Imagine waking to the soft calls of sandhill cranes as morning light settles across gently rolling elevations, grand oak canopies, and expansive pastureland. Set within a protected pocket of Northwest Orange County, Windsong Farms offers a rare blend of natural beauty and intentional equestrian design, where the land, layout, and infrastructure come together to support both horse and rider at every level. Spanning approximately 37.5 acres, this fully operational training and boarding facility has been thoughtfully developed for program efficiency, horse flow, and daily functionality. The property’s natural elevation, mature oaks, and open fields create an ideal setting for conditioning sets, turnout rotation, and year-round usability. At the heart of the farm, a 22,200 square foot covered arena with specialized footing, lighting, sound system, and training mirrors supports consistent schooling in all conditions. The main barn features 28 stalls in a center-aisle design with excellent ventilation, complemented by tack rooms, an equestrian lounge and office, and well-appointed locker rooms with restrooms and showers, providing a professional environment for riders, trainers, and staff. The grounds are designed with a rider’s program in mind, offering a secondary outdoor arena, round pen, wash stations, multiple paddocks, and numerous well-positioned pastures suited for turnout, grazing, and conditioning. A dedicated jumper schooling field provides expansive space for course work, flatting, and grid exercises, while approximately 10 acres of wooded riding trails provide additional variety for hacking and conditioning. RV hookup allows for on-site living or accommodations for visiting trainers, riders, or seasonal programs. Zoned A-1, the property supports equestrian operations, agricultural use, and the potential to establish a private estate residence. Surrounded by conservation land including Wekiva Springs and Kelly Park, the setting preserves both privacy and the long-term integrity of the area’s equestrian lifestyle. Whether continuing as an active training and boarding operation, expanding into a larger program, or creating a private equestrian estate, Windsong Farms offers a setting where thoughtful design, rideability, and natural beauty come together seamlessly.