Renovated to the highest standard, 19 Winfield is a rare legacy estate where every room has been thoughtfully reimagined for the perfect moment. The ultimate in privacy, set behind a private gate on nearly 12 lush acres this is one of the largest lots in Southern Westchester. This extraordinary property offers unmatched privacy, timeless charm, and exceptional flexibility. The land has already been subdivided into five lots, creating a unique opportunity to enjoy the estate as one spectacular compound or the ability to sell off additional parcels in the future. The main house beautifully blends the character of its 1747 origins with the modern updates designed for today's most discerning buyer. Fall in love with the thoughtfully redesigned kitchen. Relax in the breathtaking great room which features dramatic 30-foot ceilings, walls that are wrapped in windows and floor-to-ceiling doors throughout all which provide a seamless indoor-outdoor flow while filling the room with natural light. As you enter the home, you are greeted by a chalet-inspired foyer with a limestone fireplace which sets the tone for the home. The floor plan offers exceptional flexibility as the open spaces flow between the kitchen, dining room, sitting, room, sunlit conservatory, cozy family room, expansive living room, and additional gracious entertaining spaces, all which are enhanced by the multiple fireplaces, creating a sense of warmth, comfort and connection throughout. The primary suite is a luxurious hideaway with a sitting room, walk in closet, 2 bathrooms, Juliet Balcony and a large picture window which frames the stunning property and allows the room to be illuminated with natural light. Additionally, there are three family bedrooms, two bathrooms and a finished, livable attic. Beyond the main house, the estate continues to impress with a finished pool house and a separate guest cottage. The pool house is a warm, sun-drenched intimate space which offers a tranquil spa-like escape with a living room, bedroom, full bath with a timeless soaking tub overlooking the grounds, laundry, and full kitchen. The guest cottage is the perfect private retreat with a loft, living room, full bath, and kitchen. The grounds showcase 12 private acres which surround the properties, the landscapes combines large level lots and wooded areas. The spectacular freeform Gunite heated pool is surrounded by a lush, wildflower-filled gardens with a romantic feel, evoking the feeling of a secluded upstate resort, yet all just 35 minutes from New York City. Located in the Harrison School District and close to Rye, Harrison, and Mamaroneck, this one-of-a-kind estate is unmatched in setting, scale, and lifestyle. Impressive, updated, spacious, inviting, and comfortable all at once, 19 Winfield is a truly unparalleled offering.