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luxury houses for sale Cheshire County, United States

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30

House with garden and terrace Dublin (United States)

One of New England’s most storied estates — Knollwood — now represents a rare and 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 atop 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.

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$5,999,900
1,351
13bedrooms
9bathrooms

By Annonceur International

50

House with garden Dublin (United States)

Set amid the natural landscape of Dublin, this well-maintained 3-bedroom, 3-bath Colonial is privately sited on 2.03 acres and allows for both entertaining and quiet daily living. Summer unfolds easily from the three-season sun porch to the expansive wraparound deck, extending the living spaces outdoors and overlooking the peaceful wooded setting. A hot tub adds another place to unwind and enjoy the surroundings. Inside, the home features a traditional layout with well-proportioned rooms throughout. The formal living room opens directly to the deck, while a separate dining room and generously sized family room with vaulted ceilings, a wood stove, and hearth create inviting gathering spaces. The family room also offers direct access to the back deck. An updated kitchen with added French doors and a new electric range, along with a half bath and first-floor laundry room, complete the main level. Upstairs, the spacious primary suite includes a walk-in closet, complemented by two additional bedrooms and a hallway bath. A substantial list of owner improvements reflects careful stewardship and long-term maintenance, including a brand-new hot water heater, updated well pump and pressure tank, drainage system, and a dual-fuel furnace. Additional enhancements include replacement windows and patio doors, updated garage doors, and improved attic insulation for greater energy efficiency. Outside, natural stone steps, a gardening shed, wood storage, and striking glacial erratics lend a quiet sense of place and reinforce the propertys understated New England character. Located just west of Peterborough and convenient to Keene, the home offers easy access to shopping, schools, healthcare, and the cultural and outdoor amenities of the Monadnock region, including the historic Dublin Lake area. A carefully maintained property in one of southwestern New Hampshires most established scenic communities. *Seller is a licensed NH real estate broker. Seven photos virtually staged.

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$625,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden Harrisville (United States)

WATER VIEWS! Located directly across the street from 138-acre Harrisville Pond, this charming bungalow enjoys sweeping water views without the higher tax burden often associated with direct waterfront ownership. Perfect as a year-round home or weekend retreat, the property has been thoughtfully updated. A large front deck overlooks the pond, while established flowering perennials, a vegetable garden, and a fire pit create inviting outdoor living spaces. The remodeled kitchen features a farmhouse sink, striking stone countertops, soft-close cabinetry, pantry storage, stainless steel appliances, and a gas range. Cathedral ceilings with skylights brighten the living room, where hardwood flooring, a propane fireplace, and sliding glass doors create a warm and welcoming atmosphere. The primary suite includes blackout shades and opens to a paneled, insulated porch designed to take full advantage of the views. Additional improvements include fresh interior paint, cedar shingles, gutters, a crushed-stone driveway, a newer washer and dryer, and sustainable features such as a compost enclosure, a clothesline, partial fencing, and a water filtration system. The lower level offers a cozy guest room, a half bath, a utility room, and a one-car garage with an automatic opener and a workbench area. Move-in ready and close to the preserved red-brick mills and the timeless village center of Harrisville, this property offers the rare opportunity to enjoy scenic pond views, small-town New England charm, and one of the lowest tax towns in Cheshire County.

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$550,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
20

House Chesterfield (United States)

Major Price Drop! This delightful, cozy and turn key country home offers practical and attractive interior space including such exciting features as updated kitchen and bathrooms, hardwood flooring, mini-split air conditioning and a lovely lower level renovated to include a third bedroom, office, large bath and laundry. The property is conveniently located on a rise of land above Rt. 9 and accessed by a shared driveway, within a short drive to crystal clear Spofford Lake and an easy commute to Keene, NH or Bratteboro, VT. A most desirable personal home...available at a great value price!

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$335,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

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50

House with garden and terrace Rindge (United States)

Set on just over two acres in Rindge, this thoughtfully designed four-bedroom, four-bath home blends craftsmanship, comfort, and versatility in a setting that feels both private and welcoming.From the moment you arrive, the stonework sets the tonebeautifully executed along the exterior and carried through to the living room fireplace, where it creates a warm and inviting focal point. Inside, the home offers a natural flow with spaces that feel both open and comfortable, ideal for everyday living as well as gathering with friends and family. A first-floor sauna adds a relaxing, spa-like retreat right at home.The outdoor living here is exceptional. A freestanding pizza oven anchors the space, complemented by a striking outdoor fireplace that invites long evenings under the stars. Whether hosting or simply enjoying a quiet night, the grounds have been designed to make the most of every season.An attached accessory dwelling unit offers flexibility rarely found, complete with its own private entrance, one bedroom, living room, kitchen, laundry, and a balcony patioperfect for guests, extended family, or additional living options.In addition to the two-car garage, a separate garage provides even more versatility, featuring a finished hangout space well-suited for movie nights, a game room, or a private home office. With its own patio and privacy fence, it offers a tucked-away retreat apart from the main home.A property that balances comfort, function, and thoughtful detail throughout.

