161 upper jaffrey road

Experience one of Dublin’s most breathtaking settings with uninterrupted views of Mount Monadnock. Privately sited at the end of a long, tree-lined drive, this exceptional property blends historic character with thoughtful updates. The 19th-century Cape underwent a 2012 renovation that introduced a sunlit kitchen, stylish bath, and expanded living space. Large Pella windows capture sweeping mountain and garden vistas, while original wide-pine floors, hand-hewn beams, and three fireplaces preserve the home’s timeless New England charm. A remarkable post-and-beam barn, constructed from locally sourced timber in 2018–2019, is the centerpiece of the property. With soaring ceilings, abundant natural light, three levels of flexible space, and dramatic 10-foot doors, the barn is designed for versatility. It offers endless potential as a creative studio, workshop, collector’s gallery, car storage, or a space for entertaining on a grand scale. The craftsmanship and scale of this structure make it a rare complement to a historic home. The grounds combine natural beauty with privacy: meadows bordered by stone walls and a setting that showcases some of the region’s most iconic views. Located in the heart of the Monadnock Region, this property offers a lifestyle that blends beauty, privacy, and endless opportunity. Properties of this caliber are seldom available. Schedule your private tour and experience the unmatched character of this extraordinary Dublin retreat.