Exceptional transitional estate gracefully positioned on a private 2-acre cul-de-sac lot backing to a picturesque conservation easement in prestigious Brookville. Offering the perfect blend of elegance, comfort, and thoughtful updates, this stunning residence features 5 spacious bedrooms, 4 full baths, 1 half bath, and a desirable side-load 3-car garage. A welcoming paver walk leads to the impressive exterior showcasing timeless stone and vinyl siding, mature landscaping, and beautifully designed outdoor living spaces. Inside, expansive light-filled interiors are complemented by refined architectural details, generous room sizes, zoned heating and cooling systems, and a cozy wood-burning fireplace that anchors the main living area. The fully finished walk-out lower level with screen door provides exceptional additional living and entertaining space complete with a bar area, wine cellar cooling system, and direct access to the backyard retreat. Designed for seamless indoor-outdoor living, the rear grounds are truly resort-inspired. Enjoy a spacious Trex deck with dual staircases overlooking the private backyard oasis featuring an in-ground pool, hot tub, paver patio, stone garden walls, and aluminum fencing surrounding the pool area. The property also includes an invisible fence and backs to protected conservation land, creating a tranquil and private setting rarely found. This meticulously maintained home has been extensively updated for peace of mind and modern efficiency. Major improvements include a new roof, gutters, downspouts, and gutter toppers (2023); fully owned solar system (2023); updated HVAC systems; new well pump and tankless water heater systems (2024); updated kitchen appliances including cooktop and dishwasher; Renewal by Andersen windows in the sunroom and family room; and a whole-house Generac generator. Additional enhancements throughout reflect true pride of ownership and careful attention to maintenance. Offering the ideal balance of luxury, privacy, and functionality in a highly desirable location, this exceptional property presents a rare opportunity to own a beautifully updated estate home in the heart of Brookville.