Cheshire County, NH Real Estate Search

Cheshire County, NH Homes for Sale

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Cheshire County, NH Homes for Sale

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Newest Cheshire County, NH Homes for Sale

9 Templeton Tpke, Fitzwilliam
$564,800
5 Beds ⋅ 3 Baths ⋅ 5083431 MLS
Welcome to the prettiest house in Fitzwilliam! You deserve the best. Circa 1809, your 5-Bdrm, 3-Bath, Greek Revival home awaits you. Here, you’re uniquely positioned to entertain friends, be entertained, & take-in all the best that New England has to offer. Located right across from the Fitzwilliam Village Green, take-in small concerts & farmers markets. The Town Library is right next door, Townhall is 2 doors down. Fitzwilliam Common Historic District is a part of the National Register of Historic Places! Come be a part of its history. Enter through the white picket-fenced frontyard. You can’t help but to notice the grand fluted columns & large granite slab walkway here to greet you. Come onto the covered porch or head to the side yard where your pretty patio awaits. Interior antique features include your original wood-burning hearth in the livingroom, a gracious formal diningroom, wide-planked pumpkin pine flooring, & original antique mouldings.The Walk-Up 3rd Floor Attic was known as a bell-shaped ballroom in history! Most recently, the property had been lightly lived-in as a sole residence. Previously, she'd hosted small businesses including a Christmas shop and real estate business. More than charming, your spacious home has practical means, too. Well-maintained & updated utilities, the 1st floor’s layout can easily be adapted for multigenerational living. You have an excellent furnace with many heating zones plus alternative heat with a propane stove in the huge kitchen. Tremendous amount of storage with 2 attics, 2 basements, 2 livingrooms, as well as relatively short commuting distances - 20 mins to shopping & dining amenities in Keene & Rindge, 1/2 hr to Peterbough, and 1 hr 40 mins to Boston Proper. Truly, you have found a wonderful dot-on-the-map for adventure & gracious living. Have you been dreaming of a quintessential New England classic? You’ve found it in real life! More than just gorgeous scenery, go to lakes, mountains, & all New England offers!

9 Templeton Tpke, Fitzwilliam

Listing courtesy of Mary M. Belle Isle from EXP Realty. (Cell: 603-852-0333)

658 Main St, Marlborough
$400,000
4 Beds ⋅ 4 Baths ⋅ 5071213 MLS
Step back into the character and craftsmanship of 1875 with this handsome New Englander farmhouse, set on 5 full acres with established garden space and sweeping mountain views. Rich in period charm and filled with possibilities, this is the kind of property that invites someone with an appreciation for old houses to bring its story into a new chapter. Inside, the home retains the warmth and authenticity that make historic properties so special, including beautiful original-style wood flooring and multiple fireplaces awaiting restoration. A gracious formal dining room provides the perfect setting for holiday gatherings, long dinners, or simply enjoying the views and atmosphere of this remarkable old home. With 3+ bedrooms and 4 bathrooms, there is plenty of room to create guest accommodations, offices, studios, libraries, or other spaces suited to modern life while preserving the home's historic spirit. Outside, the acreage offers a wonderful canvas for the next steward of this property. Established garden areas, mountain vistas, and five acres of land provide room for gardening, hobby farming, recreation, or simply enjoying the quiet beauty of rural New Hampshire. And for those who love the stories that old properties tell, the remains of the once-stately barn offer a fascinating opportunity of their own. Though the barn has not survived as well as the farmhouse, its remnants may provide unique salvage opportunities for architectural materials and creative reuse. Conveniently located between Keene and Concord, this property offers the rare combination of rural tranquility and access to vibrant downtowns, dining, shopping, and major routes. Whether you envision a lovingly restored historic homestead, a weekend retreat, a creative country property, or even a potential bed-and-breakfast or guesthouse venture, this 1875 farmhouse offers something increasingly difficult to find: a genuine piece of New England history offering potential to write its next chapter!

658 Main St, Marlborough

Listing courtesy of Bruce M Murphy from Keller Williams Realty Metro-Keene. ()

484 Old Swanzey Rd, Chesterfield
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 5069723 MLS
SHOOTING STAR FARM is a private country farm on 57± acres of dense woodlands, pasture, and turnout, in scenic SW NH. Originally designed for horse breeding, the exceptional infrastructure also supports canine sports, agricultural pursuits, events, and a variety of home-based business ventures. The 1984 chalet-style home overlooks paddocks and a pond, with a chef's kitchen offering views of the original ‘red barn’. The main level features an open living area with a woodstove, 3-season porch, 2 bedrooms, a full bath, and flex space that was the original kitchen. The loft is a comfortable primary suite with a luxurious custom bath. The walk-out lower level has 4 finished rooms, a woodstove, laundry, and a heated garage. The c.2000 'red' barn is on a full foundation and spans 108'. It offers 12 stalls of varying sizes, with sliding mesh doors that would also make great kennels. There’s H&C water, A/C at one end, and a heated feed room. The like-new arena structure's location on the land buffers you from close neighbors, a must for dog lovers. It features 14 stalls with a unique, adaptable layout, a large indoor arena for yr-round sporting, a catering kitchen, ¾ bath & laundry, and an expansive heated and A/C office and meeting rm. The house & facility have ind. septic systems, and each major building has its own well. Outside are multiple fenced paddocks with a variety of fencing, including livestock wire fencing, plus access to water year-round. Outside, find another arena, a gorgeous granite patio with a fire pit, and ample trailer and guest parking. Beyond equestrian use, the setup will appeal to dog agility, obedience, scent-work and flyball enthusiasts. This property is also adaptable to livestock and agricultural operations, workshops, clinics, recreational activities, and equipment storage. Enjoy miles of country roads from the driveway and the 13,000-acre Pisgah State Park trail network. Just 15 minutes from Keene and I-91

