Chickasaw Trails Real Estate

Welcome to Chickasaw Trails, a charming subdivision nestled in the heart of Orlando, Florida, within the vibrant Orange County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Chickasaw Trails is characterized by its picturesque tree-lined streets, well-maintained homes, and a friendly neighborhood atmosphere. Residents here enjoy spacious yards and a variety of architectural styles, creating a warm and inviting environment. The community is designed with family living in mind, featuring parks and playgrounds that encourage outdoor activities and foster social connections among neighbors.

One of the standout features of Chickasaw Trails is its prime location. Just minutes away from major highways, residents have easy access to the bustling attractions of downtown Orlando, including world-renowned theme parks, shopping centers, and dining options. For those who enjoy nature, the nearby Lake Hart and the scenic trails of the Orlando Wetlands Park provide ample opportunities for hiking, biking, and enjoying Florida's beautiful outdoors.

Families with children will appreciate the quality education options available, with several highly-rated schools located within the vicinity. The community's strong sense of belonging is enhanced by regular neighborhood events and gatherings, making it easy to meet new friends and create lasting memories.

Chickasaw Trails is more than just a place to live; it’s a vibrant community where life flourishes, and every day feels like a new adventure. Come discover the charm and convenience of Chickasaw Trails, where your dream home awaits!

Newest Listings in Chickasaw Trails

$530,000

4 Beds ⋅ 3 Baths ⋅ Chickasaw Trails SubDv. ⋅ 32829 Zip Code

Welcome to this lovely four-bedroom, 2.5-bath home nestled in the highly sought-after Chickasaw Trails community. This residence combines comfort, style and functionality. Enter inside to the spacious formal living area, featuring cathedral ceilings and a cozy wood-burning fireplace. The primary suite is conveniently located on the first floor, providing privacy and ease of access. A separate formal dining area makes entertaining a delight, while the open layout between the kitchen and family room creates a seamless flow throughout the home. Upstairs, you'll find three additional bedrooms, perfect for family, guests or flexible use as a home office. Enjoy Florida living at its best in the beautiful lanai with a cathedral-height screened enclosure, overlooking a conservation area, the perfect setting for peace, privacy and quiet relaxation. This home is packed with updates, including a new roof (2021), solar panels (2021) and a new water heater. Additional features include updated kitchen and appliances 2025/2026, granite countertops with new cabinetry, a two-car garage, well-manicured mature landscaping and low HOA fees. All of this is conveniently located just minutes from SR 417, with shopping, dining and schools nearby.

3920 Running Water Drive, Orlando

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