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luxury houses for sale Cheshire County, United States

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House with garden and terrace Marlborough (United States)

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 the floors, upgraded with septic and water, in a once-in-a-lifetime chance to preserve barn history. The mature maple-lined driveway leads in from a state route and a local road. 30+ acres are divided between open, flat fields and mature woodland, laced with walking paths, a goldfish pond, an antique silo, a glass greenhouse, and raised beds. Keene: 10 min , Manchester Airport: ~1 hr , Boston: approx. 2 hrs , NYC: approx. 4.5 hrs 18th-century New Hampshire heritage, ready for its next chapter.

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$1,595,000
524m²
5bedrooms
4bathrooms

By Annonceur International

45
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House Stoddard (United States)

Exceptional lake living where there is something undeniably magical about life here on Highland Lake in Stoddard, NH. This delightful retreat is located on a private cove at the water's edge of the 7 mile long Highland Lake. At the end of a private road, this three-bedroom property offers a wonderful blend of comfort, privacy, and waterfront living. Thoughtfully redesigned in 2017, the home invites you to step onto the wrap-around deck, where lake views unfold at every turn. From there, enter the vaulted living and dining area, where the expansive windows frame an incredible view of Highland Lake.The fully renovated kitchen is next to the 1st floor family room, laundry-mudroom and an office space. The second floor provides 2 lovely charming bedrooms and a bath.The best is yet to come a lovely, landscaped yard with steps to the year-round dock. Swim in the lake and fish off the dock and enjoy other waterfront activities. Sit on the deck to enjoy the amazing sunsets. A 2-car detached garage with attached workshop is on the large separate abutting lot.Stoddard is the home of Pitcher Mountain; a small rural community with a commitment to conservation. Forty-acre Little Big Forest recently acquired by the town abuts this property.The property offers access to other surrounding towns for shopping and cultural and outdoor pursuits. There is too much to describe come visit this incredible home. OPEN HOUSE Saturday Oct 3rd, 1-3PM

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$935,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

46

House with garden Jaffrey (United States)

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 Monadnock State Park, Thorndike Pond with its beach and boat launch, and four-season recreation like golf, cross-country skiing, hiking, fishing, and more. Nearby restaurants and cultural offerings, including the Park Theatre in downtown Jaffrey, make it easy to enjoy the character and amenities of the Monadnock region while maintaining the unhurried pace of country living. And when autumn arrives, the setting becomes extraordinary, with Mount Monadnock and the surrounding landscape transformed by brilliant foliage, creating a spectacular backdrop to call your own. Shown by appointment.

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$559,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden Jaffrey (United States)

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 air, and HVAC systems that allow for expansion. Outside, established gardens, fruit trees, berry bushes, raised beds, and trellises create a productive and inviting landscape. The abutting meadow brings wildlife to your doorstep, and nearly 800 acres of Pearly Lake Wildlife Management Area lie just across the road, offering four-season opportunities to explore. A well crafted home in a remarkable natural setting, with room to enjoy today and possibilities for tomorrow. Jaffrey offers a four-season lifestyle, with hiking and outdoor recreation, local arts and cultural offerings, and the shops, restaurants, and amenities of the beautiful Monadnock region. A pleasure to show!

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$720,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

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50
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House Stoddard (United States)

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 equipment. Offered mostly furnished, including the dock, this home is ready to enjoy from day one. Spend your days boating, kayaking, fishing, or swimming from your private waterfront, then explore Island Pond's undeveloped islands or gather around the lakeside fire pit beneath the stars. Whether you are searching for a year-round residence or a private retreat, this distinctive waterfront property is an ideal setting for lake living, entertaining, and creating lasting memories.

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$1,249,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50
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House with garden Marlborough (United States)

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 craftsmanship, quality materials, and modern systems of a home built in 2006. Constructed of stone, brick, timber, and glass, the homes thoughtful design and exceptional finishes create a distinctive sense of permanence and character without the upkeep of an antique property. Soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshires 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, rich wood flooring, and substantial timber details extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for enjoying mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. This grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough, Keene, and nearby communities known for dining, arts, and cultural offerings.

