161 Upper Jaffrey Road

Cheshire County NH 03444

4468 sq. ft.

174240 sq. ft.

Single-Family

Last sold for $975,000

Sadie Halliday, last sold this property on 12 November 2025 after 1 day on the market.

Overview

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.

Features

4 bedrooms

3 bathrooms

3 carspaces

3 garage spaces

4468 sq. ft. floor area

174240 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Cheshire County over the last 12 months, the estimated median property value of 161 Upper Jaffrey Road is $585k.

Median value

$585k

Estimated value range

$350k - $975k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Cheshire County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 161 Upper Jaffrey Road

2025

Sold

$975,000

12 Nov 2025 by Sadie Halliday, of EXP Realty

Happy sellers in Cheshire County

We have insufficient information to provide an overview of customer satisfaction for Cheshire County. Viewing the agent profiles, reviews and sales for Cheshire County can provide insights for this location.