33 Main Street, Nantucket, MA

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.

First Floor: The retail space on the ground floor is about 1,256 square feet and is considered outstanding retail space due to its incredible street presence, high ceilings of 14 feet, and three ways of egress that are located on Main Street, Federal Street, and Independence Way. Through the use of an internal stairway and elevator, space can be merged with Lower-Level Retail to create more room for retail sales. Please note this space is leased through 12/31/2027.

Second Floor: The Second-floor space consists of approximately 628 sq. ft. of office / storage space with two means of egress. Once direct access point via shared staircase through Independence Way and another via elevator off Federal Street which opens directly into space. The space boast natural light, high ceilings and its own independent HVAC system. The second floor presents prime office or studio space, complemented by a beautifully appointed one-bedroom pied-à-terre capturing sweeping views over downtown Nantucket—an uncommon and highly coveted offering. Please note this space is leased through 12/31/2027.

Third Floor: This charming residence perched high on Main Street with Harbor views is the quintessential pied-a-terre! The apartment has a kitchen with granite countertops, stainless steel appliances, comfortable living room, and one and one-half bathrooms. The entry foyer is located on the 2nd floor and consists of a 1/2 bath, murphy bed, storage space, and stairwell that leads to the 2nd floor of the apartment (the building's 3rd floor). The property comfortably sleeps four. Please note this space is leased through 12/31/2027.

Basement: The Lower-Level Retail space consists of approximately 1, 256 sq. ft. with a private bathroom. With dedicated access from Federal Street, elevator access, Street Signage and segregated HVAC, you will be able to market your brand and product in this desired market. The versatility of this space knows no bounds, making it ideal for a variety of businesses, including: a high-end Art Gallery, Fashion Related, Marketing Center, Office or Medical Space and a Salon or Customizable Concepts Tailored to Your Vision. Please note the space is leased until 12/31/2026.

Second Dwelling: None

Parking: none