Windward Ave

3 Bedroom House has been listed for sale at 5164 Windward Ave in SARASOTA for $1,785,000. Chat with a local expert, book a tour.

Sarasota

Sara Sands

5164 Windward Ave

5164 Windward Ave, For Sale in SARASOTA - eXp Commercial Brokerage

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***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.

AVAILABLE NOW AS AN UNFURNISHED LONG TERM/ANNUAL RENTAL!! This beautiful waterfront Siesta Key "Pet Friendly" pool home has 3 bedrooms, 2 baths, situated on a western exposure corner lot located along Siesta Key’s Grand Canal with bay access, 260’ of water frontage, concrete seawall, and plenty of room to secure and tie up your boat or Jet Ski. The home is on a dead-end street in a quiet residential area, but close enough to enjoy everything that Siesta key has to offer, and you are only a mile away from Siesta Key Village which offers the best shopping, restaurants, and entertainment. Not forgetting the beautiful world famous #1 Siesta Key Beach with its crystal quartz sandy beach and clear and warm turquoise waters of the Gulf of Mexico. The main house offers a spacious living area of 1972 sqft PLUS... There is a separate building of 280 sqft that can be used as an office/studio or additional 4th bedroom with en-suite bathroom, new spacious gourmet kitchen with stainless steel appliances and solid surface counters, washer and dryer included. The home has a new metal roof, new pool, new AC, impact windows, roof-top terrace and private fenced front courtyard. Spend your days swimming in the saltwater pool, climb the spiral staircase leading to the rooftop terrace where you can sunbathe, or simply unwind and relax at the end of a busy day, enjoying a drink while watching the sun go down. In addition to all Siesta Key has to offer, you are just a short drive to Downtown Sarasota where you will find theaters, ballet, opera, orchestra, museums, an aquarium, botanical gardens, and many water sports such as jet skiing, boating, and diving. There is no end to the activities and entertainment. Dogs or cats allowed with application, and a non-refundable pet fee of $300+ tax per pet. 1st & last months rent and security deposit required. Pool maintenance is included in rent, tenant pays all utilities, lawncare/landscaping, and internet. *This is a non-smoking property.*

5164 Windward Ave, Sarasota, FL

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