Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property—known as the Israel Dewey House—stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today. The Main House, which spans 6,839 square feet across three levels, showcases an exquisite blend of period detail and inviting spaces. The grand living room and library feature built in bookcases, intricate crown molding, and a stately fireplace, while the formal dining room is bathed in natural light from oversized bay windows and perfectly suited for gatherings both intimate and grand. A charming parlor with its own fireplace offers a cozy retreat, and the butler's pantry and kitchen balance historic charm with modern practicality. Upstairs, the home offers more than 10 comfortable bedrooms and multiple baths, many enhanced by original fireplaces, generous proportions, and modern mini-split systems for efficient heating and cooling year-round. A private caretaker's apartment, seamlessly connected to the main house, provides its own entrance and functional living space, ideal for staff, extended family, or long-term guests. The Carriage House Built in 1880 and spanning 1,140 square feet, the beautifully renovated carriage house adds even more versatility to the estate. Arranged across two floors, it offers three luxurious bedroom suites, each designed for comfort, privacy, and relaxation. Outfitted with its own mini-split systems, the carriage house retains its historic character while offering all the comforts of today. A welcoming porch overlooking the main house completes its charm, making it the perfect space for extended family or guests. The Grounds The property's setting is as enchanting as its interiors. Mature trees, stone walls, and sweeping lawns provide a sense of serenity, while lush gardens and vibrant hydrangeas fill the landscape with color. A picturesque gazebo and shaded sitting areas invite you to linger and take in the peaceful surroundings. Historic Significance As one of Lenox's oldest surviving homes, The Dewey is deeply tied to the town's origins. Israel Dewey, an early settler and civic leader, played a key role in shaping the community, and his residence reflects both colonial craftsmanship and the cultural growth of the Gilded Age. Today, the property operates as a charming boutique inn but offers boundless potential as a private family estate or multi-generational compound. Location Situated at the corner of Main Street in a gracious residential neighborhood, The Dewey is only steps away from Lenox's vibrant cultural life. Theaters, galleries, fine dining, and world-class performances at Tanglewood are all within easy reach.