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1208 WINDING CYPRESS COURT
KISSIMMEE FL 34746 US

$515,000

Active Listing ID O6359179
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5 bed
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5.00 Bath (3 Full , 2 Half)
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Lot: 0.16 Acres
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Single Family Residence

$515,000

Active Listing ID O6359179
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1208 WINDING CYPRESS COURT This fully upgraded 5-bedroom, 3-bathroom home in a gated resort community presents a highly profitable investment opportunity. Previously a successful Airbnb, the property was always professionally cleaned and is now ready for continued rental. Inside, the home boasts a modern, open-concept layout, ideal for both relaxation and entertainment. The spacious living and dining areas flow seamlessly into a well-equipped kitchen with contemporary appliances, granite countertops, and a breakfast bar. The adjacent family room offers a cozy retreat, perfect for unwinding after a busy day. The master suite features a large walk-in closet and a luxurious en-suite bathroom with dual vanities, a soaking tub, and a separate shower. The remaining four bedrooms are generously sized and offers versatile living space for family, guests, or home offices. 3 full bathrooms and 2 half-baths are conveniently located throughout the home. Step outside to the private, screened-in pool area, requiring minimal maintenance for hassle-free enjoyment. The pool deck offers ample space for lounging, dining, or hosting gatherings, with peaceful water views that enhance the relaxing atmosphere. The property also includes a Tesla charger, adding modern convenience for electric vehicle owners. Security is enhanced with a state-of-the-art CCTV system, providing comprehensive coverage throughout the exterior of the property and the main living room. Located in a desirable gated community, this home offers easy access to major attractions, the best schools in te area, shopping, dining, and highways, making it an ideal choice for investors seeking a high-return rental property in a prime location.

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Property Features

  • Facts
  • Lot Size: 0.16 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered, Pool
  • Floor Covering: Carpet, Laminate, Tile, Tile - Ceramic
  • Roof Type: Shingle
  • Heating Fuels: Central
  • Additional Features
  • Pool

School Information

  • School
  • Poinciana High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 515000
  • unparsedaddress: 1208 WINDING CYPRESS COURT
  • postalcity: KISSIMMEE
  • stateorprovince: FL
  • country: US
  • postalcode: 34746
  • bathroomsfull: 3
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.16
  • lotsizeunits: Acres
  • lotsizearea: 0.16
  • livingarea: 2572
  • livingareaunits: Square Feet
  • latitude: 28.273115
  • longitude: -81.465264
  • listagentfullname: Maria Cuffaro
  • listagentemail: cuffaromaria230@gmail.com
  • listagentkey: 3yd-MFRMLSFL-261241770
  • listagentmlsid: 261241770
  • listagentpreferredphone: 6266385027
  • listagentofficephone: 8773662213
  • listofficekey: 3yd-MFRMLSFL-261016803
  • listagentstatelicense: 3618808
  • listofficemlsid: 261016803
  • disclaimer: Copyright © 2025 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: 2003
  • listingcontractdate: 2025-11-11
  • listagenturl: https://www.lpt.com/
  • countyorparish: Osceola
  • parcelnumber: 36-25-28-1273-0001-1090
  • highschool: Poinciana High School
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven - Convection, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Stucco
  • flooring: Carpet, Laminate, Tile, Tile - Ceramic
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached, On Street, Open, Oversized
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Ceiling Fans(s), High Ceilings, Primarybedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-in Closet(s)
  • exteriorfeatures: Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered, Pool
  • architecturalstyle: Contemporary
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Living Room
  • securityfeatures: Gated Community, Smoke Detector(s)
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.46526, 28.273115
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"LPT Realty, LLC.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":175}], "GeocodeOptions":null, "LeadRoutingEmail":"cuffaromaria230@gmail.com", "ListBrokerageCity":"Lake Mary", "ListBrokerageCountry":"US", "ListBrokerageEmail":"boards@lpt.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"LPT Realty, LLC.", "ListBrokeragePhone":"(877) 366-2213", "ListBrokeragePostalCode":"32746", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1400 S. International Parkway", "ListBrokerageWebsiteUrl":"https://www.lpt.com/", "ListOfficeAddress1":"1400 South International Parkw", "ListOfficeAddress2":"Suite 1020", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Lake Mary", "ListOfficeCountry":"US", "ListOfficeEmail":"flbrokers@lptrealty.com", "ListOfficePostalCode":"32746", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Contemporary - KISSIMMEE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1208-Winding-Cypress-Ct_Kissimmee_FL_34746_M66784-43473?f=listhub&s=MFRMLSFL&m=O6359179&c=rexren", "MLSModificationTimestamp":"2025-11-13T16:45:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7455, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 12/11/2025 1:36:21 AM GMT
Source Updated Date: 12/17/2025 1:04:02 PM GMT

Courtesy of: Maria Cuffaro, LPT REALTY, LLC, cuffaromaria230@gmail.com

Copyright © 2025 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.