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3 Beds
3 Baths
2,308 sqft

$1,650,000

5140 WINDWARD AVE, SARASOTA FL, 34242

Price per sqft$714.90
Built in1963
Property size2,308 sqft
Property typeResidential
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY, Judie Berger  Listing Contact: 941-364-4000

Overview

Active

Listed Oct 23, 2026

Updated 7h ago

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

$10,977/mo

Est. mortgage payment based on a $1,650,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
A4708132

Interior Features

Bedrooms
3
Bathrooms
3
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.34 Acres

Other Property Details

Taxes
$9,199
Tax Frequency
Annually
Association Fee Frequency
Monthly
Garage
Yes
View
Yes
Municipality
37
Pets Allowed
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Ashley shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 9:09 AM UTC on 10/25/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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