110 Main Street, Nantucket, MA

This is an opportunity to own a "like-new home" in the heart of Town. Nestled on Nantucket's iconic Upper Main Street, this stunning Greek Revival home, originally built between 1830-1840, has been exquisitely renovated to blend timeless charm with modern luxury. Nearing the completion of a masterful 6-bedroom, 6-bathroom "back-to-studs" renovation, every detail has been thoughtfully designed to balance classic elegance with contemporary comfort. The light-filled interior seamlessly marries original architectural elements with sleek, high-quality finishes, while the expansive West-facing deck wraps around to a private yard and an enchanting English garden awaiting your personal touch. Complemented by a rare private garage and abundant off-street parking, this property is a true gem in a coveted location. Outfitted with brand-new, top-of-the-line appliances and cutting-edge media, this Nantucket retreat offers the ultimate in modern living within a storied and iconic setting.

First Floor: Step into timeless elegance and modern comfort the moment you enter this historic home. The grand foyer, with classic period moldings and leaded glass sidelights, welcomes you into a space filled with natural light from oversized windows. Off the foyer, a refined dining room leads past a beautifully appointed wet bar and china closet into the expansive parlor, which spans the entire width of the home. This stately space, perfect for hosting or quiet relaxation, features radiant sunlight, an ornate fireplace, and intricate ceiling medallions that showcase the home’s storied past. A powder room is conveniently located for guests. At the heart of the home, the chef’s kitchen is a true showstopper, boasting a stunning nine-foot island, state-of-the-art appliances, three sinks, two dishwashers, warming drawers, and abundant counter space. Sunlight pours in through a grand leaded glass window ensemble with beveled-edge glass accents. A well-equipped pantry and an additional powder room enhance functionality. Adjacent to the kitchen, the family room serves as an inviting retreat with a vaulted ceiling, a stone fireplace, oversized windows, and French doors opening to the back deck and lush garden. This thoughtfully designed first floor seamlessly blends historic character with modern luxury, offering the perfect setting for grand entertaining or everyday living.

Second Floor: Ascending the historic staircase, you ’re greeted by a luxurious primary suite spanning the entire front of the home. This ultimate retreat features dual ensuite bathrooms and expansive custom closets. The first ensuite boasts a beautifully tiled shower, connecting to a lavish custom-built closet and changing room, while the second en suite offers another tiled shower and a large, custom-lit walk-in closet with tailor-made cabinetry. The spacious bedroom provides a serene escape with ample space and privacy. Just off the staircase, a discreet built-in linen closet with leaded glass windows fills the hallway with light. Down the hall, two guest bedrooms share a well-appointed bathroom and are accompanied by a convenient laundry closet. Toward the back of the home, a grand guest suite stretches across the home’s width, showcasing a vaulted ceiling and private ensuite bathroom. With seamless flow between spaces, including a staircase connecting to the kitchen below, this thoughtfully designed second floor combines style, comfort, and practicality. Ideal for residents and guests alike, it offers the perfect sanctuary for relaxation and hospitality.

Third Floor: The third floor, accessed by a charming narrow staircase, offers a whimsical retreat perfect for children or a creative hideaway. A wide ladder leads to the historically significant cupola, providing panoramic views of the surrounding area —a unique feature ideal for enjoying the island’s beauty. This level seamlessly blends functionality and charm with a utility area offering additional storage space.

Basement: The fully renovated garden level of this historic home seamlessly combines functionality, privacy, and additional living space. The impeccably designed home management center features extensive built-in cabinetry, a 36+ bottle wine rack, a refrigerator, a wine fridge, a sink, a fully equipped laundry area, and generous stone countertops —perfect for daily tasks and projects. Thoughtfully enclosed utility closets ensure easy access while maintaining the aesthetic. A spacious living area with a wet bar, built-in cabinets, and an ensuite bedroom creates a comfortable and private retreat for guests. Both the living area and workspac e offer direct access to the backyard and outdoor shower, ideal for entertaining or relaxing. Toward the front of the home, a private apartment with its own exterior entrance and lockable door provides unmatched versatility. This self-contained space includes a full kitchen, a cozy living room, and an ensuite bedroom. This exceptional lower level enhances the home’s flexibility and practicality, delivering the perfect blend of style, comfort, and convenience.

Parking: Yes: 5-6 cars

Listed by Berkshire Hathaway HomeServices Island Properties Nantucket