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$1,190,000
4bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

49

House Harrisville (United States)

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 find at this price. Harrisville is known for its preserved historic village, scenic lakes and ponds, hiking trails, and timeless New England character, all just a short drive from Peterborough, Keene, and other nearby conveniences.Bring your vision, your ideas, and your toolbox. This property is a true diamond in the rough, offering the kind of potential that's becoming increasingly difficult to find in today's market. Property is for sale as is.Showings begin Saturday August 1 open house 10-12pm

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$449,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House Nelson (United States)

"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 around the dining room table in front of a second fireplace and viewing the lake through the screened porch. A butler's pantry with sink and dishwasher connects to the kitchen. In place but no longer used are the Glenwood woodcookstove and the old wooden front ice boxes. The soapstone sink, wood countertops and built in hutch are in use. Off the back hall is a utility room, shower bath, and sleeping porch. Upstairs are two primary bedrooms, three twin bedded rooms and a hall bath. Each bedroom has its own sink! Electrical service, plumbing and the septic system were updated 25-30 years ago. Water is from the lake. The boathouse at the water's edge has a rec room or overflow sleeping space on the second floor. Storage for boats and outdoor accessories are on the ground floor, which opens to a huge top deck surrounded by a lower deck for swimming and boat launching. Outbuildings include a woodshed and a former ice house, now used for storage. Be Wildair's next stewards.

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$2,950,000
5bedrooms
2bathrooms
land 25m²

By Four Seasons Sotheby's International Realty

50
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House with garden Jaffrey (United States)

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 effortless, allowing you to take full advantage of everything Lake Contoocook has to offer, from summer cruises and watersports to peaceful early morning paddles.Whether you're looking for a year-round residence or a place where generations can gather and create lasting memories, this home offers an exceptional combination of comfortable living and one of the Monadnock Region's most desirable lakefront settings. Opportunities to own this much sandy frontage with panoramic sunset views on Lake Contoocook are increasingly rare. Open house Saturday August 22, 12-2

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$1,225,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

35

Property Marlborough (United States)

A rare opportunity for investors and owner-occupants alike in Marlborough, New Hampshire. Built in 2004, this four-unit apartment building offers immediate income with outstanding long-term investment potential. Set in a peaceful country setting just minutes from Route 101 and Keene, the property has the advantages of newer construction in a location with consistent rental demand. Each of the four apartments features a desirable two-bedroom layout, ample parking, a shared deck and porch, and the efficiency of a Buderus boiler. Live in one unit while generating income from the others, or add a well-maintained multifamily property to your investment portfolio. Private well and public sewer. There is also an outbuilding that can be used for storage or a workshop. Residents enjoy all that the Monadnock Region has to offer, including nearby hiking and outdoor recreation, scenic lakes and trails, an authentic small-town atmosphere, and convenient access to shopping, healthcare, dining, and entertainment.

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$650,000

By Four Seasons Sotheby's International Realty

37
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House Dublin (United States)

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 garage with apartment above and a historic barn... In addition to its appeal as a one-of-a-kind grand residential estate, Knollwoods 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.

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$5,999,000
13bedrooms
10bathrooms

By Four Seasons Sotheby's International Realty

50

House Alstead (United States)

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 minutes from trails, lakes and nearby village centers. Dont miss this unique property!

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$799,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

40

House with garden Dublin (United States)

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 stroll to Dublin Lake and golf is right down the road. Surrounded by conservation land, you are assured your privacy.

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$795,000
3bedrooms
5bathrooms
land 4.3ha

By Four Seasons Sotheby's International Realty

30

House Winchester (United States)

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 two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

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$3,995,000
476m²
4bedrooms
1bathroom

By Annonceur International

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