Cheshire County NH Homes for Sale

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  /33

  $698,000

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  39 Headlands Rd, Winchester, NH 03470

  Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of

  Nancy Panza BHG Masiello Keene

  39 Headlands Rd, Winchester, NH 03470
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  /23

  $192,500

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  40 Pine St, Hinsdale, NH 03451

  Easy living! Brand new and squeaky clean! Nice park location facing the woods, with a covered porch and a deck for sun or shade. Primary is set away from the others with its own bath for maximum privacy. Laundry in utility room so you can shut the door and forget it! Huge living room can accommodate lots of friends for movie night! This is a sweet one. Buyers must meet park approval and there are

  Christine Lewis Brattleboro Area Realty

  40 Pine St, Hinsdale, NH 03451
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  /58

  $610,000

  • 5 Beds
  • 2.5 Baths
  • 3,564 Sq Ft

  137 Prescott Rd, Jaffrey, NH 03452

  Nestled in the heart of New Hampshire’s beloved Monadnock Region, this remarkable circa 1830 Colonial blends rich history, timeless craftsmanship, and breathtaking natural beauty into one extraordinary offering. Set against the backdrop of iconic Mount Monadnock views and overlooking a tranquil mill pond and brook, the property captures the very essence of classic New England living.A rare

  Dean Deschenes Arris Realty

  137 Prescott Rd, Jaffrey, NH 03452
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  /48

  $525,000

  $15K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 2,341 Sq Ft

  481 Lower Jaffrey Rd, Dublin, NH 03444

  Price adjustment = amazing opportunity! Welcome to your quintessential New Hampshire retreat in the heart of Dublin. Set on a peaceful and private 2-acre lot in the highly desirable Monadnock region, this spacious dormered Cape offers the perfect blend of country charm, flexibility, and everyday comfort. Designed to accommodate a variety of lifestyles, the home features a versatile floor plan

  Holleigh Tlapa EXP Realty

  481 Lower Jaffrey Rd, Dublin, NH 03444
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  /23

  $765,000

  • 9 Beds
  • 7 Baths
  • 4,139 Sq Ft

  101 Main St, Jaffrey, NH 03452

  Incredible Investment Opportunity! 7 unit building, (5 one-bedrooms, 2 two-bedrooms) all units currently occupied. Nice central in-town location, close to schools, shopping and dining. Large barn on property for potential additional rental income. Nice yard and large parking area.

  Phillip MacArthur 603 Birch Realty, LLC

  101 Main St, Jaffrey, NH 03452
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  /40

  $424,999

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  31 Trowbridge Rd, Keene, NH 03431

  Welcome to 31 Trowbridge Rd in Keene! This charming 1968 raised ranch blends classic character with modern updates. Offering 1,920 total structurearea on a 0.49-acre lot, this home is perfect for families, entertaining, or enjoying a peaceful retreat. It features 3 bedrooms, 1.5 baths, and a partially finished walk-out basement ideal for a guest room, office, gym, or hobby space. Recent

  Derek Greene Derek Greene

  31 Trowbridge Rd, Keene, NH 03431
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  /60

  $459,900

  • 4 Beds
  • 1.5 Baths
  • 2,252 Sq Ft

  62 Parker St, Winchester, NH 03470

  A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the

  Emily Lagerberg R.H. Thackston & Company

  62 Parker St, Winchester, NH 03470
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  /2

  $10,900

  • Land
  • 16,552 Sq Ft
  • $28,684 per Acre

  48 Activity R, Richmond, NH 03470

  Indalina Lopez Real Broker MA, LLC

  48 Activity R, Richmond, NH 03470
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  /60

  $4,250,000

  • 4 Beds
  • 5.5 Baths
  • 5,120 Sq Ft

  398 Scofield Mountain Rd, Winchester, NH 03470

  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

  Susanna Corriveau Coldwell Banker Realty Bedford NH

  398 Scofield Mountain Rd, Winchester, NH 03470
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  /28

  $105,000

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft

  74 Fern Cir, Fitzwilliam, NH 03447

  Hitting the market early in the season, this is a rare opportunity to complete renovations and still enjoy the summer ahead. Tucked along the shores of Sip Pond within the private, gated Woodbrook Camp & Tennis Club, where you own your home and the land, this seasonal community offers a peaceful, retreat-like setting. This 2-bedroom, 1-bath home is being sold as-is in its current unfinished

