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$525,000
2 Beds 2 Baths 5102425 MLS
Tucked on 2.08 private acres in rural Dublin, this brick ranch at 110 Upper Jaffrey Road has been lovingly maintained by the same owner for 22 years. Built in 1956, this one-level home offers 2 bedrooms and 2 bathrooms across 2,022 square feet of living space, with hardwood flooring throughout and a lovely fireplace anchoring the main living area. The primary suite includes a walk-in closet and en suite bathroom, and a first floor laundry keeps everyday living simple and efficient. A bright sunroom with its own mini split, installed in 2024, adds flexible living space year-round, and a 15 kW battery backup system in the basement, expandable and wired to handle the home's vital functions, offers real peace of mind through New Hampshire's weather. Recent updates include a new roof in 2016 and new gutters and dishwasher in 2025, plus fiber optic internet from Fidium for reliable connectivity. Outside, a detached two-car garage, wood shed, and screenhouse round out the grounds, set behind a paved driveway on a paved road in Dublin's rural zoning district. Located in the heart of the Monadnock Region, this well-cared-for home is ready for its next chapter. Schedule your private showing today.

110 Upper Jaffrey, Dublin

$5,999,000
13 Beds 10 Baths 5097639 MLS
A stone pillared entry drive by a mature rhododendron and mountain laurel hedges leads to Knollwood... a singular country estate set in the heart of New Hampshire's Monadnock region. A compelling opportunity to acquire a legacy property at a fraction of its replacement cost and on 100+ acres. Built in 1900 by Franklin MacVeagh, U.S. Secretary of the Treasury, and later owned by Ernest Henderson, founder of Sheraton Hotels, the estate has had only two owners in 124 years. From 1910-1913, President William Howard Taft used Knollwood as his occasional Summer White House, while Mark Twain spent weeks here reading Huckleberry Finn to guests... Set on a ridge of Mount Monadnock with sweeping 40-mile views, the property spans 100+ acres of gardens, forests, and vineyard—an increasingly rare offering in the Northeast. The 14,500+ sq ft Georgian residence includes 13 bedrooms, 9.5 baths, a 26-seat dining room, library, terraces, and a 120-person ballroom. Additional structures include a heated 3-car garage with apartment above and a historic barn... In addition to its appeal as a one-of-a-kind grand residential estate, Knollwood’s scale, layout, and global narrative position it for luxury retreats, weddings, or boutique hospitality ventures (subject to approvals)offering a significantly lower basis than comparable New England opportunities. Located less than 2 hours from Boston and ~20 minutes from a private jet airport, this is a rare opportunity to acquire, reposition, and create a destination asset of lasting significance. Proof of funds required...showings by appointment only please.

4 Windmill Hill Rd, Dublin

$1,049,000
3 Beds 4 Baths 5096486 MLS
Tucked away on a quiet private gravel road in Dublin, this charming Contemporary Cape offers the perfect blend of comfort, character, and charm. Set amidst impeccably landscaped grounds with a sprawling green lawn, this 3-bedroom, 3.5-bath home captures the essence of New England country living. Inside, you'll find over 3,000 square feet of brilliantly designed living space, highlighted by a grand two-story living room featuring custom built-in wooden bookshelves and abundant natural light. The fully applianced kitchen boasts granite countertops leads into a formal dining room, perfect for entertaining with family and friends. A luxurious first floor primary suite provides a private retreat, while the finished basement and rooms upstairs offer additional flexible living space. Enjoy the beauty of every season from the inviting front and rear porches or relax in the three-season room while taking in the peaceful surroundings. With stunning mountain views, exceptional landscaping, and a tranquil setting, this property offers a rare opportunity to enjoy the best of mountain living. Chestnut Hill is located just minutes from Dublin Pond and Mount Monadnock and the endless outdoor recreation opportunities of hiking, cross country skiing, and so much more on the trails. The neighborhood provides both privacy and convenience, sitting just outside of downtown with easy access to all that Dublin Village has to offer, including Dublin School, Dublin Lake, and the notable Dublin General Store. Dublin offers direct access to NH Route 101 and is an hour from Manchester Regional Airport, 2 hours from Boston Logan International Airport, and 5 hours driving from New York City. Chestnut Hill's association offers its residents common road maintenance and seasonal plowing.

55 Chestnut Hill Rd, Dublin

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