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$1,650,000
10 Days On Site

5140 WINDWARD AVENUE
SARASOTA, FL 34242

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,308
SqFt
$715
/SqFt
1963
Built
Subdivision:
LOT 5 SARA SANDS UNIT 1
County:
Sarasota

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5140 WINDWARD AVENUE5140 WINDWARD AVENUE5140 WINDWARD AVENUE5140 WINDWARD AVENUE
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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

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Listing Snapshot
Price 
$1,650,000
Days On Site 
10 Days
Bedrooms 
3
Inside Area (SqFt) 
2,308 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.34 Acres
Year Built 
1963
MLS Number 
A4708132
Status 
Active
Property Tax 
$9,198.89
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
7 days agoListing updated with changes from the MLS
a week agoStatus changed to Active
a week agoListing first seen on site
General Features
Acres 
0.34
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security Gate
Sewer 
Public Sewer
SqFt Total 
3543
Style 
CustomFloridaRanch
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
Other
Cooling 
Central AirZoned
Flooring 
Ceramic TileOtherTile
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
Eat-in KitchenStone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Window Features 
Skylight(s)Storm Window(s)
Bathroom 2 
Dimensions - 16.5x15.5
Bedroom 2 
Dimensions - 12x10.5
Bedroom 3 
Dimensions - 11x10
Dinette 
Dimensions - 16x10
Dining Room 
Dimensions - 10x9
Family Room 
Dimensions - 15x15
Kitchen 
Dimensions - 14x10
Living Room 
Dimensions - 17x11
Master Bathroom 
Dimensions - 18x11Features - Stone Counters
Master Bedroom 
Dimensions - 20.75x14.5
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
GardenOutdoor ShowerPrivate YardRain Gutters
Fencing 
MasonryWood
Lot Features 
LandscapedPrivatePavedWaterfront
Patio And Porch 
PatioScreened
Pool Features 
In GroundGuniteHeatedSalt WaterScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
Heated
View 
CanalWaterGardenPoolTrees/Woods
Waterfront 
Yes
Waterfront Features 
Canal Front
Waterview 
CanalWaterGardenPoolTrees/Woods
Windows/Doors 
Skylight(s)Storm Window(s)
Community Features
MLS Area 
34242 - Sarasota/Crescent Beach/Siesta Key
Township 
37
Financing Terms Available 
CashConventional
Roads 
AsphaltPaved
Schools
School District
Unknown
Elementary School
Phillippi Shores Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY (941) 928-3424



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 checked: 2026-11-02 05:16 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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