Welcome to 59 Fourteen Hills Court, a distinguished traditional Hamptons estate offering +/-8,300 square feet of refined living on three curated acres in Sag Harbor. Located on a quiet cut-de-sac, this gated residence delivers the ultimate in privacy and prestige with convenient access to the Hamptons' most desirable hamlets. Inside, discover a lifestyle of thoughtful luxury, comfort, and second floor water views of Peconic Bay. With seven bedrooms, seven full bathrooms, and two half baths, the home features dual primary suites on the first and second floor. Beautifully cared for and renovated, the layout invites both effortless entertaining and intimate moments for a turnkey experience. Step outside to pure magic. A 44x20 heated gunite pool and spa anchor the grounds, complemented by a pool house, outdoor shower, outdoor kitchen, and sunken tennis court. The mature landscape includes multiple highly valued specimen trees, an abundance of varying hydrangea, crape myrtle, lilacs, roses, ornamental grasses, and a vast array of blooming shrubs and perennials throughout the seasons. This is a home where mornings begin with light filtering through grand windows and sunsets make it easy to unwind in quiet luxury. A rare offering and one-of-a-kind property in today's market.