5103 WINDWARD AVENUE, Sarasota, Sarasota, FL, 34242, Residential, 3, 5, 49361a9034cfb48fc69ff0faffa476c1, A4676707,5103,WINDWARD
- $3,397,500
5103 WINDWARD AVENUE, Sarasota, Sarasota, FL, 34242, Residential, 3, 5, 49361a9034cfb48fc69ff0faffa476c1, A4676707,5103,WINDWARD
- $3,397,500
Overview
- Single Family Residence
- 3
- 4.5
- 3
- 3034 Square Feet
- 2026
Description
Freshly completed and built safely 10 feet above the island’s flood plain, 5103 Windward is a spectacular new waterfront residence where elevated design meets effortless island living. Set on nearly one-third of an acre along the Grand Canal, with 90 feet of new seawall and saltwater boating access to the Intracoastal Waterway and Gulf beyond, this is the kind of home that turns everyday life into a vacation.
And the location? Hard to beat. From this central Siesta Key setting, the island’s legendary white-sand beaches and the laid-back charm of Siesta Village are just minutes away. Beach morning, boat afternoon, cocktails by the pool — it’s all within easy reach.
Inside, 3,034 square feet of beautifully designed living space unfolds with an easy, open flow made for both relaxing and entertaining. The great room immediately draws you in with soaring double-height ceilings, rich architectural details, and a dramatic floor-to-ceiling fireplace wall. Walls of glass bring the outdoors in, framing expansive views of the pool, backyard, and sparkling canal beyond.
Step outside and the fun really begins. A stylish outdoor lounge with wood ceiling accents, a professional grill station, and a heated pool and spa create the perfect backdrop for everything from lazy afternoons to unforgettable evenings with family and friends. As the sun goes down, thoughtfully designed landscape lighting takes over, casting the backyard in a warm, magical glow. The kitchen is every bit as impressive — and ready for everything from morning coffee to dinner parties. A premium Sub-Zero and Wolf appliance package, beautiful stone countertops, designer fixtures and finishes, a walk-in pantry, and adjoining laundry combine style with serious functionality. When it’s time to dine, the formal dining room delivers with a custom built-in buffet and French doors opening to a brick-paver patio. Picture dinner under the stars, a cool island breeze, and nowhere else you need to be. Need a little more room to play? The bonus room checks all the wit a pool bath, and two walls of glass sliders opening to the expansive outdoor living areas and picturesque water views. It’s the perfect spot for game day, movie night, guests, or simply kicking back after a day on the water.
The primary suite is your private retreat. An adjoining office with custom built-ins, an oversized wardrobe designed for two, and a spa-inspired bath create a serene escape of your own. Soak in the freestanding tub, refresh in the frameless glass shower with rain head, or start the day at separate stone-topped vanities designed for effortless mornings. Two additional en-suite bedrooms give family and guests their own comfortable spaces to relax and recharge.
Outside, the details continue with a brick-paver driveway, three-car garage, professional landscaping with timed irrigation, and exceptional curb appeal. Inside and out, thoughtful custom touches reflect the quality and craftsmanship you’d expect from Allegra Homes’ award-winning team. This is more than brand-new construction. It’s an invitation to embrace the Siesta Key way of life — mornings on the water, afternoons by the pool, evenings under the stars, and the beach always just a short drive away.Fresh. Waterfront. Effortlessly luxurious. Completely island. Your Siesta Key paradise is ready.
Address
Open on Google Maps-
Address: WINDWARD
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City: SARASOTA
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State/county: Sarasota
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Zip/Postal Code: 34242
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Area: SARA SANDS
Details
Updated on September 10, 2026 at 5:02 pm-
Property ID A4676707
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Price $3,397,500
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Property Size 3034 Square Feet
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Land Area 0.33 Square Feet
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Bedrooms 3
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Bathrooms 4.5
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Garages 3
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Year Built 2026
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Property Type Single Family Residence
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Property Status Residential
Additional details
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ArchitecturalStyle Coastal, Custom
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BathroomsFull 4
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BathroomsHalf 1
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BuilderModel Kristi Ann Coastal
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BuilderName Allegra Homes
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BuildingAreaTotal 4410
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ConstructionMaterials Block, Stucco, Wood Frame
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ContractStatusChangeDate 2026-01-03
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Cooling Central Air, Zoned
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CoveredSpaces 3
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CumulativeDaysOnMarket 250
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DaysOnMarket 250
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DirectionFaces West
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Directions From US-41 (Tamiami Trail), head west on Siesta Drive and cross the North Bridge onto Siesta Key. Continue as Siesta Drive transitions into Higel Avenue. Follow Higel Avenue for approximately 1 mile, then turn right onto Windward Avenue. The property will be on the left at 5103 Windward Avenue.