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$749,500
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
35

House Dublin (United States)

Move right into this charming Dublin Colonial where comfort, character, and room to breathe come together. Relax on the welcoming front porch, entertain on the back deck, or enjoy the spacious yard with plenty of room to garden, play, or simply take in the peaceful setting. Inside, the thoughtfully designed first floor offers warm, inviting spaces including a country kitchen with breakfast nook, fireplace sitting area, formal dining room, additional living room, and convenient half bath.Upstairs, three bright, generously sized bedrooms offer plenty of closet space, including a primary suite, while second-floor laundry adds everyday ease. A walk-up attic provides exceptional storage, and the partially finished lower level with epoxy floors creates flexible bonus space for a gym, studio, or recreation room. Recent updates include radon air and water mitigation systems and a new hybrid electric water heater for added efficiency and peace of mind. Completing the property is a high-posted two-car garage with excellent storage potential. A classic New England home offering space, versatility, and the rural lifestyle.Open House Saturday May 2, 11-12:30

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$565,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
38

Contemporary house with pool and garden Rindge (United States)

Road's End.. set at the end of a gravel drive on the most sought after section of clear 594 acre Lake Monomonac, is this distinguished contemporary waterfront home, available for the first time in over 20 years. The dramatic contemporary interior offers unobstructed views of the lake and mountains beyond from its private open lawn setting with beautifully developed waterfront including sandy beaches, docks and picnic areas. The expansive interior (4 bedrooms, 3 and 1/2 baths and fireplace hearth) includes such exciting features as first level owners bedroom suite with spa bath, efficient geo-thermal heating and cooling, a large gourmet kitchen, vaulted ceiling family room and attached three car garage. The lower level offers walk out access to the rear lawn and waterfront and includes an additional bedroom and full bath, party kitchen, open concept recreation room/office with dining area and woodstove hearth and screened porch. Additional utility area and 4th garage bay complete the picture. A rare find indeed...in a prized location on a full recreational lake set just minutes from the Massachusetts border. So close...and yet a world away!

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$1,800,000
4bedrooms
4bathrooms

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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$825,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
38

House with garden Keene (United States)

Vintage meets modern in this charming, sun filled Mid-Century ranch, located in one of Keene's most desirable rural neighborhoods, just minutes to commuter routes and downtown. All the bells and whistles are here: single level living, all new energy efficient Bosch appliances, systems upgrades, a fenced back yard, extensive decking, professional landscaping and accessory shed. Even a Sunshine clothes line! The private level lot, with a mix of lawn and woods adds to this homes possibilities. An ADU? A hobby farm with a few goats and chickens? A greenhouse to take advantage of the sunny yard? Let your imagination run wild! This is a loved and lovely house waiting for new memories to be made. Call for a tour today!

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$495,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

10

House with terrace Rindge (United States)

The seller can accommodate a quick closing so you can plan your summer here, complete with your Fourth of July celebration on Lake Monomonac, where fireworks, boat parades, and unforgettable sunsets create memories that last a lifetime! This exceptional year-round waterfront retreat offers the ultimate in luxury lake living with a rare combination of quality construction, meticulous maintenance, and effortless indoor-outdoor entertaining. Set on the shores of one of southern New Hampshire's most sought-after lakes, this beautifully designed home offers nearly 5,000 SF of finished living space with expansive southwest-facing lake views, magnificent sunsets, and a stunning sandy beach. Built with maintenance-free materials for easy living, the home reflects quiet sophistication and pride of ownership throughout. Designed for entertaining, the property features an outdoor gourmet summer kitchen beneath a pergola, a gas fire pit, a dock, and multi-level composite decking, creating the perfect setting for lakeside gatherings from sunrise to sunset. Oversized windows throughout the home capture breathtaking water views and fill the living spaces with natural light. The main-level primary suite offers a luxurious private retreat with radiant heat, a whirlpool tub, a custom shower, and dual closets. Additional highlights include a custom home theater, a Kohler steam shower, two interior kitchens featuring three ovens and two refrigerators, a separate guest apartment ideal for extended stays or multigenerational living, an alarm system, irrigation, an energy-efficient Buderus boiler, and a Generac whole-house generator. Whether boating, swimming, entertaining, or simply relaxing at the water's edge, this pristine waterfront home delivers an unmatched four-season lifestyle. It is located just 1 hour from Manchester-Boston Regional Airport, 1 hour and 20 minutes from Boston Logan International Airport, and 4 hours from New York City.

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$2,145,000
442
3bedrooms
2bathrooms

By Annonceur International

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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$4,250,000
476
4bedrooms
1bathroom

By Annonceur International

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