Cheshire County NH Homes for Sale

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  /60

  $850,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,583 Sq Ft

  68 Reservoir Rd, Walpole, NH 03608

  Nestled along Reservoir Road, one of Walpole’s most scenic and desirablestreets, this 4-bedroom, 3.5 bath home offers a thoughtful blend of character, flexibility, and privacy. Set on a level one-acre lot abutting Reservoir Woods Conservation Land, the property enjoys direct access to 56 acres of walking trails and a peaceful, wooded setting, which is a natural, protected environment. A

  Tracy Nangeroni BHHS Verani Upper Valley

  68 Reservoir Rd, Walpole, NH 03608
• 

  

  

  /53

  $550,000

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft

  65 Nelson Rd, Harrisville, NH 03450

  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

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  65 Nelson Rd, Harrisville, NH 03450
• 

  

  

  /21

  $479,999

  • 4 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  648 Tigola Trail, Stoddard, NH 03464

  Situated in the desirable Hidden Lake Development in low-tax Stoddard, this spacious 4-bedroom, 2-bath home sits on 2.9 private acres and offers the perfect blend of comfort, privacy, and year-round recreation. Inside, you’ll find plenty of living space for family, guests, or entertaining, while outside the expansive property provides room to relax, garden, or simply enjoy the peaceful natural

  Elisabeth Branch-Guarino EXP Realty

  648 Tigola Trail, Stoddard, NH 03464
• 

  

  

  /15

  $49,000

  • Land
  • 13.1 Acres
  • $3,740 per Acre

  00 Monadnock Hwy Unit 10, Swanzey, NH 03446

  Property is recreational and about 3/4 of a mile in from all entry points, not meant for building, 18 acre wooded lot has not been logged in many years,Plot has many large trees and is very rural, per surveyors affidavit at Cheshire County Registry of Deeds B2943 P55 States Property is 18 acres in 1855 deed. Buyers todo their own due diligence.

  Bob Barnard Monadnock Realty Group LLC

  00 Monadnock Hwy Unit 10, Swanzey, NH 03446
• 

  

  

  /33

  $899,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,559 Sq Ft

  41 Roberts Dr Unit 26, Jaffrey, NH 03452

  Welcome to the newest luxury home now ready for its new owners in Stony Brook Village! The view of Mount Monadnock from nearly every room in the home and deck are outstanding! This home has many extra and unique features such as an oversized slider with accent wall to honor the views, an upgraded kitchen with attractive fixtures and hardware (complete with a drawer microwave as well).The

  Denise Whitney BHG Masiello Peterborough

  41 Roberts Dr Unit 26, Jaffrey, NH 03452
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  /31

  $275,000

  $36K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,397 Sq Ft

  5 Gap Mountain Rd, Fitzwilliam, NH 03447

  Opportunity knocks! This 4-bedroom, 2 full bath Antique Farmhouse is ready for your vision and sweat equity. Being sold as-is, the property currently has no operational utilities and will require renovation and rehab, but offers tremendous potential for the right buyer. The flexible floor plan includes a convenient first-floor bedroom, offering versatility for a variety of living needs.

  Paul Cervone Lamacchia Realty, Inc.

  5 Gap Mountain Rd, Fitzwilliam, NH 03447
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  /58

  $675,000

  $75K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,063 Sq Ft

  401 Alstead Center Rd, Alstead, NH 03602

  New and improved price!!! Set on 6.6 open, flat acres of lush grassland, this historic New England property offers the best of both worlds: timeless character paired with the peace of mind of a concrete foundation poured in 2005. Recently painted exterior siding and shutters create a fresh first impression, while the setting captures everything people love about country living, quiet mornings,

  Cinthia Ulloa Keller Williams Realty-Metropolitan

  401 Alstead Center Rd, Alstead, NH 03602
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  /37

  $375,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,288 Sq Ft

  10 Marlboro Rd, Troy, NH 03465

  Welcome to 10 Marlboro Rd, a captivating single-family residence in the heart of Troy, where classic charm meets unexpected architectural flair. Spanning an impressive 2,288sqft, this expanded two-story home is designed for those who appreciate both space and personality. The journey begins on the main level, which serves as the hub for daily life and entertaining. You'll find a large eat-in

  Breandan Garland Logic Realty, LLC

  10 Marlboro Rd, Troy, NH 03465
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  /60

  $599,950

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,820 Sq Ft

  58 Proctor Rd, Jaffrey, NH 03452

  A fantastic value for a move in ready home! There's a lot to love about this Circa 1780 Colonial set on 3 acres of open land perfect for farming/animals. Thoughtfully updated and structurally restored with an impressive list of renovations and improvements available. This spacious home has been brought up to modern living standards while retaining old world charm featuring a new fully equipped

  Wesley St. Pierre Keller Williams Realty Metro-Keene

  58 Proctor Rd, Jaffrey, NH 03452
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  /10

  $155,000

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,533 Sq Ft

  34 E Lake Rd, Fitzwilliam, NH 03447

  For cash sale or rehab only. property is being sold in "as is" condition.Buyer to do their own due diligence.Lots of potential in this home for the right person.Barn across the street will need to be taken down.

