33 Main Street

A rare opportunity to own 33 Main Street—an iconic mixed-use building commanding the premier corner of Main and Federal Streets in the heart of Nantucket’s most coveted retail corridor. This unparalleled location offers exceptional visibility, dual frontage, oversized display windows, and constant pedestrian traffic among the island’s most affluent clientele. Originally built in 1847, the property blends timeless historic character with thoughtful modern upgrades, including central HVAC, sprinkler and fire systems, CCTV, and elevator access. The interiors showcase classic hardwood floors and refined finishes, creating an inviting and highly functional environment for both retail and office use. The building offers a versatile multi-level layout, including highly visible ground-floor retail, a full-height lower-level commercial space with Federal Street access, second-floor office space, and a third-floor one-bedroom apartment with sweeping views over downtown Nantucket. This configuration provides exceptional flexibility for investors or owner-users alike. With strong in-place or potential income, long-term appreciation, and the ability to retain or restructure existing tenancies, 33 Main Street represents a premier investment opportunity in one of the most exclusive and tightly held markets in the country. Ideal for buyers seeking a trophy asset with both immediate cash flow and enduring value or end-users seeking a strategic location.