One of Manchester-by-the-Sea's prettiest homes, the historic Col. Israel Tappan House offers the rare combination of antique character, beautiful updates, exceptional outdoor spaces, and an incredible village location. Just moments from downtown, the harbor, Singing Beach, shops, restaurants, and the commuter rail, this is a home where you are truly in the heart of Manchester on one of its most beloved streets. Bright, warm, and loaded with character, the home blends original architectural details with thoughtful renovations designed for modern living. A beautifully updated chef's kitchen is bright and sunny with breakfast bar, ample cabinetry, and Viking range. The dining area opens to an expansive deck, creating wonderful indoor-outdoor flow for entertaining, dining, or simply enjoying the landscaped surroundings. Formal living and dining rooms add charm and versatility, while large windows and southern exposure fill the home with natural light. Upstairs, the primary suite enjoys its own private deck and seasonal views toward Manchester Harbor, joined by two additional bedrooms and a full bath. A separate, spacious suite above the heated garage offers tremendous flexibility as an office, studio, or 4th bedroom and is complete with a recently added full bath. The finished lower level provides additional living and recreation space leading to a screened-in porch. Outside, the property is every bit as special. Beautifully landscaped grounds create a private oasis in the heart of the village, with mature plantings, multiple decks, a screened porch, and fire pit offering inviting spaces to gather, entertain, or unwind. Morning coffee on the deck, summer evenings around the fire, a stroll into town for dinner, or a walk to the beach and harbor, this is a home that captures the Manchester lifestyle beautifully. Historic yet comfortable, elegant without being formal, and exceptionally well located, 12 Bennett is a rare opportunity to own a truly special home in the heart of Manchester-by-the-Sea.