MAJOR PRICE IMPROVEMENT! Now priced to reflect its current permitted uses, this 3.5-acre Hamilton property offers exceptional versatility as a private weekend retreat or a short-term rental destination. Zoned Rural A-3, the estate overlooks a neighboring 20-acre horse farm. While commercial events are not currently approved, Loudoun County allows buyers to apply for a minor special exception, though approval is not guaranteed. Featuring four distinct structures, the property provides remarkable flexibility for living, hosting, and business opportunities. Occupy the fully updated main house as a primary residence while operating the guest cottage as a short-term rental, or utilize the campus as a multi-building retreat. The main house features a primary main-level bedroom with a luxurious en-suite bath, alongside an additional upper-level bedroom suite. The adjacent guest cottage includes one bedroom, one bathroom, a loft, and access to a fenced-in pool and hot tub in the rear. The red barn tasting room boasts two half baths and expansive open space for entertaining, seamlessly extending out to a 1,200-square-foot Trex deck and flat lawn. A separate converted garage, known as "The Jar," features a wine cellar, a lounge tailored for game days with seating for three TVs, and flexible upper-level space. Out front, a half-acre vineyard is ready for home winemaking enthusiasts. Extensively updated since 2020 with refreshed interiors, a new roof on the converted garage, and a metal roof on the tasting room, this turn-key property presents an outstanding value in Loudoun County. The property's additional structures set it apart. An expansive barn with a finished tasting room, a detached flex building, dual entrances, and parking for 50+ vehicles give the next owner room to live, work, entertain, and grow. Approximately half an acre remains under vine, a nod to the property's winery heritage and a distinctive feature of the grounds. Outdoor living is where the property shines: a 1,200 square foot deck, fire pit area, and multiple gathering spaces overlook the pastoral setting, creating an exceptional backdrop for everyday living and entertaining. Recent improvements include new septic systems, updated HVAC, solar lighting, and infrastructure upgrades throughout. Zoned A-3, the property falls within a district that accommodates a range of residential, agricultural, and rural business uses; buyers should verify intended uses with Loudoun County. Whether you are seeking a one-of-a-kind primary residence with built-in rental income or a private estate with room for your vision, this property offers lifestyle and flexibility that rarely come to market in one of Northern Virginia's most sought-after settings.