  Amanda Jenkins EXP Realty

  74 Fern Cir, Fitzwilliam, NH 03447
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  /33

  $599,900

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,652 Sq Ft

  37 Old Route 12 N, Westmoreland, NH 03467

  Welcome to this fabulous contemporary home set on 2.3 scenic acres with beautiful views in highly desirable Westmorland, NH. This striking post-and-beam residence, built in 2004, showcases soaring cathedral ceilings, exposed beams, and gleaming hardwood floors throughout.Designed for both comfort and flexibility, the home features a first-floor bedroom and 3-1/2 baths. The spacious primary

  Nancy Proctor BHG Masiello Keene

  37 Old Route 12 N, Westmoreland, NH 03467
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  /41

  $605,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,398 Sq Ft

  24 Sawyers Crossing Rd, Swanzey, NH 03446

  Step into a quieter chapter of time with this captivating circa 1850 Colonial, where enduring craftsmanship and country ease settle gently into place. Set on expansive acreage, the home unfolds with the kind of character that cannot be replicated—wide plank floors, exposed beams, and the quiet presence of history in every room.At its heart, inviting living and dining spaces are anchored by

  Christine Houston Greenwald Realty Group

  24 Sawyers Crossing Rd, Swanzey, NH 03446
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  /12

  $135,000

  • Land
  • 26.8 Acres
  • $5,037 per Acre

  0 Mansfield Rd Unit Map 203 Lot 70, Marlow, NH 03456

  This surveyed 26.8 wooded lot has 1500 feet of road frontage on a class VI road that is in very good condition. Traversed by a brook, the property begins at the end of the class 5 portion. This piece is ideal for recreational activities, hiking, hunting, wood management and more. Snowmobile trails are close by as well as numerous rural NH activities. You can build a seasonal or year-round home

  Janet McEwen Four Seasons Sotheby's International Realty

  0 Mansfield Rd Unit Map 203 Lot 70, Marlow, NH 03456
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  /26

  $295,000

  • 4 Beds
  • 2 Baths
  • 1,493 Sq Ft

  19 Back Ashuelot Rd, Winchester, NH 03470

  Do you have a home business and are looking to relocate? This could be your opportunity to live where you work on a nice lot with a fenced-in dog yard bordering a pasture that has horses you can watch. This is a mobile home with an addition on stilts, so you have a storage area underneath. If you boxed it all in, it would create a space similar to a basement. Comes with a newer shed. Easy commute

  Julie Emerson EXP Realty

  19 Back Ashuelot Rd, Winchester, NH 03470
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  /9

  $350,000

  • Land
  • 2.09 Acres
  • $167,464 per Acre

  244 Mountain Rd, Chesterfield, NH 03443

  This 2 plus acre WATERFRONT building lot is perched on the banks of the Connecticut River and offers outstanding views of the river to the south and hills of VT to the west. It has many of the most sought-after attributes for those of us who appreciate privacy and natural beauty. Located at the absolute end of a town-maintained gravel road, this is truly a special spot. The property has

  Chris Long BHG Masiello Brattleboro

  244 Mountain Rd, Chesterfield, NH 03443
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  /36

  $170,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  18 Lakeside Dr, Fitzwilliam, NH 03447

  Get an early start to enjoy life at Woodbrook and make the most of every moment! Woodbrook is a gated three-season condo recreational community in the town of Fitzwilliam in the wonderful Monadnock Region of Southern NH. Move-in-ready this well-maintained furnished unit is in a less-traveled area and offers low-maintenance one-floor living. Outside is an attractive level lot with water views for

  Gail Therriault HKS Associates, Inc.

  18 Lakeside Dr, Fitzwilliam, NH 03447
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  /51

  $539,900

  • 5 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  231 Chesterfield Rd, Hinsdale, NH 03451

  Welcome to this spacious five-bedroom, three-bath New England home offering the perfect blend of charm, versatility, and opportunity. Nestled on a picturesque lot with rolling hills and peaceful surroundings, this property provides the ideal setting for those looking for room to grow, entertain, or simply enjoy the beauty of country living. Thoughtfully designed with flexibility in mind, the

