5140 Windward Avenue, Sarasota, FL 34242 (MLS # A4708132)

PRICE $1,650,000 dsIDX morgage calculator
BEDS 3
BATHS 3
HOME SIZE 2,308 sqft
LOT SIZE 14,811 sqft

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

DAYS ON MARKET 1 LAST UPDATED 10/23/2026
TRACT LOT 5 SARA SANDS UNIT 1 YEAR BUILT 1963
COMMUNITY 34242 - Sarasota/Crescent Beach/Siesta Key GARAGE SPACES 2.0
COUNTY Sarasota STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Phillippi Shores Elementary
Jr. High School Brookside Middle
High School Sarasota High


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Other
AREA 34242 - Sarasota/Crescent Beach/Siesta Key
CONSTRUCTION Block, Concrete, Stucco
EXTERIOR Garden, Outdoor Shower, Private Yard, Rain Gutters
GARAGE Yes
HEAT Central, Electric, Zoned
INTERIOR Eat-in Kitchen, Stone Counters, Walk-In Closet(s)
LOT 0.34 acre(s)
LOT DESCRIPTION Landscaped, Paved, Private, Waterfront
PARKING Driveway, Garage Door Opener, Attached
POOL Yes
POOL DESCRIPTION In Ground, Gunite, Heated, Salt Water, Screen Enclosure, Private
SEWER Public Sewer
STORIES 1
STYLE Custom, Florida, Ranch
SUBDIVISION LOT 5 SARA SANDS UNIT 1
TAXES 9198.89
UTILITIES Cable Available, Cable Connected, Electricity Connected, Sewer Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Canal, Water, Garden, Pool, Trees/Woods
WATER Public
WATER ACCESS GRAND CANAL
WATERFRONT Yes
WATERFRONT DESCRIPTION Canal Front
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CONTACT US ABOUT 5140 WINDWARD AVENUE
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Listing provided by Judie Berger, PREMIER SOTHEBY'S INTERNATIONAL REALTY, 941-364-4000
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 10/24/26 10:04 AM PDT.

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