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1960 WINDWARD OAKS COURT
KISSIMMEE FL 34746 US

$565,000

Active Listing ID O6366143
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4 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.22 Acres
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Single Family Residence

$565,000

Active Listing ID O6366143
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1960 WINDWARD OAKS COURT Welcome to this beautifully updated 4-bedroom, 2.5-bath waterfront home located in a prestigious gated community offering resort-style amenities and an exceptional Florida lifestyle. From the moment you arrive, this home delivers on both style and functionality. The primary suite is conveniently located on the main level, creating a private retreat, while three additional bedrooms upstairs provide generous space for family, guests, or a home office. The heart of the home is the fully upgraded gourmet kitchen, thoughtfully designed for both everyday living and entertaining, featuring custom beams, an oversized center island with prep sink, Teppanyaki grill, farmhouse sink, touchless faucets, two Lazy Susans, and elegant gold-finished hardware — all seamlessly blending luxury with practicality. Both the kitchen and bathrooms have been beautifully updated, complemented by new flooring, new windows, new doors, and a new AC system, delivering move-in-ready peace of mind. Step outside to enjoy tranquil water views and a spacious backyard, perfect for outdoor dining, play, or simply soaking in the Florida sunshine. Located in a highly desirable gated community, residents enjoy access to an impressive list of amenities including a fitness center, boat launch, lakeside dock, community pool, restaurant, basketball courts, tennis courts, and playgrounds — truly offering a resort-inspired lifestyle every day. This home combines luxury finishes, waterfront living, energy-efficient updates, and unmatched community amenities, making it one of the most desirable properties in the area. Homes with this level of quality, location, and lifestyle rarely come available — schedule your private showing today.

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Property Features

  • Facts
  • Lot Size: 0.22 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Rain Gutters
  • Floor Covering: Tile, Vinyl
  • Roof Type: Tile
  • Heating Fuels: Central

School Information

  • School
  • Bellalago Charter Academy (K-8)(Elementary)
  • Bellalago Charter Academy (K-8)(MiddleSchool)
  • Liberty High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 565000
  • unparsedaddress: 1960 WINDWARD OAKS COURT
  • postalcity: KISSIMMEE
  • stateorprovince: FL
  • country: US
  • postalcode: 34746
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.22
  • lotsizeunits: Acres
  • lotsizearea: 0.22
  • livingarea: 2678
  • livingareaunits: Square Feet
  • latitude: 28.193517
  • longitude: -81.426031
  • listagentfullname: Ken Pozek
  • listagentemail: Ken@PozekGroup.com
  • listagentkey: 3yd-MFRMLSFL-476501854
  • listagentmlsid: 476501854
  • listagentpreferredphone: 8632065755
  • listagentofficephone: 8632065755
  • listofficekey: 3yd-MFRMLSFL-805521714
  • listagentstatelicense: 3313335
  • listofficemlsid: 805521714
  • 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: 2004
  • listingcontractdate: 2025-12-07
  • countyorparish: Osceola
  • parcelnumber: 29-26-29-2644-0001-1600
  • elementaryschool: Bellalago Charter Academy (K-8)
  • highschool: Liberty High
  • appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Stucco
  • flooring: Tile, Vinyl
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Tile
  • waterfrontyn: False
  • interiorfeatures: Ceiling Fans(s), Primary Bedroom Main Floor
  • exteriorfeatures: Rain Gutters
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: True
  • location: -81.42603, 28.193518
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Real Broker, LLC.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":290.98001098632813}], "GeocodeOptions":null, "LeadRoutingEmail":"Kevin.Tison@joinreal.com", "ListBrokerageCity":"Winter Haven", "ListBrokerageCountry":"US", "ListBrokerageEmail":"kevin.tison@joinreal.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/64e81e1151ef11ecbd390242ac110004/20211130151331295.png", "ListBrokerageName":"Real Broker, LLC.", "ListBrokeragePhone":"863-206-5755", "ListBrokeragePostalCode":"33880", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Recker Highway", "ListBrokerageUnparsedAddress":"2752", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"122 W Pine St, Ste 300", "ListOfficeAddress2":"Ste 300, ", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"flbroker@therealbrokerage.com", "ListOfficePostalCode":"32801", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - KISSIMMEE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1960-Windward-Oaks-Ct_Kissimmee_FL_34746_M69942-55889?f=listhub&s=MFRMLSFL&m=O6366143&c=rexren", "MLSModificationTimestamp":"2026-01-14T17:37:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":3411.46, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/15/2026 12:07:04 AM GMT
Source Updated Date: 1/17/2026 6:46:27 PM GMT

Courtesy of: Ken Pozek, REAL BROKER, LLC, Ken@PozekGroup.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.