Under Contract

1638 Windsor Oak Court

KISSIMMEE, FL 34744
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Bed 3

Bed

Bath 3

Bath

SqFt1,380

Sqft

Acres0.02

Acre(Lot)

Under contract-accepting backup offers. 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.

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Detail Ic Property Details

Property Type : Residential

Price : $245,000

AD Id : 87822673

MLS Id : MFRS5153418

Beds : 3

Lot Size : 0.02 Acre

Living Area Size : 1,380

Year Built : 1999

County : Osceola

Subdivision: Windsor Oaks

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Feature Features

  • Bedroom Information

    Total Bedroom: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Interior Features

    Ceiling Fans(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments Roof: Shingle Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer Laundry Features: In Kitchen, Inside, Laundry Closet

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Ceramic Tile, Laminate Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Electric Cooling: Central Air WaterSource: Public

  • Building Information

    Year Built: 1999
  • Exterior Features

    Lighting, Rain Gutters, Sidewalk, Sliding Doors Construction Materials: Block, Stucco Foundation Details: Slab Road Responsibility: Private Maintained Road

  • Lot Information

    Lot Description: Private, Sidewalk, Paved Lot Square Feet: 871 Lot Acres: 0.02 Lot Size (SqMt): 81

    Property Information

    Property Type: Residential Sub Type: Townhouse Style: Contemporary

  • Listing Price Information

    Original List Price:$245000

  • Tax Information

    Tax Block: 1 Tax Book Number: 8-42 Tax Lot: 12 Tax Legal Description: WINDSOR OAKS PB 8 PB 42 LOT 12 Annual Tax: $2008.32 Tax Year: 2024 Parcel Number: 14-25-29-2365-0001-0120

  • Utility Information

    Cable Available, Electricity Available, Public, Sewer Connected, Water Available Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: WINDSOR OAKS City: KISSIMMEE Direction: 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
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
1622 Windsor Oak Court, Kissimmee, FL, 34744 $275,000 3 3 1,380 1,380 SqFt
4450 Small Creek Road, Kissimmee, FL, 34744 $375,000 3 3 1,534 1,534 SqFt
4387 Creek Cove Lane, Kissimmee, FL, 34744 $391,900 3 3 1,628 1,628 SqFt
4371 Creek Cove Lane, Kissimmee, FL, 34744 $395,000 4 3 1,867 1,867 SqFt
1528 Erin Breeze Lane, Kissimmee, FL, 34744 $375,000 3 3 1,509 1,509 SqFt
153 Club Villas Lane, Kissimmee, FL, 34744 $310,000 2 2 1,306 1,306 SqFt
170 Club Villas Lane, Kissimmee, FL, 34744 $280,000 2 2 1,417 1,417 SqFt
1001 La Mirada Court, Kissimmee, FL, 34744 $355,000 4 3 1,626 1,626 SqFt
1740 Saint Tropez Court, Kissimmee, FL, 34744 $320,000 3 3 2,104 2,104 SqFt
1692 Tohoqua Boulevard, Kissimmee, FL, 34744 $369,990 3 3 1,780 1,780 SqFt
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ByOwner last updated this listing 07/17/2026 @ 18:20

MLS: MFRMLS #S5153418 LISTED BY: Lissette Escobar, PREFERRED REAL ESTATE BROKERS 407-440-4900 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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