Escape to your own private sanctuary and experience unrivaled luxury at 77 Winding Road Farm, a breathtaking Westchester estate offering ultimate privacy and resort-style amenities. Nestled on sprawling, park-like grounds, this exceptional property boasts a magnificent main house, a versatile guesthouse/pool cabana, a stunning stone barn accessory building, and an array of luxurious outdoor features including a 20x40 pool with automatic sliding cover, jets and spa, a tennis court, illuminated waterfall, rose garden, and vegetable garden—all surrounded by a charming stone wall for unmatched seclusion. Enter the sophisticated main house through custom-designed automated gates to discover a thoughtfully designed home where elegance meets functionality. The grand two-story foyer with dual coat closets and a dramatic sitting area with a gas fireplace welcomes you. The formal living room, also featuring a gas fireplace, exudes sophistication, while the elegant dining room with a built-in bar is perfect for hosting memorable gatherings. A spacious butler’s pantry with abundant storage and a convenient coffee bar connects to the sleek, sunlit eat-in kitchen, a chef’s dream with premium stainless-steel appliances, an oversized quartz island seating five, custom cabinetry, and French doors opening to an expansive deck. Adjacent to the kitchen, the sun-filled family room with built-ins offers the perfect spot to unwind. A private guest room, currently used as an office, includes built-ins and a full bath with an oversized curbless shower. A mudroom, laundry room with a dog washing station, an elevator to all three levels, and a powder room complete this level. The open staircase leads to a lavish second level with five spacious bedrooms, each of which features an ensuite bath and walk-in closet, plus a second laundry room. The primary suite is a private haven with an electric fireplace, private balcony, expansive walk-in closet, and spa-like primary bath with soaking tub, steam shower, double vanity, separate WC, skylight, electric fireplace, and TV. The versatile fifth bedroom with an ensuite bath, accessible from both the hall and the primary suite, offers flexibility as a sitting room, office, or nursery. The exceptional lower level is a lifestyle destination, featuring a large recreation room with built-in cabinetry and wet bar, French doors to the patio, a state-of-the-art music/media room, gym with sauna, and a sixth bedroom with an ensuite bath with steam shower and French doors to the patio. The three-car garage and elevator access complete this level. The Red Barn/Pool Cabana spans two levels and offers a charming living area, kitchenette, and two full baths, one with steam shower—perfect for hosting guests or as a private retreat. The Stone Barn accessory building provides additional versatile space, ideal for entertaining or working from home. Every detail of 77 Winding Road Farm has been meticulously designed to seamlessly blend timeless elegance with everyday glamour. The perfect family compound in the excellent Ardsley public school system and only a short drive to two top notch private schools. This rare offering presents an unparalleled opportunity to own an extraordinary estate in an idyllic, private setting.