Tucked away on a quiet dead-end street just moments from the heart of Smithtown, this expanded Hi Ranch offers the space, flexibility, and location today's buyers are searching for. With a thoughtfully designed den-side extension featuring vaulted ceilings (added in 1999), the home opens up beautifully to create a bright, airy living space that stands apart from typical layouts. With 5 bedrooms and 3 full baths, the home is ideally suited for mother/daughter living or extended family. The layout provides natural separation while still feeling cohesive-perfect for multi-generational households or anyone looking for versatile living options without compromise. Major updates bring true peace of mind, including a young roof (2016) and boiler (2021) and Andersen windows throughout, offering energy efficiency and long-term value. Outside, enjoy a fully fenced yard with ornamental aluminum fencing and manicured, low-maintenance landscaping-ideal for relaxing or entertaining without the upkeep. Located just a half mile from Smithtown's vibrant Main Street and only one mile to the LIRR, this home combines suburban privacy with everyday convenience, making commuting, dining, and shopping effortless. A rare opportunity to own a spacious, adaptable home in a prime Smithtown location-designed to grow with your lifestyle. Smithtown Schools. True Taxes 15,851 before exemptions.