**Now offered at $2,495,000**, this beautifully renovated, **turnkey four-bedroom** village home represents one of the best values on Sag Harbor's coveted Captain's Row. Overlooking picturesque Otter Pond, **356 Main Street** offers a rare combination of historic character, water views, modern upgrades, approved expansion potential, and an exceptional location just moments from Sag Harbor Village's renowned restaurants, marinas, boutiques, and waterfront. Originally dating to the 1850s as the home of Austin Morris, the residence has been extensively renovated while carefully preserving the timeless architectural charm that defines this historic neighborhood. Significant improvements include updated mechanical systems, central air conditioning, beautifully renovated bathrooms, an updated kitchen with premium appliances, restored original antique wood floors, and numerous thoughtful upgrades throughout, creating a home that is truly move-in ready while maintaining its authentic historic character. Filled with natural light, the home offers multiple entertaining spaces, a spacious chef's kitchen, and a versatile first-floor TV room with an adjacent full bathroom that is currently being offered as the home's fourth bedroom, providing ideal flexibility for guests, a home office, or a primary suite on the main level. 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, fitness area, playroom, or home office. What truly distinguishes this property is that, unlike many historic village homes requiring extensive renovation, **356 Main Street** combines the convenience of a fully updated, turnkey residence with outstanding future upside. Approved plans are already in place for a new I/A septic system supporting a legal four-bedroom residence, along with approvals from both the Board of Health and the Architectural Review Board for an 18' x 10' swimming pool-entitlements that are increasingly difficult to obtain within the Village of Sag Harbor. These approvals provide a future owner with a straightforward path to further enhance both the property's lifestyle appeal and long-term value. Outside, a welcoming front porch, beautifully landscaped grounds, and multiple outdoor entertaining areas create a quintessential Hamptons setting, all framed by peaceful views over Otter Pond. With historic charm, modern turnkey living, water views, approved pool and septic plans, flexible four-bedroom accommodations, and one of Sag Harbor Village's most desirable addresses, **356 Main Street** represents an exceptional opportunity at its new offering price of **$2,495,000**.