Retreat. Reconnect. Reimagine. Your Own multigenerational Estate in Oconee County. Privacy with Pool, 3 Homes, and Equestrian Space. Tucked away on more than 15 wooded acres in one of Georgia's most sought-after counties, this exceptional property combines space, serenity, and flexibility just minutes from the UGA Equestrian Complex and within easy reach of Watkinsville, Madison, and Athens. Whether you're a local buyer seeking multigenerational living or a national buyer looking for a peaceful Georgia retreat with income potential, this estate offers a rare opportunity to own a versatile compound in the award-winning Oconee County School District. The land is well-suited for equestrian use, personal vineyards, gardens, or additional structures making it easy to tailor the property to your lifestyle. The main home offers four bedrooms and three and a half baths, complemented by inviting communal spaces that make everyday living and entertaining a pleasure. Hardwood floors flow through the home, which also features a hearth fireplace in the kitchen, formal dining room, music room, dual offices (on the main and upper floors), a wine cellar, home theater, and space for a full gym. The primary suite includes its own fireplace, a private porch overlooking the pool, a large walk-in closet, and a spa-style bath with a steam shower. Walk down the breezeway to the three-car garage, you will find a self-contained two-bedroom guest suite including a full kitchen, laundry, and open living space with new LVP flooring and fresh paint ideal for extended family, guests, or short-term rentals. One bedroom is lofted, adding architectural interest and flexibility. Above the garage, a finished bonus room provides even more space for a home office, creative studio, or private retreat. The separate pool house further extends the livability of the property, featuring a bedroom, one and a half baths, a walk-in soaking tub, outdoor shower, full kitchen, and laundry. It's perfectly suited for poolside guests, extended stays, or vacation rental potential. The outdoor features are equally impressive: a tiled, heated saltwater pool with tanning ledge, a children's playhouse, mature landscaping, a small vineyard, a wet pond, and Wolf Creek bordering the property. An outbuilding offers additional storage, and a cleared section of land is ready for a barn, workshop, or future expansion. With a highly motivated seller and pricing below recent appraisal, 1451 Tappan Spur Road offers a unique opportunity to own a distinctive and adaptable property in one of Georgia's most desirable areas. New in roof in 2024 on all buildings. Main House - HVAC both units new in 2015. Guest House HVAC new in 2013. New mini split in 2020 in pool house. Mini split in above garage bonus room 2024.