Captain's Row Historic on Sag Harbor's Main Street - Waterview 356 Main Street Sag Harbor, New York 11963 United States

Captain's Row Legacy, Reimagined / Water Views Over Otter Pond Set within Sag Harbor's coveted Main Street Historic District, directly overlooking Otter Pond, this impeccably restored 1850s Captain's Row residence pairs authentic period architecture with a refined, modern sensibility. The result is a rare offering-water views, village walkability, and a turnkey interior that feels both elevated and deeply livable. The main level unfolds with a series of light-filled living spaces designed for both quiet retreat and effortless entertaining. Multiple sitting rooms, a library/den with flexibility for guest overflow, and a gracious dining area are unified by custom lighting, curated finishes, and a clean, contemporary aesthetic. The chef's kitchen is thoughtfully appointed with a Bertazzoni five-burner range, Miele dishwasher, oversized refrigerator, breakfast nook, and a fully outfitted glassware bar. A full bath and separate laundry room complete the floor. Upstairs, the primary suite captures postcard-worthy views across Otter Pond. Two additional guest bedrooms overlook the landscaped grounds and are bathed in warm afternoon light. A serene full bath with soaking tub and shower serves the level. The fully renovated lower level adds meaningful versatility, with conditioned space ideal for a media room, fitness studio, or creative workspace. Outdoors, mature landscaping frames a private garden designed for relaxed entertaining, featuring a sculptural concrete dining table, lounge seating, and sun areas. The classic front porch offers a timeless vantage point for morning coffee or sunset reflections over the water. A rare and valuable upside: approvals from the Board of Health and Architectural Review Board allow for an 18' x 10' pool, along with a building permit for a new septic system enabling a fourth bedroom-enhancing both lifestyle and long-term value.