Located on a picturesque, tree-lined street in the heart of Downtown Port Hope, this distinctive 1850s-built home blends timeless character with thoughtful modern updates. Guests are greeted by a beautiful open foyer featuring a striking floor design and large windows that flood the space with natural light. The living room impresses with a sun-soaked layout, a wall of windows, and a soaring two-storey ceiling. In contrast, the spacious dining room showcases detailed trim and high baseboards, an ideal setting for holiday gatherings and year-round entertaining. The kitchen is designed for hosting, offering generous cabinet and counter space, a coffee bar area, gas stove, breakfast bar, and a prep counter accented by pendant lighting. A character-filled sitting or music room connects to the family room through an elegant arched doorway. The cozy family room features an ornate decorative fireplace and floor-to-ceiling windows overlooking the gardens. A main-floor three-piece bathroom and a convenient laundry room complete this level. Upstairs, the primary bedroom offers a spacious retreat with dual closets featuring French doors, high ceilings, and recessed lighting. The bathroom includes skylights, a glass shower enclosure, and a relaxing soaker tub. Two well-appointed bedrooms and an open loft ideal for a home office or guest space complete the upper floor plan. Outside, a private secret garden oasis awaits. Enjoy a covered porch perfect for morning coffee in any weather, a back patio ideal for alfresco dining, and lush mature trees and gardens, all complemented by a charming bunkie. Situated moments from Trinity College School local amenities, downtown shops, and restaurants, this home offers the exceptional lifestyle Port Hope is known for, with easy access to the 401.