103 Main St

Cobble’s End sits at the crown of one of America’s most historic and picturesque streets—Main Street, Nantucket—where cobblestones meet brick. Nestled between iconic landmarks like the Tupancy mansion, the Three Bricks, and the island’s second-oldest home, this gracious Federal-style residence places you in the heart of town. Shops, banks, restaurants, churches, the post office, Marina Stop & Shop, and the in-town farmer’s market are just a short stroll away—no parking or driving needed. Enter from a covered portico into a light-filled home featuring four wood-burning fireplaces and a full-house generator. The grand walnut staircase spans three levels, anchoring a thoughtfully designed floor plan. To the right, a cozy library awaits. Straight ahead, an open kitchen, dining, and family room create a welcoming space for gathering. A piano room with French doors opens to a private brick patio with dining and lounge seating. Down a few steps, you’ll find a firepit, three chaise loungers, a seating area, and Nantucket’s last-approved in-town plunge spa. The property includes a charming historic studio cottage featuring original Queen’s Board planks, a fireplace, full bath with shower, wet bar, microwave, and Sub-Zero mini fridge—ideal for guests or a private retreat. Upstairs, a second-floor sitting room leads to the first guest bedroom with a queen bed and elegant ensuite bath. A large laundry room with double washers and dryers sits at the landing. Further on, a spacious office with a Vladimir Kagan chaise adjoins another guest room with ensuite bath. At the end of the hall, the VIP suite offers vaulted ceilings, expansive closets, and a spa-like bathroom with soaking tub, jetted shower, double vanity, and TV.
The lower level features two additional ensuite bedrooms, a second laundry area, wet bar, wine storage, and a fully equipped fitness room with SoulCycle bike and Precor elliptical.