1638 WINDSOR OAK COURT, KISSIMMEE, Osceola, Residential
  • $245,000

Overview

Property ID: S5153418
  • Townhouse
  • Type
  • 3
  • Bedrooms
  • 2.5
  • Bathrooms
  • 1380 Square Feet
  • Area Size

Description

Whether you live here year-round or use it as your Florida escape, this property offers the best of both worlds, personal enjoyment and rental income potential when you’re away. Welcome to this beautifully maintained and fully upgraded townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. Major improvements give this home incredible value and peace of mind: the roof was replaced just 8 months ago, the A/C is only 2 years old, the water heater is brand new, the sliding glass door recently installed new, and all appliances including washer and dryer are included.You’ll find a bright and inviting open-concept living and dining area that flows seamlessly into the kitchen. The kitchen has been fully upgraded with new cabinets, modern fixtures, a farmhouse sink, quartz countertops with a beautiful backsplash, and a new garbage disposal. All bathrooms feature new cabinetry and fixtures, while the upstairs and bedrooms are finished with new laminate flooring. Windsor Oaks provides a low HOA, short-term rental approval, and a community pool, making this property ideal for investors and first-time homeowners alike. With shops, restaurants, and entertainment nearby, this home blends modern upgrades with everyday convenience.

  • Address: WINDSOR OAK
  • City: KISSIMMEE
  • State/county: Osceola
  • Zip/Postal Code: 34744
  • Area: WINDSOR OAKS

Details

Updated on July 10, 2026 at 9:57 am
  • Property ID S5153418
  • Price $245,000
  • Property Size 1380 Square Feet
  • Land Area 0.02 Square Feet
  • Bedrooms 3
  • Bathrooms 2.5
  • Year Built 1999
  • Type Townhouse
  • Property Status Residential, Active

Additional details

  • ArchitecturalStyle Contemporary
  • AssociationFee 180
  • AssociationFeeFrequency Monthly
  • AssociationFeeIncludes Community Pool, Pool Maintenance, Private Road
  • BathroomsFull 2
  • BathroomsHalf 1
  • BuildingAreaTotal 1490
  • CommunityFeatures Deed Restrictions, Gated Community - No Guard, Pool, Sidewalks
  • ConstructionMaterials Block, Stucco
  • ContractStatusChangeDate 2026-07-09
  • Cooling Central Air
  • CumulativeDaysOnMarket 1
  • DaysOnMarket 1
  • DirectionFaces North
  • Directions From Main Street in Kissimmee, go east on US HWY 192 to right on Shady Lane, right on Partin Settlement Rd, and left on Stroupe Rd, home is on the right side
  • Flooring Ceramic Tile, Laminate
  • FoundationDetails Slab
  • Furnished Unfurnished
  • Heating Electric
  • InternetAddressDisplayYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures In Kitchen, Inside, Laundry Closet
  • LeaseConsideredYN 1
  • Levels Two
  • ListAOR Orlando Regional
  • ListAgentAOR Osceola
  • ListAgentEmail getsetwithlissette04@gmail.com
  • ListAgentFullName Lissette Escobar
  • ListAgentKey e4fcf0193a2134267f36e5bd7e5a7b29
  • ListAgentMlsId 261072784
  • ListAgentPreferredPhone 407-340-8115
  • ListOfficeKey d41cca1987b2aabe748713f00a268ff1
  • ListOfficeMlsId 261013043
  • ListOfficeName PREFERRED REAL ESTATE BROKERS
  • ListOfficePhone 407-440-4900
  • ListingContractDate 2026-07-09
  • ListingKey 8cb8d7438438273be3759da1dde16648
  • ListingTerms Cash, Conventional, FHA, VA Loan
  • LivingAreaSource Public Records
  • LotFeatures Private, Sidewalk
  • LotSizeArea 871
  • LotSizeSquareFeet 871
  • MLSAreaMajor 34744 - Kissimmee
  • MlsStatus Active
  • ModificationTimestamp July 10, 2026 at 06:56am
  • OnMarketDate 2026-07-09
  • OriginalEntryTimestamp July 10, 2026 at 02:09am
  • OriginalListPrice 245000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • Ownership Fee Simple
  • ParcelNumber 142529236500010120
  • PatioAndPorchFeatures Covered, Enclosed, Porch, Rear Porch, Screened
  • PetsAllowed Yes
  • PhotosChangeTimestamp July 10, 2026 at 02:13am
  • PhotosCount 35
  • PostalCode 34744
  • PostalCodePlus4 3747
  • RoadFrontageType Street Paved, Private Road
  • RoadSurfaceType Paved
  • Roof Shingle
  • RoomsTotal 10
  • SecurityFeatures Fire Sprinkler System, Gated Community, Smoke Detector(s)
  • Sewer Public Sewer
  • SourceSystemKey 799586865
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp July 10, 2026 at 02:09am
  • StoriesTotal 2
  • StreetName WINDSOR OAK
  • StreetNumber 1638
  • StreetNumberNumeric 1638
  • StreetSuffix COURT
  • TaxAnnualAmount 2008.32
  • TaxBlock 1
  • TaxBookNumber 8-42
  • TaxLegalDescription WINDSOR OAKS PB 8 PB 42 LOT 12
  • TaxLot 12
  • TaxYear 2024
  • Utilities Cable Available, Electricity Available, Public, Sewer Connected, Street Lights, Water Available
  • WaterSource Public
  • WindowFeatures Blinds
  • Zoning KSRP

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