Built in 1776 and privately nestled on 2.5 serene acres on the back side of Mt. Teneriffe in Milton, this beautifully preserved New England farmhouse offers a rare blend of historic character, meaningful updates, and exceptional privacy. Surrounded by woods, open fields, mature fruit and blueberry bushes, and abundant wildlife including deer, turkey, moose, and songbirds, the property captures the peaceful beauty of classic New England living. Elevated long-range views provide breathtaking sunsets and a unique vantage point for Fourth of July fireworks, while nearby groomed snowmobile trails offer riding access extending all the way to Canada. With virtually no light pollution, the stargazing here is truly remarkable, creating a private retreat atmosphere that feels worlds away while remaining just minutes from major routes. Inside, period authenticity blends seamlessly with comfort and practicality. Hardwood floors run throughout, complemented by updated windows that brighten the home while preserving its timeless charm. The kitchen features a traditional wood-fired cook stove alongside modern appliances, while a cozy wood stove anchors the living room with warmth and character. The home offers 3 bedrooms and 2 baths, including two soaking tubs - one with whirlpool jets - and two large glass-enclosed showers for a spa-like touch. The basement showcases exposed granite walls, a cement floor, and a dedicated wine cellar reflecting the craftsmanship of its era. Important system updates include upgraded PEX plumbing, a newer furnace, and a newer roof, offering peace of mind for buyers seeking an antique home with modern reliability. Two powered outbuildings in excellent condition provide flexible space for vehicles, workshop use, storage, hobbies, or recreational equipment. Sale subject to subdivision approval creating ~2.5-acre lot for residence.