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Home > Listings > FL > Kissimmee > Windsor Oaks > 1638 Windsor Oak Court, Kissimmee, FL 34744
Contingent

1638 WINDSOR OAK COURT, Kissimmee, FL 34744

$245,000
$178 per ft²
3 Bed
3 Bath
1,380 Sq Ft
0.02 Acres
Listing Office: PREFERRED REAL ESTATE BROKERS
Image 1 of property listing at 1638 WINDSOR OAK COURT, Kissimmee, FL 34744
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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.

Listing Agent: Lissette Escobar

License Number: 6699573

Offered by: PREFERRED REAL ESTATE BROKERS

Office Phone: 407-440-4900

MLS: #S5153418

Stellar MLS

Date Added: 07/09/2026 12:00:00 am

Last Update: 07/16/2026 07:56:09 pm

Days on Market: 20

Stellar MLS

Interior

  • General: 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
  • Rooms: Inside Utility
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Laundry: In Kitchen, Inside, Laundry Closet
  • Flooring: Ceramic Tile, Laminate
  • A/C: Central Air
  • Heating: Electric

Exterior

  • General: Lighting, Rain Gutters, Sidewalk, Sliding Doors
  • Style: Contemporary
  • Other Structures: Enclosed, Porch, Rear Porch, Screened, Covered

Construction

  • Roofing: Shingle
  • Windows: Blinds
  • General: Block, Stucco, Two, Slab

Location

  • Road/Access: Paved
  • HOA Amenities: Pool, Private Road, 180.0, Monthly
  • Originating MLS: Stellar MLS
  • County: Osceola

Lot

  • Zoning: KSRP, WINDSOR OAKS PB 8 PB 42 LOT 12, 14-25-29-2365-0001-0120

Utilities

  • Utilities: Cable Available, Electricity Available, Public, Sewer Connected, Water Available
  • Water: Public
  • Sewer: Public Sewer

Financial

  • Source: Stellar MLS
  • Ownership: Fee Simple

Property

  • Year Built: 1999
  • Type: Townhouse
  • Style: Contemporary
  • Neighborhood: Windsor Oaks
  • Parcel #: 14-25-29-2365-0001-0120

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07/16/2026Backup
07/10/2026Active
07/10/2026$245,000@ 178 per ft²Listed

Listing Broker

Axel Colon
1 @
License #: 3336674
Email: axel@gfirstrealty.com
Phone: 407-593-0100
Through market shifts and trends, one truth remains: my clients always receive expert guidance, dedicated care, and unwavering support to achieve their real estate goals. Experience matters, integrity can't be bought.

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Last Updated: 07/16/2026 07:56:09 pm

Offered by: Lissette Escobar, 6699573, 407-340-8115 @ PREFERRED REAL ESTATE BROKERS

MLS: #S5153418

Source: Stellar MLS

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Home > Listings > FL > Kissimmee > Windsor Oaks > 1638 Windsor Oak Court, Kissimmee, FL 34744

1638 WINDSOR OAK COURT, Kissimmee, FL 34744 is a 3 Bed, 3 Bath, 1,380 Sq Ft, 0.02 Acres, Townhouse built in 1999.

This property is currently available and was listed by Stellar MLS on 07/09/2026 12:00:00 am. The MLS # for the property is MLS #S5153418.

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G First Realty
G First Realty

Our real estate agents are committed to providing you with exceptional service. They are dedicated professionals and knowledgeable about the Florida real estate market. With extensive experience and a strong network, our agents work hard to find the perfect gem to call home. Read More

  • 4121 Neptune Rd
    St. Cloud, FL 34769
  • 407-593-0100
  • axel@gfirstrealty.com
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