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5140 Windward Avenue, 
Sarasota, FL 34242

$1,650,000


3

Beds


3

Baths


2,308

Sq Ft


Single Family

Active

Listed by

Judie Berger

, 

Ryan Evans

Premier Sotheby'S International Realty

Last updated:

October 25, 2026, 12:45 PM

MLS#

A4708132

Source:

MFRMLS

About This Home

5140 Windward Avenue

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

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1963

Subdivision & Development:

LOT 5 SARA SANDS UNIT 1

Price Summary

1,650,000

$714 per Sq. Ft.

MLS #:

A4708132

Last Updated:

October 25, 2026, 12:45 PM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,308 Sq. Ft.


Structure

Structure

Architectural Style:

Custom, Florida, Ranch

Building Area:

3,543 Sq. Ft.

Year Built:

1963


Lot

Lot Size (Sq. Ft):

14,973


Finances & Disclosures

Finances

Price:

$1,650,000

Price per Sq. Ft:

$714 per Sq. Ft.

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