Welcome to this one-of-a-kind property in Trumbull, offering over seven thousand square feet of living space across two separate ranch-style units—perfect for multi-generational living, extended family, or flexible use. With a total of seventeen rooms, six bedrooms, five full bathrooms and two half bathrooms, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. The upper level has a private entrance. Each unit boasts a beautifully updated kitchen and remodeled bathrooms, with many thoughtful finishes throughout. The expansive walkout lower level adds even more versatile living space, with a third kitchen, huge wet bar, a stage, and several seating and dining areas. This space is ideal for entertaining, recreation, or private guest or in-law quarters. Step outside to resort-style amenities, including a heated saltwater inground pool, a stunning new stone patio and fire pit area, a deck on each level, and a stone terrace off the main level sunroom—all perfect for relaxing or hosting gatherings. Perched atop Tashua Hill—the highest point on the East Coast between Florida and Rhode Island—within seven miles of the shore, this property offers panoramic sweeping views that are simply unmatched. The home is part of the award-winning Jane Ryan school district and is just minutes away from beautiful town parks,golf course,waking trails,and recreation areas. This is more than just a home—it is a lifestyle combining privacy, space,elegance,and spectacular surroundings in one of Trumbull's most coveted locations.