Under Contract

$1,650,000

5140 Windward AveSarasota, FL 34242

  • 3 beds
  • 2.5 baths
  • 2,308 sqft
  • 0.34 acres
  • 12 days on market

About this home

Under contract-accepting backup offers. 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

Facts

Property type
Single Family Residence
Year built
1963
Garage spaces
2
Lot size
0.34 acres
Pool
Yes
Waterfront
Yes
Water view
Canal
Subdivision
LOT 5 SARA SANDS UNIT 1
Community
Sara Sands
County
Sarasota
CDD
0
Annual taxes
$9,199 (2025)
Flood zone
AE
Pets
Yes
New construction
No
MLS #
A4708132

Features

Interior
Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Flooring
Ceramic Tile, Tile
Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned
Exterior
Garden, Outdoor Shower, Private Yard, Rain Gutters
Patio & porch
Patio, Screened
Pool features
In Ground, Child Safety Fence, Gunite, Heated, Lighting, Outside Bath Access, Salt Water, Screen Enclosure
Parking
Driveway, Garage Door Opener
Construction
Block, Concrete, Stucco
Roof
Shingle
Lot
Flood Insurance Required, FloodZone, In County, Landscaped, Private, Street Dead-End, Paved
View
Garden, Pool, Trees/Woods, Water
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Meter, Sprinkler Well, Water Connected
Water
Public
Sewer
Public Sewer
Elementary school
Phillippi Shores Elementary
Middle school
Brookside Middle
High school
Sarasota High

Location

Stellar MLS Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. MLS # A4708132.

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Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS. Last updated: 2026-11-04 1:45 PM EST.