33 Pleasant Street, Nantucket, MA

Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms across four thoughtfully designed levels, including a stunning glass atrium that floods the interior with natural light and frames views up toward an outdoor gazebo. The detached one-bedroom, one-bathroom cottage with its own living space is perfectly sited for privacy, making it ideal for guests, extended family, or flexible use as a rental or studio space. A Juliet terrace overlooks the garden, completing the scene. This extraordinary property must be seen in person to fully appreciate its unique combination of space, serenity, and proximity to downtown.

First Floor: The first floor showcases an open-concept design featuring a spacious living room with a gas fireplace, a well-appointed kitchen, and an air-conditioned solarium that bathes the interior in natural light while providing seamless access to the gazebo and gardens beyond. Nestled behind the main living spaces, a large bedroom enjoys easy access to a full, tiled bath.

Second Floor: The second floor has two spacious and bright bedrooms, one ensuite and one with access to a full hall bath. A small sitting room office overlooking the front patio.

Third Floor: Flexible space for either additional living or sleeping space.

Basement: Full finished basement with laundry and a full bathroom.

Parking: Off-street

Listed by Lee Real Estate