85 Orange Street

Perfectly situated on one of Nantucket’s most beautiful and historic streets, this remarkable half house, dating to approximately 1834, was taken back to the frame and thoughtfully rebuilt in 2025. Located on the street where the island’s sea captains built their homes, the property blends Nantucket’s rich maritime history with refined modern comforts. The home has a fascinating connection to Nantucket’s whaling history. On March 31, 1847, the Nantucket Inquirer recorded the stock of dry goods belonging to Captain Joseph Congdon, master of the whaleships Pacific, Alpha, and James Loper, at this address. The more modest of the home’s two street doors was once the entrance to his shop, opening directly into the front room. Today, the spacious first floor offers an open-concept kitchen, dining, and living area, along with a cozy family room and a study with wet bar opening to a private bluestone patio. A first-floor ensuite bedroom, mudroom, laundry, and pantry provide added flexibility and convenience. The second floor features four bedrooms, including two ensuite bedrooms. The inviting primary suite offers vaulted ceilings, a generous walk-in closet, and a spa-like bath. Two bedrooms share a Jack and Jill bath, while another is served by a hall bath. A second family room and laundry add further functionality. The finished third floor provides additional sleeping space and access to the quintessential Nantucket widow’s walk, where sweeping views of Nantucket Harbor create a 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.

This listing has ended. The home is on the market again as MLS #93514.

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