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5103 WINDWARD Avenue
SARASOTA FL 34242 US

$3,347,500

Active Listing ID A4676707
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3 bed
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3,034 square feet
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.33 Acres
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Single Family Residence

$3,347,500

Active Listing ID A4676707
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5103 WINDWARD Avenue 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.

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Property Features

  • Facts
  • Lot Size: 0.33 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Outdoor Grill, Outdoor Kitchen, Rain Gutters
  • Floor Covering: Tile, Hardwood
  • Roof Type: Tile
  • Heating Fuels: Electric (Heating), Central, Zoned
  • Additional Features
  • Fireplace
  • Patio
  • Pool
  • Waterfront

School Information

  • School
  • Phillippi Shores Elementary(Elementary)
  • Brookside Middle(MiddleSchool)
  • Sarasota High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3347500
  • unparsedaddress: 5103 WINDWARD Avenue
  • postalcity: SARASOTA
  • stateorprovince: FL
  • country: US
  • postalcode: 34242
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.33
  • lotsizeunits: Acres
  • lotsizearea: 0.33
  • livingarea: 3034
  • livingareaunits: Square Feet
  • latitude: 27.278215
  • longitude: -82.560146
  • listagentfullname: Karen Greco
  • listagentemail: karengreco@grecorealestatefl.com
  • listagentkey: 3yd-MFRMLSFL-261505550
  • listagentmlsid: 261505550
  • listagentpreferredphone: 9415046927
  • listagentofficephone: 9415046927
  • listofficekey: 3yd-MFRMLSFL-281530451
  • listofficemlsid: 281530451
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2026
  • listingcontractdate: 2026-01-03
  • listagenturl: HTTPS://Www.grecorealestatefl.com
  • countyorparish: Sarasota
  • parcelnumber: 0081120049
  • elementaryschool: Phillippi Shores Elementary
  • highschool: Sarasota High
  • appliances: Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Stucco, Frame
  • flooring: Tile, Hardwood
  • heating: Electric (Heating), Central, Zoned
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Open, Driveway
  • roof: Tile
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Features, Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
  • exteriorfeatures: Outdoor Grill, Outdoor Kitchen, Rain Gutters
  • windowfeatures: Insulated Windows, Storm Window(s), Double Pane Windows
  • architecturalstyle: Other
  • rooms: Bathroom 4, Bedroom 3, Bathroom 1, Bedroom 2, Dining Room, Bonus Room, Family Room, Bathroom 2, Bathroom 3, Bathroom 5, Bedroom 1
  • otherstructures: Outdoor Kitchen
  • utilities: Cable Available
  • patioandporchfeatures: Patio, Porch
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -82.56014, 27.278215
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-A4676707", "OpenHouseEndTime": "2026-09-26 16:00:00", "OpenHouseId": "10051032", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-09-26 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-A4676707", "OpenHouseEndTime": "2026-09-27 16:00:00", "OpenHouseId": "10501883", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-09-27 00:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Greco Real Estate, llc", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"karengreco@grecorealestatefl.com", "ListBrokerageCity":"Tampa", "ListBrokerageCountry":"US", "ListBrokerageEmail":"garrettgreco@grecorealestatefl.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Greco Real Estate, llc", "ListBrokeragePhone":"(941) 685-0449", "ListBrokeragePostalCode":"33606", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"102 S Westland Ave", "ListBrokerageWebsiteUrl":"HTTPS://Www.grecorealestatefl.com", "ListOfficeAddress1":"324 S Plant Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"281530451", "ListOfficeCity":"Tampa", "ListOfficeCountry":"US", "ListOfficeEmail":"garrettgreco@grecorealestatefl.com", "ListOfficePostalCode":"33606", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, SARASOTA, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5103-Windward-Ave_Sarasota_FL_34242_M60201-45186?f=listhub&s=MFRMLSFL&m=A4676707&c=rexren", "MLSModificationTimestamp":"2026-09-23 14:22:14", "Neighborhoods":[{"Description":null, "Name":"SARA SANDS"}], "PostalCode":null, "RoomCount":9, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4091, "TaxDescription":"LOT 12 SARA SANDS UNIT 1", "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/26/2026 7:03:18 AM GMT
Source Updated Date: 9/26/2026 12:48:20 PM GMT

Courtesy of: Karen Greco, GRECO REAL ESTATE, karengreco@grecorealestatefl.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.