1055 CHICKASAW TRAIL

Discover the freedom and flexibility you’ve been searching for—NO HOA, NO CDD, and a spacious, versatile layout that opens the door to endless possibilities. Whether you're accommodating extended family, renting to college students, or starting an assisted living facility, this unique property is ready to meet your vision.
With 5 full bedrooms and 3 full bathrooms, the home includes a private-entry mother-in-law suite complete with its own living area, kitchenette, and full bath. It’s perfect for multi-generational households, caregiver accommodations, guest space, or even potential residents in a residential care setting (pending local licensing and approval). The main living space features an open-concept layout with a welcoming living and dining area that flows seamlessly into the updated kitchen, outfitted with granite countertops, stainless steel appliances, and a convenient breakfast bar. The thoughtful split-bedroom floor plan offers privacy and functionality with spacious bedrooms and updated bathrooms throughout. The owner’s suite includes a beautifully upgraded en-suite bathroom with a walk-in shower, creating a peaceful retreat.
A large laundry room offers extra convenience with a utility sink and built-in cabinetry, while the detached shed/workshop with electricity adds flexible space for tools, hobbies, or additional storage. Step out back into the screened-in porch, featuring a pass-through window from the kitchen—perfect for entertaining or simply enjoying quiet Florida evenings. The expansive front yard is lined with mature oak trees, and the long private driveway provides ample parking for multiple vehicles, RVs, or visitors, which is a major bonus for those considering a home-based business or care facility. There's also room to expand with a pool, outdoor living space, or additional structures, subject to county approval.
Recent upgrades include a new roof in 2021, a new HVAC system installed in 2024 with a 10-year warranty, and an electric water heater also replaced in 2024. The stainless steel refrigerator and dishwasher were updated in 2022, while the range, microwave, and dishwasher were replaced again in 2024, and all appliances are covered under warranty through 2027. The property uses city water for household use and has a well system for irrigation, helping to keep your landscaping lush without impacting your water bill.
Located just minutes from AdventHealth East Orlando, Downtown Orlando, Publix, Sam’s Club, Walmart, and nearby schools for all grade levels, with easy access to the 408 and 417 expressways, this home offers exceptional convenience. Whether you're planning to raise a family, generate rental income, or establish a residential assisted living or adult care home, this property combines comfort, independence, and income potential all in one.
Don’t miss your chance to own a truly flexible and special property that grows with you—schedule your private tour today!