Florida
Sarasota
5164 WINDWARD AVENUE

$1,785,000

5164 WINDWARD AVENUE, Sarasota, FL 34242

3 beds |
2 baths |
1,972 sqft

Single-Family Home
Built in 1974
0.4acre lot
2 car garage
$905/sqft
Listed 23 hours ago

Property Description

***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.

Listing Status:: Active
Date Added:: August 2, 2025 at 05:00AM
Listing Office:: WILLIAM RAVEIS REAL ESTATE : 941-867-3901
Listing Agent:: Taylor Thompson : 941-928-2372
MLS ID:: A4660714

General: Ceiling Fan(s)Primary Bedroom Main FloorSolid Wood CabinetsSplit BedroomStone Counters
Appliances: CooktopDishwasherDisposalDryerMicrowaveRangeRefrigeratorWasher
Laundry: InsideLaundry Room
Flooring: TileHardwood
A/C: Central Air
Heating: CentralElectric

This listing courtesy of Taylor Thompson, WILLIAM RAVEIS REAL ESTATE

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

1.79 miles away

Ese Special Programs

1960 Landings Blvd, Sarasota, FL, 34231

Grades PK-12

1.79 miles away

Sarasota Virtual Instruction (Course Offerings)

1960 Landings Blvd, Sarasota, FL, 34231

Grades 9-12

1.79 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.