual Instruction (Course Offerings)

1960 Landings Blvd, Sarasota, FL, 34231

Grades 9-12

2.21 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.