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ElementarySchool Phillippi Shores Elementary
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FireplaceFeatures Electric, Family Room
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Flooring Engineered Hardwood, Porcelain Tile
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FoundationDetails Block, Slab, Stem Wall
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Furnished Unfurnished
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GreenEnergyEfficient Doors, Insulation, Roof, Water Heater, Windows
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GreenWaterConservation Drip Irrigation, Irrig. System-Drip/Microheads
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Heating Central, Electric, Zoned
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HighSchool Sarasota High
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Inside, Laundry Room
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LeaseConsideredYN 1
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Levels One
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ListAOR Sarasota - Manatee
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ListAgentAOR Sarasota - Manatee
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ListAgentEmail karengreco@grecorealestatefl.com
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ListAgentFullName Karen Greco
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ListAgentKey d492d94acae9efc776420698c1899c77
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ListAgentMlsId 261505550
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ListAgentPreferredPhone 941-504-6927
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ListOfficeKey a8e72e261db8d245086f20d88615430a
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ListOfficeMlsId 281530451
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ListOfficeName GRECO REAL ESTATE
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ListOfficePhone 941-685-0449
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ListingContractDate 2026-01-03
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ListingTerms Cash, Conventional
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LivingAreaSource Builder
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LotFeatures Cleared, FloodZone, In County, Landscaped, Level, Oversized Lot
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LotSizeArea 14490
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LotSizeDimensions 90 x 162
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LotSizeSquareFeet 14490
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MLSAreaMajor 34242 - Sarasota/Crescent Beach/Siesta Key
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MiddleOrJuniorSchool Brookside Middle
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MlsStatus Active
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ModificationTimestamp 2026-09-10T15:31:37.880Z
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OnMarketDate 2026-01-03
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OriginalEntryTimestamp 2026-01-03T19:53:12.653Z
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OriginalListPrice 3657625
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 0081120049
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ParkingFeatures Driveway, Garage Door Opener
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PatioAndPorchFeatures Covered, Enclosed, Front Porch, Patio, Screened
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PetsAllowed Yes
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PhotosChangeTimestamp 2026-09-10T15:35:57.643Z
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PhotosCount 77
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PoolFeatures Gunite, Heated, In Ground, Lighting, Pool Alarm, Salt Water, Screen Enclosure
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PostalCodePlus4 1556
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PriceChangeTimestamp 2026-07-31T17:47:17.627Z
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PropertyCondition Completed
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RoadSurfaceType Asphalt
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Roof Tile
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RoomsTotal 9
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SecurityFeatures Smoke Detector(s)
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Sewer Public Sewer
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SourceSystemKey 778233812
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SpaFeatures Heated, In Ground
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp 2026-01-03T19:53:12.653Z
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StoriesTotal 1
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StreetName WINDWARD
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StreetNumber 5103
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StreetNumberNumeric 5103
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StreetSuffix AVENUE
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TaxAnnualAmount 4091
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TaxBookNumber 7-56
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TaxLegalDescription LOT 12 SARA SANDS UNIT 1
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TaxLot 12
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TaxYear 2024
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Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Sewer Connected, Sprinkler Well, Water Connected
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View Pool, Trees/Woods, Water
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WaterBodyName GRAND CANAL
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WaterSource Public
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WaterfrontFeatures Canal - Saltwater
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WindowFeatures Double Pane Windows, Insulated Windows, Storm Window(s)
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Zoning RSF2
Features
- Built in Features
- Built-In Oven
- Crown Molding
- Dishwasher
- Disposal
- Eating Space In Kitchen
- Exhaust Fan
- Garage Attached
- Gas Water Heater
- Has a View
- Has Cooling System
- Has Fireplace
- Has Garage
- Has Heating System
- Has Pool
- Has Waterfront
- High Ceilings
- Irrigation System
- Kitchen/Family Room Combo
- Living Room/Dining Room Combo
- Microwave
- New Construction
- Open Floorplan
- Open Parking
- Outdoor Grill
- Outdoor Kitchen
- Primary Bedroom Main Floor
- Rain Gutters
- Range Hood
- Refrigerator
- Sliding Doors
- Solid Surface Counters
- Solid Wood Cabinets
- Spa
- Stone Counters
- Tankless Water Heater
- Tray Ceiling(s)
- Walk-In Closet(s)
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