  Henry Whipple EXP Realty

  34 E Lake Rd, Fitzwilliam, NH 03447
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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
• 

  

  /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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  /59

  $599,900

  $10K PRICE DROP

  • 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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  /40

  $399,800

  $50K 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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  /5

  $35,000

  $20K PRICE DROP

  • Land
  • 4.3 Acres
  • $8,140 per Acre

  00 Rd Unit 7, Gilsum, NH 03448

  4.3 acres with long frontage on both Route 10 and Old Marlow Road. Wetlands towards the south part of the property. Ashuelot River goes along one side and Route 10 & Old Marlow Road is on the other side. Very pretty woods. Snowmobile trail goes thru this property. Set up your camper and enjoy the great fishing, kayaking and rowing in the Ashuelot River.

  Cynthia Westover Galloway Real Estate LLC

  00 Rd Unit 7, Gilsum, NH 03448
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  /53

  $575,000

  • 4 Beds
  • 2 Baths
  • 4,239 Sq Ft

  849 Route 10, Gilsum, NH 03448

  Nestled in complete privacy with no neighboring homes in sight, this inviting 4-bedroom, 2 bath home blends warmth, character, and exceptional functionality. The main level features a comfortable living room and a well-appointed kitchen highlighted by beautiful oak cabinets, detailed moldings, and handcrafted woodwork that adds timeless charm throughout.In addition to the main living spaces,

  Cynthia Westover Galloway Real Estate LLC

  849 Route 10, Gilsum, NH 03448
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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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  /39

  $585,000

  $45K 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 by exposed beams, and the quiet presence of history in every room.At its heart, inviting living and dining spaces are anchored by classic fireplaces,

  Christine Houston Greenwald Realty Group

  24 Sawyers Crossing Rd, Swanzey, NH 03446
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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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  /51

  $499,999

  $40K PRICE DROP

  • 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, where timeless charm meets endless potential. Set on a picturesque lot surrounded by rolling hills and tranquil countryside, this inviting property offers the perfect balance of privacy, space, and opportunity. Designed with versatility in mind, the property features a barn and a detached two-car garage with radiant heat—ideal

  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

  $509,000

  $31K PRICE DROP

  • 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

  $699,900

  Open House 8/01 $89K 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
• 

  

  /18

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,488 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
• 

  

  /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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  /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
• 

  

  /60

  $749,500

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

  803 Nh Route 119, Rindge, NH 03461

  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

  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
• 

  

  /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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  /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
• 

  

  /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

  Price based on current appraisal! 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

  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
• 

  

  /9

  $339,000

  $10K PRICE DROP

  • Land
  • 29.25 Acres
  • $11,590 per Acre

  0 Maple Ln Unit 8, Marlborough, NH 03455

  A Legacy in the Making: 29+/- Acres with Iconic Monadnock ViewsDreams do come true! Discover unparalleled privacy and natural beauty on this exceptional 29+/- acre estate lot, perfectly positioned just minutes from downtown Keene. Tucked away at the end of a peaceful, town-maintained dead-end road, this expansive property offers a rare combination of accessibility and total seclusion.

  Julie Steiner Whitehill Estates & Homes

  0 Maple Ln Unit 8, Marlborough, NH 03455
• 

  

  /37

  $829,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  00 Roberts Dr Unit 8, Jaffrey, NH 03452

  Introducing the “Copley” Ranch – another jewel of Stony Brook Village! The open floor plan creates a seamless flow from the Great Room—anchored by a cozy gas fireplace—to the beautifully appointed Kitchen and Dining area, ideal for both everyday living and entertaining. The Copley’s signature blend of farmhouse charm and colonial architecture delivers warmth and sophistication in perfect balance.

  Denise Whitney BHG Masiello Peterborough

  00 Roberts Dr Unit 8, Jaffrey, NH 03452
• 

  

  /5

  $19,500

  $6K PRICE DROP

  • Land
  • 1 Acre
  • $19,500 per Acre

  0 Tipping Rock Rd Unit 32, Winchester, NH 03470

  Located only 4/10 of a mile in off rt 10, on an unmaintained class 6 town rd, that can be accessed with an SUV, is this great recreational lot for your seasonal camper or tent site or possibly an off-grid cabin. The lot lines and corners are all flagged, not surveyed but very close. Several nice areas to choose from for your site, with clearing. This is an excellent area for hunting, hiking,

  Fred Blais Blais & Associates, Realtors

  0 Tipping Rock Rd Unit 32, Winchester, NH 03470
• 

  

  /60

  $995,000

  $125K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  157 Route 9a, Chesterfield, NH 03462

  PRICE REDUCTION Nestled on the waterfront of Spofford Lake, this charming seasonal retreat presents a rare opportunity to own on one of the region’s most tightly held lakes. Set in a peaceful and secluded setting, this home offers a true sense of escape with direct access to the water. This thoughtfully renovated 2-bedroom, 1.5-bath home features a warm and inviting interior that balances modern

  Tyler Allen New Space Real Estate, LLC

  157 Route 9a, Chesterfield, NH 03462

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