Chickasaw Trails Real Estate

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

Chickasaw Trails is renowned for its picturesque landscapes, featuring lush greenery and well-maintained parks that invite outdoor activities and leisurely strolls. Residents enjoy access to scenic walking trails, playgrounds, and picnic areas, perfect for creating lasting memories with loved ones. The neighborhood fosters a strong sense of community, where neighbors become friends and gatherings are a regular delight.

Conveniently located, Chickasaw Trails provides easy access to major highways, ensuring a quick commute to downtown Orlando and beyond. The area is also home to an array of shopping, dining, and entertainment options, including the popular Waterford Lakes Town Center, where you can indulge in retail therapy or savor delicious cuisine. For families, top-rated schools and educational facilities are just a stone's throw away, making it a desirable location for raising children.

Whether you’re looking for a cozy single-family home or a spacious property with a backyard oasis, Chickasaw Trails offers a variety of housing options to suit your needs. With its friendly atmosphere, beautiful surroundings, and convenient location, Chickasaw Trails is more than just a neighborhood; it’s a place where you can truly feel at home. Discover the charm of Chickasaw Trails today and envision your future in this enchanting Orlando community!

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

Start Your Search