937 properties for sale in Cheshire County

A rare opportunity: this extraordinary 1794 Colonial and its four-story barn, set on 30+ acres in the Monadnock region, form one of southern NH's most significant historic properties, a unique blend of period character, land, and privacy, with Mt. Monadnock views. Thirteen rooms across 6,200 sq feet, plus 5 bedrooms (with the option for 4 more) and 6 baths: space for family, homestead, multigenerational living, or reinvention as a venue, inn, or business. Four masonry fireplaces, a granite foundation, wide-board floors, and exposed beams carry forward 18th-century craftsmanship. An expansive back deck, covered porch, and balcony extend outdoor living. The barn is the showstopper: a one-of-a-kind, 7,400 sq ft structure built in 1894 with timber from Mt. Monadnock, including four soaring floors plus a cupola. Its granite foundation, quarried by the original owner, joins a massive granite wall enclosing the paddock. Original horse stalls, a woodworking shop, and finished studio space fill

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Opportunity awaits in one of New Hampshire's most sought-after towns! Set on 8 beautiful acres in picturesque Harrisville, this three-bedroom, two-bathroom log home offers the chance to create something truly special. Surrounded by rolling land and mature trees, the setting provides the privacy and country charm that make Harrisville such a desirable place to call home. This house is comfortable enough to live in while you make improvements, but it is ready for updating and renovation throughout. If you've been searching for a property where sweat equity can make a real difference, this is one worth seeing. The detached two-car garage offers excellent storage and workspace, and above it is an apartment that is currently not functional but could provide future possibilities with renovation and any necessary approvals.Whether you're looking for a year-round residence, weekend retreat, or investment project, the combination of acreage, a log home, and this exceptional location is hard to

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Imagine a place where life slows down, and nature, thoughtful design, and exceptional craftsmanship come together. Set on 5.06 acres, this 2,200-square-foot contemporary colonial offers a seamless connection to the outdoors. The three-bedroom, three-bath home combines the character of a carefully considered design with the efficiency of a home built in 2020. Nine-foot ceilings, solid white oak floors, abundant natural light, and south-facing windows that capture winter light and passive solar give the main living spaces a warm, open feel. The custom kitchen features yellow birch cabinetry, Ashfield stone countertops, and GE Cafe appliances. The living and dining rooms open to a beautiful patio, while a first-floor office can also serve as a den or guest room. Upstairs, a custom Bancroft stairway handrail leads to the primary suite and two additional bedrooms. The high-ceiling basement offers potential for future finished space, with a 1500-gallon septic system, propane heat, central ai

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Set along scenic Dublin Road with a beautiful view of Mount Monadnock, this better-than-new four-bedroom Cape-style home, built in 2020, offers a thoughtful layout, quality finishes, and the option of one or two-level living on 1.74 acres. Generous windows frame the mountain vista from the open kitchen, dining, and living area, where a stylish island, granite countertops, and stainless-steel appliances create an inviting setting for everyday living and entertaining. The spacious first-floor primary suite and main-level laundry add convenience, while upstairs, three additional bedrooms, including one currently used as a den, and a full bathroom provide space for family, guests, or a home office. Central air, an attached two-car garage, paved driveway, shed, and private stone patios in the front and backyard extend the homes appeal outdoors, while the fenced yard provides privacy and the large unfinished basement offers plenty of storage. Beyond the property, enjoy easy access to Monadno

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities-luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef's kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating

An exceptional property that includes a beautifully crafted custom built home, 3 bedroom barn/guest house that needs your finishing touches, and a 1 bedroom cottage all privately sited on 10.5 acres with Mt Monadnock as your back drop. The primary residence features a cathedral entry that opens to the vaulted ceiling family room with a wall of windows to take in the view of the mountain and the pond below. A first floor master suite is convenient to the first floor laundry and is separate to the main living areas. A large eat in kitchen features a warm sitting area with gas fireplace. There is a formal living room and dining room each with fireplace. The lower level features a spacious den family room, two more bedrooms and bath, rec room and fitness area with walkout to the gardens and views. The 3 bedroom guest house is perfect for extended family and guests and the 1 bedroom cottage offers lots more potential with some vision. This property is perfectly located as it is only a short

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Custom contemporary design meets exceptional privacy on 14+ acres of thoughtfully landscaped grounds. An open, light-filled floor plan, soaring ceilings, and custom built-ins create a home that is both sophisticated and welcoming. The kitchen features stone countertops, a tiled backsplash, a center island with seating, and abundant storage. The spacious living room is the heart of the home, anchored by a gas fireplace and framed by panoramic views of the surrounding landscape. The primary suite is a private retreat with its own fireplace, a soaking tub, and generous closets. Upstairs, a guest bedroom and an expansive family room provide flexible space for visitors, a home office, studio, or fitness area. Designed for year-round comfort, the home offers radiant floor heating, wood-look tile flooring, a propane heating system complemented by a wood furnace, and a portable generator for added convenience. A detached 32' x 24' two-car heated garage with an EV charger and storage above comp

