A once-in-a-generation estate, this 125 acre property offers the rare combination that you almost never find: true privacy, two residences, forest trails, cultivated grounds, and river frontage on the Battenkill. Nestled at the base of Red Mountain on a private road, with the far shore protected by parkland, the property feels like its own secluded world while remaining minutes from Manchester dining, shopping, arts and recreation. A graceful connection to the landscape invites quiet moments, easy gatherings, and a deep appreciation of the extraordinary setting. The main residence is warm and thoughtfully designed, with a light-filled layout. River-reclaimed heart pine floors, new Andersen windows, central air, a wood-burning fireplace, and screened porches create a restorative Vermont retreat. Highly desirable one level living with a kitchen and dining with direct access to the garden, laundry room and walk-in pantry, powder room, library, and primary suite with French doors to the rear patio. Upstairs are two additional bedrooms plus a flexible fourth room ideal for an office or nursery. A walk-in attic, full basement, attached two-car garage, and whole-house generator add comfort and practicality. The independent guest house expands the compound with a dramatic great room with cast-iron wood stove, charming kitchen, one-bedroom plus loft, full bath, laundry, central air, and two-car garage. Ideal for family, caretaker, or income potential. Five cleared acres with fruit orchards, patios, decks, an architecturally designed fire pit, and stone terraces adjacent to the waterfront. Beyond the homesite, 121 acres enrolled in Vermont's Current Use program create a lasting wilderness buffer and meaningful tax savings. A natural spring on the land also serves as one of the town's water sources, allowing the property to draw water at no cost. Impeccably cared for and impossible to replicate, this is a true legacy estate in one of Southern Vermont's most treasured settings.