121 Surfside Road • $4,850,000

121 Surfside Road, Nantucket is a rare compound opportunity less than a mile from Surfside Beach and The Surf snack shack. Set on nearly a full acre (0.96 acres), this versatile property offers multiple dwellings ideal for rental income, multigenerational living, or a private island retreat.

The main house features three bedrooms and two and a half baths, designed for comfortable year-round or seasonal living. A separate guest house includes one bedroom and two full bathrooms, offering privacy for visitors or potential as a standalone rental. The garage with a studio apartment and full bath adds even more flexibility — perfect for additional income, caretaker quarters, or a creative workspace.

With three distinct living spaces on one spacious lot, 121 Surfside Road presents exceptional potential for both long- and short-term rental opportunities. Enjoy the convenience of proximity to Nantucket’s best beaches while maximizing the value of a true Surfside compound.

Floor 1: This home features an inviting open-concept layout with a kitchen, dining area, and living room seamlessly connected for effortless entertaining and everyday living. There is a first-floor primary with an ensuite bathroom.

Floor 2: Two bedrooms with a shared hall bathroom.

Floor 3: The third floor is set up as a separate guest suite/apartment. It features two bedrooms, 1 has two twin-size built-in bunks and a double bed, the other has a built-in queen bed. There is a kitchenette that has everything required for your guests and a full bath. Open seating area with TV and stairs to the expansive roof walk where you can sit and enjoy the quiet privacy and views of Nantucket harbor and sound.

Basement: Unfinished

Parking:> Ample