Enter the long, gracious driveway to this premier homestead in South Roxbury location, abutting Roxbury Land Trust and including frontage on Jack's Brook. Three bedrooms, four and a half baths and vaulted ceilings throughout. State-of-art eat-in kitchen with French door to deck and patio. There is a formal dining room with fireplace and an elegant living room with fireplace and French doors that lead to copious decking outside. The luxurious master suite includes sitting room/office with half bath, full bath with oversized shower and capacious walk-in closets. A library with built-in bookcases leading to a large screened porch. Walk-out finished lower level offers a bedroom, family room/media room, wine room, gym, sauna and full bath. In addition to a separate guesthouse consisting of two bedrooms, two full baths and large open living room, the property offers a heated, gunite pool and spa, a detached three-bay garage, patio and mature gardens. An outstanding, private estate.