  Megan Manley North New England Real Estate Group

  231 Chesterfield Rd, Hinsdale, NH 03451
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  /60

  $1,550,000

  • 5 Beds
  • 5 Baths
  • 5,871 Sq Ft

  101 Highland Cir, Swanzey, NH 03446

  Set atop a majestic, private setting with sweeping views—including a stunning balcony vista of Mt. Monadnock—this exceptional 5-bedroom home in Swanzey offers the perfect blend of elegance, comfort, and quality craftsmanship. Designed for both everyday living and entertaining, the home features multiple inviting gathering spaces, from the sun-drenched sunroom to the beautifully appointed living

  Josh Greenwald Greenwald Realty Group

  101 Highland Cir, Swanzey, NH 03446
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  /51

  $540,000

  • 2,226 Sq Ft

  84 Elm St, Keene, NH 03431

  Welcome to 84 Elm Street, an exceptional two-family property offering flexibility, charm, and income potential, just a five-minute walk from bustling downtown Keene. Whether you're looking to owner-occupy while offsetting your mortgage, or need a smart layout for multi-generational living, this home is ideally suited for both. Each unit provides comfortable, separate living spaces, while the

  George Hansel H. G. Johnson Real Estate

  84 Elm St, Keene, NH 03431
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  /29

  $299,999

  • Land
  • 2.02 Acres
  • $148,514 per Acre

  Lot 32 B N Main St, Troy, NH 03465

  Positioned in the Highway Business District of Troy, this surveyed 2-acre parcel offers a clean, buildable commercial site with direct access and strong visibility along a well-traveled route. The property features an established gravel driveway and favorable sandy loam soils, supported by a successful perc test, helping to streamline the path to development. Troy’s location along a key corridor

  Lily Gautot Greenwald Realty Group

  Lot 32 B N Main St, Troy, NH 03465
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  /53

  $738,500

  $51K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  626 Granite Lake Rd, Nelson, NH 03457

  Sunny Granite Lakefront Retreat—Turnkey and Ready for SummerWelcome to lake life on New Hampshire’s coveted Granite Lake! Built in 2009 and drenched in natural light, this immaculate home delivers 60 feet of sparkling waterfront, a big entertainer’s deck for sunset hangs, and a roomy dock for your boat. Inside, an open, airy layout flows from the kitchen/dining area to a front living room

  Robin Smith BHG Masiello Keene

  626 Granite Lake Rd, Nelson, NH 03457
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  /8

  $339,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  135 Athol Rd, Richmond, NH 03470

  BRAND NEW EVERYTHING! NEW Roof, NEW Siding, NEW Kitchen, NEW Appliances, NEW Bathroom, GARAGE and more! OPEN HOUSE 5/31 10:30AM-12:30PM Some images have been virtually staged.

  Tyler Richer AmeraBay

  135 Athol Rd, Richmond, NH 03470
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  /60

  $899,000

  $51K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  14 Loyd Ln, Harrisville, NH 03450

  Perched on 2.3 acres overlooking the serene waters of Skatutakee Lake in historical Harrisville, you will find this charming year-round chalet built in 2020 with 234 ft of exclusively owned water frontage! This home is thoughtfully designed with no detail overlooked. This home offers plenty of natural light, a cathedral ceiling, an open concept floor plan, views of the lake from every floor, and

  Abby Fino

  14 Loyd Ln, Harrisville, NH 03450
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  /18

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft

  33 Andel Ave, Rindge, NH 03461

  Welcome to a showpiece in Rindge—an almost-new custom farmhouse that delivers the space and upgrades you hoped for. This 4-bedroom, 3.5-bath home offers an expansive, open layout where the kitchen, dining, and living areas connect beautifully. The heart of the home is a stunning gourmet kitchen featuring premium appliances, an oversized island with seating, abundant prep space, and a walk-in

  Carolyn Spector Keller Williams Realty-Merrimack

  33 Andel Ave, Rindge, NH 03461
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  /48

  $399,900

  • 2 Beds
  • 1 Bath
  • 1,352 Sq Ft

  544 Turnpike Rd, Jaffrey, NH 03452

  CAPE ON 12 ACRES +/-! This cozy Cape style home, circa 1930's with numerous modern renovations, is being offered for the first time in 50+ years. The front portion of the house has a sitting room with woodstove, two bedrooms and a 3/4 bath with tub. The kitchen features oak cabinets, handsome built-ins, stove, refrigerator, and dishwasher. Toward the rear of the house, you'll find a bright dining

  Marc Tieger Tieger Realty Co. Inc.

