33 Pine Street • $3,700,000 Active Under Contract

Charming Two-Family Home in the Heart of Downtown Nantucket. Nestled in the vibrant heart of downtown Nantucket, 33 Pine Street offers the perfect blend of historic charm and modern versatility. Currently configured as a two-family home, this spacious property features a total of 5 bedrooms and 4.5 bathrooms across multiple levels—ideal for extended family, guests, or rental potential.

The main level includes 2 generously sized bedrooms and 2 full baths, while the upper floors host 3 additional bedrooms and 2.5 bathrooms, providing a flexible and functional layout. Whether you're enjoying peaceful mornings on the porch or hosting unforgettable summer BBQs in the private backyard, this home is designed for easy island living.

Keep the home as a two-family investment property or transform it into an exceptional single-family residence tailored to your vision. With its prime location just moments from shops, restaurants, and ferry access, 33 Pine Street is a rare opportunity to own a piece of Nantucket’s timeless appeal.

Don't miss your chance to create your dream lifestyle in one of the island's most sought-after neighborhoods.

Floor 1: Step into a gracious entryway featuring a front staircase leading to the second floor, setting the tone for this spacious and thoughtfully designed 2 family home. The bright living room seamlessly flows into an open-concept kitchen, perfect for both everyday living and entertaining. Two generously sized bedrooms each offer en-suite bathrooms for added comfort and privacy. A formal dining room, dedicated home office, and a cozy family room overlooking the backyard patio provide versatile spaces for work, relaxation, and gatherings. A convenient secondary entrance leads to a functional mudroom and a first-floor laundry area, completing this well-appointed level.

Floor 2: The second floor offers private, separate quarters ideal for multigenerational living or guest accommodations. This spacious level features two comfortable bedrooms, one full and one half bathroom, a bright living room, and an additional family room for flexible living space. The well-equipped kitchen includes a dining area, perfect for casual meals or entertaining. A second laundry area adds convenience and completes this self-contained upper level.

Floor 3: To complete the second unit, the third floor offers a private retreat featuring an additional bedroom, a full bathroom, and a comfortable lounge area—perfect for relaxation, a guest suite, or extended living space. This upper level adds versatility and privacy, making it an ideal extension of the second-floor quarters.

Basement: yes, finished, accessed from the outside