IDX

Listed by Judie Berger · Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · Agent MLS ID# MFR281502253 · Deemed reliable but not guaranteed. · Listing updated: Oct 24, 2026 · 10:48 AM

5140 WINDWARD AVE

Sarasota, Sarasota, FL, 34242

Active

$1,650,000

$715/sqft

3Beds
3Baths
2,308Sq Ft
1963Built
1Days on Market

About this home

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 & Features

MFRA4708132
$1,650,000
Active
3
3
2
1
2,308 sqft
0.3400
1963
Residential
Single Family Residence
Florida, Ranch, Custom

Community Information

5140 WINDWARD AVE
Lot 5 Sara Sands Unit 1
Sarasota
Sarasota
FL
34242
No

Amenities

N/A
N/A
No
Yes
Yes

Interior

Ceiling Fans(s), Walk-In Closet(s), Eat-in Kitchen, Living Room/Dining Room Combo, Stone Counters, Thermostat, Window Treatments
Central, Electric, Zoned
Central Air, Zoned
Tile, Ceramic Tile, Other
N/A
N/A
Other

Exterior

Rain Gutters, Garden, Outdoor Shower, Private Yard
Block, Stucco, Concrete
Slab
Shingle
Wood, Masonry
In County, Landscaped, Paved, Private, FloodZone, Street Dead-End, Flood Insurance Required

School Information

Phillippi Shores Elementary
Brookside Middle
Sarasota High

Additional Information

October 23, 2026
1
RSF2
East
No

Mortgage Calculator

$
$
%
Years
Percent per year

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. PREMIER SOTHEBY'S INTERNATIONAL REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

1 day on market

Listing updated: Oct 24, 2026 · 10:48 AM

Listed by: Judie Berger · 941-928-3424—PREMIER SOTHEBY'S INTERNATIONAL REALTY · 941-364-4000

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

Get in Touch

You may also like

Similar Properties

11340 LONGLEAF PINES BLVD — home for sale

$944,990

11340 longleaf pines blvd

3Beds
4Baths
MFRTB8528827MLS ID
2,756SqFt

Courtesy of HOMES BY WESTBAY REALTY

3803 WOODCLIFF LAKE TER — home for sale

$559,000

3803 woodcliff lake ter

3Beds
2Baths
MFRC7531803MLS ID
1,870SqFt

Courtesy of GRANT TEAM REAL ESTATE, LLC

8938 WILD DUNES DR — home for sale

$979,500

8938 wild dunes dr

3Beds
4Baths
MFRA4710173MLS ID
3,210SqFt

Courtesy of COLDWELL BANKER REALTY