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Property for sale at 5164 WINDWARD AVENUE, SARASOTA, FL, 34242

5164 Windward AvenueSarasota, FL, 34242

3beds
2baths
1,972sqft
Single Family Residence
Built in 1974
$1,577,000
Sold
Price per sqft
$800
Sold on
Dec 4, 2025
MLS #A4660714Updated Dec 6, 2025

About this property

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.

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Property details

Property type
Single Family Residence
Street address
5164 Windward Avenue
City
Sarasota
State
FL
ZIP code
34242
Year built
1974
New construction
No
Faces
East
Rooms
5
Building stories
1
Living area
1,972 sqft
Total building area
2,998 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 5:30 AM EST

Price & sale history

EventPrice
SoldMLS #A4660714$1,577,000
Price reducedMLS #A4660714$1,635,000Change: −8.4%−$150,000
Listed for saleMLS #A4660714$1,785,000
SoldMLS #A4529587$1,900,000
History may be incomplete.
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Location

Property for sale at 5164 WINDWARD AVENUE, SARASOTA, FL, 34242
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