85 Orange Street Main House- Perfectly situated on one of Nantucket's most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful design. The spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet bar opens onto a private bluestone patio, perfect for outdoor dining or quiet mornings. The first-floor ensuite bedroom offers flexibility for guests, and a well-appointed mudroom with laundry and a pantry adds everyday convenience. Upstairs, the second floor features four bedrooms, including two ensuite bedrooms. The inviting primary suite boasts vaulted cathedral ceilings, a generous walk-in closet, and a large, spa-like bathroom. Two of the bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus family room and a second-floor laundry adds ease and functionality. The finished third floor offers additional overflow sleeping space and access to the widow's walk, where sweeping views of Nantucket Harbor create a truly memorable setting. This classic in-town residence combines refined interiors, modern amenities, and captivating outdoor spaces, all within easy reach of Main Street and the island's finest dining, shopping, and beaches. A widow's walk with easy access crowns the home, offering exceptional water views and a perfect perch to take in Nantucket's coastal beauty.