Sitting high on Fair Street on a oversized rolling lot, 27 Fair Street was originally built as a single family home and then later converted to an inn with an annex building at the rear of the lot. There are approvals to reconfigure the existing inn into a six key inn and build three, free-standing two-story suites where the annex building currently exists. Or, convert back to a single family home with plenty of room for a guest house as the expansive lot has over 178' of frontage on Hillers Lane.
Downtown Nantucket, or Town, is the island’s vibrant heart, offering world-class dining, charming boutiques, historic sites, and a picturesque harbor. With its cobblestone streets, preserved whaling-era homes, and easy walkability, it’s the most convenient place to live or stay on the island. Visitors can explore the Whaling Museum, stroll along the scenic harbor, shop at unique boutiques, and enjoy waterfront dining. Whether kayaking in the harbor, visiting Brant Point Lighthouse, or experiencing live music and theater, Town offers a perfect blend of history, culture, and coastal charm.