Step back in time and experience the warmth of history at 160 Hillspoint Road, a Sherwood-built masterpiece dating back to 1790. This rare gem blends the timeless character of an antique home with the modern conveniences today's lifestyle demands. Perched high on the hill with sweeping views of Old Mill Beach and just a short stroll to Compo Beach, this residence offers an enviable coastal location in one of Westport's most beloved neighborhoods. The welcoming entrance foyer opens seamlessly into the inviting living room with a working fireplace, flowing naturally into the dining room and kitchen. Both the front and rear porches invite you to slow down, relax, and take in the beauty of New England's ever-changing seasons. A study, library, and half bath complete the first floor, offering spaces for both quiet reflection and entertaining. Upstairs, you'll find four bedrooms and two full baths, thoughtfully designed to balance the home's antique charm with comfort. Modern updates include all new mechanical systems and the addition of solar panels, keeping energy costs remarkably low. This homestead is more than just a residence-it's a welcoming retreat filled with hospitality, ready to host future holidays and gatherings for years to come. Living in Westport means enjoying the best of both worlds: the rich history and community spirit of a classic New England town, paired with vibrant culture, culinary, and recreational opportunities. This is an antique treasure!