  544 Turnpike Rd, Jaffrey, NH 03452
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  /8

  $1,500,000

  • 4,664 Sq Ft

  90 Monadnock Hwy, Swanzey, NH 03446

  Don’t miss this unique 13-unit multifamily property just a short drive to downtown Keene. Set on 1.7 acres, this property stands out in the market by offering tenants individual, standalone cabin-style homes—providing privacy and a neighborhood feel rarely found in rental properties. The property will be fully occupied as of July 2026 and will offer a strong 8.7% CAP rate, making it an attractive

  George Hansel H. G. Johnson Real Estate

  90 Monadnock Hwy, Swanzey, NH 03446
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  /24

  $250,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft

  136 River St, Jaffrey, NH 03452

  Welcome to this charming and inviting home! The main level features an eat-in kitchen, a dedicated dining area, a comfortable living room, two bedrooms, a full bath, and an additional 3⁄4 bath for added convenience. The lower level offers great flexibility with two bonus rooms—perfect for a home office, guest space, or hobby area—along with a laundry room and utility room. Enjoy the spacious

  Charlotte Marrocco-Mohler BHHS Verani Nashua

  136 River St, Jaffrey, NH 03452
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  /38

  $469,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  6 Ashley Ave Unit 28, Hinsdale, NH 03451

  Enjoy the ease of one-level living in this thoughtfully designed ranch, set in a quiet new home community. The open-concept kitchen and living area create a welcoming space for gathering and everyday living, while the primary suite is tucked away for privacy, featuring a walk-in closet and a 3⁄4 bath. Two additional bedrooms and a guest bath are located on the opposite side of the home, making

  Kim Curry BHG Masiello Keene

  6 Ashley Ave Unit 28, Hinsdale, NH 03451
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  /12

  $750,000

  • Land
  • 16 Acres
  • $46,875 per Acre

  00 Forest Rd Unit 11, 70,69, Alstead, NH 03602

  Amazing 16 acres in 3 lots abutting Lake Warren on a point. Lots of old growth woods on property. surveyed in a few different maps. Build your private waterfront retreat with water views or build close to road with private access to the Lake. Lovely stone walls, mature plantings.

  Cynthia Westover Galloway Real Estate LLC

  00 Forest Rd Unit 11, 70,69, Alstead, NH 03602
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  /60

  $749,500

  • 4 Beds
  • 3.5 Baths
  • 2,643 Sq Ft

  803 Nh Route 119, Rindge, NH 03461

  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 tone—beautifully executed along the exterior and carried through to the living room fireplace, where it creates a warm and inviting focal point. Inside,

  Michelle Carter Four Seasons Sotheby's International Realty

  803 Nh Route 119, Rindge, NH 03461
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  /24

  $100,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 803 Sq Ft

  60 Fern Cir, Fitzwilliam, NH 03447

  Welcome to Woodbrook Camp and Tennis Club on Sip Pond in Fitzwilliam, NH where you own the home and the land it’s on! Woodbrook is the place where you can relax and enjoy all that the great outdoors has to offer. This well-cared-for home can be yours starting this summer! While you may never leave the huge front yard there are two bedrooms (one with a separate entrance!) and two bunk beds. The

  Shane Moynihan Realty One Group Next Level

  60 Fern Cir, Fitzwilliam, NH 03447
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  /13

  $180,000

  • Land
  • 5.87 Acres
  • $30,664 per Acre

  Map 12 Lot 76-2 Walpole Valley Rd, Walpole, NH 03608

  Set on 5.87 acres, this beautiful parcel offers a wonderful blend of open land and wooded surroundings-perfect for those looking to build in a peaceful, natural setting. The front portion of the property features a level, open field ideal for a homesite, gardens or outdoor living, while the perimeter is framed by a mix of mature trees providing privacy and scenic backdrop. Toward the rear of the

  Kathryn Beam Galloway Real Estate LLC

  Map 12 Lot 76-2 Walpole Valley Rd, Walpole, NH 03608
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  /18

