Perfectly situated on over three picturesque acres, this timeless 5 bedroom Federal Colonial effortlessly blends historical charm with modern convenience. Thoughtfully updated while maintaining its classic character, the home offers expansive living spaces, refined finishes, and an exceptional layout designed for today's lifestyle. At the heart of the home is the stunning chef's kitchen featuring a Wolf 6-burner range with grill and double ovens, Sub-Zero refrigerator, custom maple cabinetry, large banquette and oversized island - all seamlessly opening to the dining room and dramatic great room, ideal for both everyday living and entertaining. A charming screened-in "lemonade porch" invites peaceful mornings and relaxed summer evenings overlooking the beautiful property. The home offers a flexible and functional floor plan featuring a private first-floor guest suite, separate office spaces, and, upstairs, a quaint secondary bedroom wing accented with irreplaceable wide plank floors. For added privacy, the expansive primary suite can be accessed via a secondary staircase. The luxurious primary retreat features a spa-like bath and oversized his and hers walk-in closets, creating a true sanctuary. Outside, enjoy resort-style living with a heated Gunite pool, expansive upper and lower patios, sweeping lawns, a very special Williamsburg style potager, and mature landscaping - all offering incredible usable outdoor space rarely found in the area. There's even room for a future tennis or pickleball court. Located in the highly sought-after Byram Hills School District with convenient access to Chappaqua train parking, downtown shops, restaurants, and local favorites, this exceptional property offers the perfect balance of privacy, charm, and everyday convenience - all with low taxes.