356 Main St, Sag Harbor, NY 11963

Overlooking Otter Pond from Sag Harbor's coveted Captain's Row, 356 Main Street offers a rare combination of historic charm, water views, approved expansion potential, and an exceptional village location—all just moments from Main Street, marinas, restaurants, and shops in Sag Harbor.Originally dating to the 1850s, the original home of Austin Morris, has been thoughtfully updated while preserving the architectural character that defines this historic neighborhood. Sun-filled living spaces include multiple entertaining areas, a spacious kitchen with premium appliances, and a first-floor den with adjacent full bath that can easily function as a guest suite, home office, or future fourth bedroom.Upstairs, the primary bedroom enjoys tranquil views across Otter Pond, while two additional guest bedrooms overlook the property's mature landscaping and gardens. A finished lower level provides valuable bonus space for a media room, gym, office, or recreation area.What truly sets the property apart is its substantial upside. Approved plans are already in place for a new I/A septic system supporting a legal fourth bedroom, along with approvals for an 18' x 10' swimming pool from both the Board of Health and Architectural Review Board. These approvals are increasingly difficult to obtain within the village and offer a future owner the opportunity to significantly enhance both lifestyle and value.Outdoor spaces include a classic front porch, beautifully landscaped grounds, and multiple areas for dining and entertaining, all framed by views of Otter Pond.With water views, approved pool and expansion plans, historic character, and one of the most desirable locations in Sag Harbor, 356 Main Street represents a rare opportunity.