5140 WINDWARD AVENUE SARASOTA FL 34242 | MLS #A4708132 | Gary Kusher | Florida Real Estate

5140 WINDWARD AVENUE
SARASOTA, FL, 34242
$1,650,000
3 Beds
2.5 Baths
2,308 SqFt
0.34 Acres
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MLS #A4708132 image #0
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

Property Details

Price:
$1,650,000
MLS #:
A4708132
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LOT 5 SARA SANDS UNIT 1
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Oct 23, 2026
Finished Sq Ft:
2,308
Total Sq Ft:
3,543
Lot Size:
14,973 sqft / 0.34 acres (approx)
Year Built:
1963
WaterfrontPool34242 – Sarasota/crescent Beach/siesta Key34242sarasotacrescentbeachsiestakeyLot 5 Sara Sands Unit 1Phillippi Shores ElementaryBrookside MiddleSarasota HighGrand Canal1 Month Minium, See Sarasota County Restrictions.1 MonthPets Allowed

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Schools

Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High

Interior

Appliances
Other
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Ceramic Tile, Other, Quarry Tile
Heating
Central, Electric, Zoned
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Skylight(s), Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One

Exterior

Architectural Style
Custom, Florida, Ranch
Attached Garage YN
1
Construction Materials
Block, Concrete, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Garden, Outdoor Shower, Private Yard, Rain Gutters, Sliding Doors
Fencing
Masonry, Wood
Garage Spaces
2
Lot Features
Flood Insurance Required, FloodZone, In County, Landscaped, Private, Street Dead-End
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Patio, Screened
Roof
Shingle
Security Features
Security Gate
Spa Features
Heated
View
Garden, Pool, Trees/Woods, Water
Waterfront Features
Canal – Saltwater
Window Features
Storm Window(s)

Financial

Tax Year
2025
Taxes
$9,199

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Oct 24, 2026
1,815
Single Family Listed
117
Avg DOM
466
Avg $ / SqFt
$1,376,365
Avg List Price

Property Summary

    Located in the LOT 5 SARA SANDS UNIT 1 subdivision, 5140 WINDWARD AVENUE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $1,650,000 and features 3 beds, 3 baths, and has approximately 2,308 square feet of living space, and was originally constructed in 1963. The current price per square foot is $715. The average price per square foot for Single Family listings in SARASOTA is $466. The average listing price for Single Family in SARASOTA is $1,376,365. To schedule a showing of MLS#a4708132 at 5140 WINDWARD AVENUE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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