  $210,000

  • Land
  • 7.53 Acres
  • $27,888 per Acre

  Map 12 Lot 76-1 Walpole Valley Rd, Walpole, NH 03608

  Discover the perfect blend of open space and natural beauty on this 7.53 acre parcel, ideally suited for your dream home or private retreat. The front of the property offers a gently rolling, open and level field-ideal for building, gardening or simply enjoying expansive views of your surroundings. Toward the back, the land transitions into a peaceful wooded backdrop, creating a sense of privacy

  Kathryn Beam Galloway Real Estate LLC

  Map 12 Lot 76-1 Walpole Valley Rd, Walpole, NH 03608
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  /41

  $389,999

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  26 Mechanic St, Winchester, NH 03470

  Beautifully renovated while still full of warmth and character, this Winchester home offers the perfect blend of modern updates and timeless charm. Completely rebuilt and thoughtfully redesigned, this property features new framing, new insulation, new plumbing, a new furnace, new roof, new siding, new windows, all new appliances, and new 200 amp electrical service with a second-floor subpanel for

  Kristen Daigle HKS Associates, Inc.

  26 Mechanic St, Winchester, NH 03470
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  /8

  $90,000

  • Land
  • 4.98 Acres
  • $18,072 per Acre

  90 Old Swanzey Rd, Winchester, NH 03470

  What a place and opportunity to build your new home!!! Just under 5 acres of land, situated on a country road yet minutes to amenities is where you can settle down and be home!!! Multiple spots on the lot that could work for a home. Options are endless!!!

  Emily Lagerberg R.H. Thackston & Company

  90 Old Swanzey Rd, Winchester, NH 03470
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  /24

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  46 Pleasant St, Hinsdale, NH 03451

  Welcome to this beautifully maintained corner-lot home in Hinsdale, where comfort, functionality, and thoughtful updates come together seamlessly. From the moment you arrive, you’ll appreciate the inviting atmosphere, abundant natural light, and well-designed layout that makes this home truly special. Step inside through the practical mudroom offering easy access to the oversized one-car garage,

  Megan Manley North New England Real Estate Group

  46 Pleasant St, Hinsdale, NH 03451
• 

  

  /40

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  162 Hurricane Rd, Keene, NH 03431

  Property available for showings again - buyer's house didn't sell. Designer sophistication meets pastoral serenity. Surrounded by a tapestry of established farmland and organic gardens, this sun-drenched residence blends "designer flare" with timeless country charm. At the heart of the home, a gourmet galley-style kitchen features sleek black granite counters and a marble backsplash, all

  Norma Couture BHG Masiello Keene

  162 Hurricane Rd, Keene, NH 03431
• 

  

  /22

  $319,000

  • 3 Beds
  • 1.5 Baths
  • 1,805 Sq Ft

  7 Purcell Rd, Ashuelot, NH 03441

  Roomy, solidly built Post & Beam home awaits your tasteful touches and TLC! Enter this center-foyer cape by way of the spacious front covered porch built to enjoy many of our glorious New England seasons. Inside, the three main first-floor rooms offer options for living, dining, family room or den. A sizeable room off the kitchen can store all that seasonal gear or remain a walk-in pantry. Brand

  Barbara Cleveland Century 21 Highview Realty

  7 Purcell Rd, Ashuelot, NH 03441
• 

  

  /54

  $1,860,000

  • 5 Beds
  • 7 Baths
  • 4,621 Sq Ft

  15 Old Stage Rd, Langdon, NH 03602

  Set on 10 private acres, near Walpole, with spectacular mountain views extending to the Green Mountains of VT and beyond, this stunning home is designed for effortless living and entertaining. Offering 5 bedrooms, including 3 with breathtaking mountain views, the home features a spacious primary suite with luxurious ensuite bath and custom walk-in closet. The chef’s kitchen, facing the mountain

  Tess Crane-Stenslie Keller Williams Realty-Metropolitan

  15 Old Stage Rd, Langdon, NH 03602
• 

  

  /9

  $199,900

  • Land
  • 3.21 Acres
  • $62,274 per Acre

  0 Barnett Hill Rd Unit 46-1, Walpole, NH 03608

  Spectacular open corner lot with westerly views. Perfect for circular driveway and walk out basement. Easy back way to Keene on 12A or into the village of Walpole in 5 mins. Onto Route 12 or I91 in 10-15 mins.

  Cynthia Westover Galloway Real Estate LLC

  0 Barnett Hill Rd Unit 46-1, Walpole, NH 03608

Showing Results 81 - 120, Page 3 of 6