484 Old Swanzey Rd, Chesterfield

Listing courtesy of Shirley Sullivan from Farms & Barns Real Estate LLC. ()

16 Stone Rd, Stoddard
$685,000
3 Beds ⋅ 1 Baths ⋅ 5068369 MLS
Waterfront on Highland Lake! Nestled at the quiet end of the lake, this beautifully maintained home offers the perfect blend of relaxation and recreation. Enjoy peaceful lakefront living while still having direct access to the larger section of the lake for swimming, kayaking, and motorized boating. The property contains a bright and welcoming 2 bedroom, 1 bathroom waterfront main house along with a 1 bedroom, ¾ bathroom guest suite above the garage. The updated kitchen offers modern appliances, granite countertops, and abundant cabinetry, flowing seamlessly into the cozy living room and adjoining sunroom that captures stunning water views year-round. Step outside onto the spacious deck overlooking your private dock, perfect for morning coffee, evening sunsets, or launching your boat for a day on the water. The detached heated two car garage has a ¾ bath on the main level and includes a finished upper level guest suite with bedroom, sitting area and kitchen, perfect for visiting family, guests, an office space, studio or private retreat. Property updates include a new roof in 2025, new dock in 2024, new vinyl siding, lighting and deck as well as new storm doors and a paved driveway. Experience the best of lake life without the high property taxes in this peaceful Stoddard retreat! Come see us at the Open House on 8/15/26 from 11am to 2pm or schedule a private showing!

16 Stone Rd, Stoddard

Listing courtesy of Jason LePine from Keller Williams Realty-Metropolitan. ()

126 Monadnock Hwy, Marlborough
$399,000
5068083 MLS
Prime 8.82± acre land opportunity with high visibility on NH Route 12 (Monadnock Highway), 5 miles south of the Route 101/Main St. interchange. The site's prominent frontage on a primary corridor and nearby east–west access position an owner-user or developer for strong regional reach to Keene, Peterborough, Nashua, and Massachusetts. Neighbors include Harley Davidson, Nissan/Toyota/Honda dealerships, Extra Space Storage. Two contiguous lots back up to the South Branch Ashuelot River, offering placement on a primary corridor with steady traffic exposure for customer-facing uses while maintaining efficient routing for employees, service vehicles, and logistics across the Monadnock and southern New Hampshire markets. An existing slab and foundation (25x40) remains onsite. Key Highlights: *Superb signage and brand visibility along a key north–south artery connecting the Monadnock region to southern NH/MA. *Zoned C4 – Rt 12 Commercial: By-right pathways include office, retail/personal services, restaurants (incl. drive-thru), medical, auto sales/service, self-storage, and wholesale (site plan review required). *Expanded flexibility: Indoor recreation and light manufacturing/assembly may be allowed by Special Exception, subject to town approvals. Location Highlights: *Frontage on NH-12(Monadnock Hwy) - primary north–south corridor for the area. *Minutes to Route 101, the main east - west Seacoast–Monadnock connector. *Regional access to Keene, Peterborough, Nashua, and MA

126 Monadnock Hwy, Marlborough

Listing courtesy of Krissy LaPorte from Keller Williams Realty-Metropolitan. ()

31 Wentworth Rd, Walpole
$2,250,000
8 Beds ⋅ 7 Baths ⋅ 5061882 MLS
A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "Monuments of Paris" hand-painted Dufor wallpaper also hanging at the Winterthur Museum and the Metropolitan Museum of art. The family-sized kitchen is a cook's dream with premium appliances, two ovens and a separate baking area. Direct kitchen access to a large, screen porch guarantees maximum family dining enjoyment whatever the season. This home is central to the history of Walpole, and its grandeur has only grown with time. Out front there is a majestic yellowwood tree, one of the oldest and largest in New England, planted in 1855 by Frederick Newman Knapp to honor his marriage. It brings breathtaking color in the fall and offers a forty-foot span of shade in the summer. Modern creativity also has a place here: a professional recording studio, complete with equipment elevator and direct garage access, opens doors for musicians, podcasters or producers seeking a dedicated workspace. The layout of the home lends itself to multigenerational living and guest accommodations. From grand entertaining to quiet reflections, this property has been an oasis for more than 200 years.

31 Wentworth Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

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