Welcome to 5530 Pinewood Rd, a private oasis in the heart of Leiper's Fork offering 3 bedrooms, 3 full baths, 1 half bath, and 4,954 sq ft on 5.07 acres. This beautifully renovated farmhouse-style ranch blends timeless character with modern comfort. Features include hardwood floors, exposed beams, and multiple wood-burning fireplaces. The spacious kitchen offers bar seating for eight and opens to a large dining room with fireplace, ideal for entertaining. Expansive living area with custom half bath. Two bedrooms with Two baths on the main level. The second-level owner's suite provides a private retreat with a large walk-in shower and dedicated office. Outdoor living is a standout with multiple patios, fire pits, and a built-in grilling area designed for gatherings. Additional improvements include a 23'x30' heated/cooled cottage (ideal for studio or office) and a 21'x16' climate-controlled building currently used as a gym. Ample parking for guests and events. Located minutes from Leiper's Fork Village and the Natchez Trace Parkway, this property offers privacy, functionality, and an exceptional lifestyle in Williamson County.