3385 Bailey Rd

Surrounded by protected Tennessee Land Trust properties and just minutes from Leipers Fork Village, this luxury estate farm offers a rare blend of natural beauty and exquisite craftsmanship designed for effortless indoor and outdoor living. Nearly 40 acres showcase sweeping views of rolling hills, two stocked ponds, grazing pastures, an organic vegetable garden, walking trails, and endless privacy. Designed for both relaxation and entertaining, the estate features a saltwater infinity-edge pool, a Gavin Duke–designed poolside cabana with stone fireplace, and a stunning formal garden with fountain adjacent to the outdoor kitchen and dining area.
The main residence, 3385 Bailey Road, is as timeless as it is elegant. With its large wraparound porch, you’ll capture both sunrise and sunset. Inside, the home features a great room ideal for entertaining, three upstairs ensuite bedrooms, a main-level office/guest room, and a chef’s kitchen that serves as the heart of the home. Three fireplaces add warmth and character throughout. A full guest apartment with a private entrance, living room, kitchen, and bedroom sits above the oversized 3-car garage.
Across the property is the “77” Entertainment Barn, which is nothing short of extraordinary. Designed by architect Eric Stengel, this 5,300 sq. ft. masterpiece combines rustic character with refined luxury. Soaring ceilings frame an open space anchored by a grand imported bar with large video wall, and two stone fireplaces—perfect for both large and intimate gatherings. Two private bedroom suites, each with a fireplace, laundry, and kitchenette, flank the great room, while a game room, full upstairs catering kitchen, gym, bathroom, and oversized 2-car garage provide modern convenience. Adding to its prestige, a Gary Hedden–designed recording studio makes this barn a destination for creativity and entertainment. The “77” is truly one of Leipers Fork’s most remarkable spaces.
Option to purchase fully furnished.