Wake up to the sound of the water, spend your days on the lake, and end each evening with spectacular sunsets from one of the finest waterfront settings on Lake Contoocook. With 171 feet of sandy shoreline, a private dock, and coveted westerly views, this property offers the kind of lakefront experience that rarely becomes available.Designed for gathering family and friends, the home features 3 bedrooms, 3 baths, and a spacious bunk/bonus room that's perfect for extra guests, a game room, or flexible living space. Large windows frame beautiful lake views throughout much of the home, while the screened porch provides the perfect place to enjoy morning coffee, read a book, or relax after a day on the water. A deck and private balcony offer additional places to soak in the scenery and enjoy unforgettable sunset evenings.The level, sandy waterfront is ideal for swimming, launching kayaks or paddleboards, casting a fishing line, or simply enjoying the shoreline. The dock makes boating effor

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the modern systems and efficiency of a home built in 2006. Constructed of stone, brick, timber, and glass, the home's thoughtful design creates a rare opportunity to enjoy mountain living without the upkeep of an antique property. A striking exterior and soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire's most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile and rich wood flooring extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented b

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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 vineyardan 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

New price! Tucked away on a private cove along the shores of beautiful Island Pond, this multi-level waterfront four-season home offers an exceptional opportunity to enjoy one of the Monadnock Region's most peaceful lakes. With a private dock, lakeside deck, fire pit, and remarkable glacial erratics, the property is designed for making memories in every season. Warm wood interiors and expansive windows capture the changing light and beautiful sunsets over the pond, while the open-concept living and dining area provides an inviting space for gathering with family and friends. The renovated kitchen and the fireplaced living room create a welcoming setting after a day on the water. The thoughtfully designed floor plan spans three levels, featuring three bedrooms, three baths, a dedicated office, and a spacious recreation room, offering flexibility for guests, remote work, or extended family. The attached two-car garage provides plenty of storage for vehicles, watercraft, and outdoor equip

Nestled in the heart of the historic & picturesque town of Walpole, this home provides year-round luxury, comfort & convenience. Located just a short walk from award-winning French restaurant & chocolatier L.A. Burdick as well as a local grocer and multiple restaurant & entertainment options, you'll find all you need is close at hand whether on foot or by car. With a population under 4,000, this estate is situated in a quiet New England township with easy access to Route 91, just 20 minutes from Keene, and a reasonable >2hr commute to regional airports. This pristine Greek Revival has undergone a complete overhaul. No stone has been left unturned on the interior & exterior. Turn-key living is an understatement! Recently raised and reinforced high ceilings contribute to the grand aesthetic of this home's interior. Honey/amber tones of wide oak floors and restored original pine boards gird & complement the interior light-tones & trim selections. This home perfectly balances modern design

Set on a beautifully landscaped lot enhanced by mature plantings, this exceptional 4-bedroom, 4-bath ranch reflects years of thoughtful investment and pride of ownership. Designed and improved with long-term living in mind, every enhancement was chosen for quality, comfort, and enjoyment. The open-concept main living area is complemented by an updated kitchen featuring a double oven, vented range hood, dishwasher, refrigerator, and abundant workspace for everyday living and entertaining. A remodeled mudroom and high-speed fiber internet add modern convenience. Outdoor living is where this property truly shines. Magnificent stonework anchors the grounds, including an expansive patio, custom brick pizza oven, outdoor fireplace, brick shower wall, and extensive landscape lighting. An indoor fireplace provides a warm gathering place during New England's cooler months. The private accessory dwelling unit offers exceptional flexibility with its own entrance, balcony, bedroom, living room, ki

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Wildair. Built in 1928, the era of families gathering at expansive summer residences to enjoy each other's company and to commune with nature, this quintessential shingled seasonal residence of 5 bedrooms with boathouse has been cherished by members of the same family for nearly 100 years. It features over 687 feet of frontage on deep water, 781 acre Nubanusit Lake, the premiere lake in Southern New Hampshire. Much of its shoreland is protected by conservation easements or ownership, as is this property's 25.1 acres. The last house on a privacy ensuring, 3/4 mile long, seasonal driveway shared by 5 owners. the property is an oasis of peace. Live outside on the 12' x 47' + 12' x 18' wraparound screened porch. Gather the family in the 29' living room in front of the massive wood burning hearth (the chimney was serviced this spring) for game night and story telling. Around the corner is an office for staying connected - the property has high speed internet! There's room for everyone aroun

The Hutchinson House, a historic home on the National Register of Historic Places, is a rare find. This beautiful home combines the symmetrical balance of Federal style with the elegant proportion of Georgian design. Featuring authentic Moses Eaton Jr. stenciling, this 1805 home has a rich history and classic New England charm. The property includes over 4,200 square feet of well preserved living space, an attached two car garage with a large heated second story workshop, a striking two-story Victorian horse barn, as well as a screened-in porch and landscaped grounds. The home features beautiful historic details, such as wide pine flooring, period woodwork, and original mantels. The floor plan includes a formal dining room and library, perfect for entertaining, as well as a country kitchen and multiple cozy living spaces for everyday life. Each of the 3 bedrooms has ample light and views of the surrounding land. This property offers a peaceful retreat in a quiet rural setting, just min

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank