5140 Windward Avenue, Sarasota, FL 34242
SIESTA KEY · HOUSE

5140 Windward Avenue

$1,650,000Sarasota, FL 34242
Book a showing
Active
Price
$1,650,000
Beds
3
Baths
2.5
Interior
2,308 sq ft
Lot
14,810 sq ft
Per sq ft
$715
Built
1963

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY·Listed by Judie Berger·MLS® MFRA4708132·Last updated Oct 26, 2026

About this property

An exceptional opportunity for waterfront living.

Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle

Details

Bedrooms
3
Bathrooms
2.5 (2 full, 1 half)
Interior area
2,308 sq ft
Price per sq ft
$715

Interested in this home?

Cindy Furtado isn't the listing agent. Cindy can book your showing and represent you as your agent.

Cindy Furtado
Waterside Realty LLC
(808) 937-2376Send a message
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Estimate payments

An estimate only. Rates and terms come from your lender.

Mortgage payment$8,257/mo
With property tax$9,023/mo
Down payment$330,000
Cindy FurtadoWaterside Realty LLC