SoldNov 12, 2025

Listed and Bought with Sadie Halliday from EXP Realty

Source: PrimeMLS #5053795

161 Upper Jaffrey Road, Cheshire County, NH, 03444

$975,000

4
3
3
4468 sq. ft.
174240 sq. ft.

SingleFam

30+ days on the market

Sold: Nov 12, 2025

What's around 161 Upper Jaffrey Road

About this property

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.

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