A Greek Revival on Otter Pond, in the heart of the village
Built around 1850 and carefully restored and expanded in 2024, 311 Main Street pairs the character of one of Sag Harbor's historic homes with the comfort of a fully modern one, on a rare waterfront parcel a short walk from the village.
Original wide-plank pine floors, seven fireplaces and a brass whale-tail knocker on the front door keep the home's whaling-era history close at hand. The main floor is made for gathering: a living and dining room warmed by two fireplaces, a chef's kitchen with a large island and an open brick hearth, a breakfast room with a bar, and a sun-filled den.
Upstairs, the primary suite looks out over Otter Pond, with a vaulted ceiling, its own terrace and a spa-like bath with a soaking tub and steam shower. Two more en-suite bedrooms each have a fireplace.
Outside, about 0.59 acres of mature trees, gardens and lawn run down toward the pond. A 40-foot heated gunite pool and spa sit beside a pool house with a full bath and a covered seating area, and a separate studio with a bedroom, bath and kitchenette is ready for guests. Restaurants, shops, marinas and bay beaches are all within walking distance.