Cheshire County NH Homes for Sale

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  /7

  $135,000

  • Land
  • 6.85 Acres
  • $19,708 per Acre

  101 Gilsum Rd, Sullivan, NH 03445

  Build your dream home on 6.85 secluded acres in Sullivan! Discover the perfect blend of privacy and convenience with this lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot offers several different places to locate your new home, either closer to the road within an easy distance of

  Liz Newcombe BHG Masiello Keene

  101 Gilsum Rd, Sullivan, NH 03445
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  /4

  $95,000

  • Land
  • 2.72 Acres
  • $34,926 per Acre

  101 Gilsum Rd, Sullivan, NH 03445

  Come build your dream home on 2.72 picturesque acres in Sullivan! Discover the perfect blend of privacy and convenience with this gently sloping, lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot has already undergone test pit evaluations, confirming ideal septic location. There

  Liz Newcombe BHG Masiello Keene

  101 Gilsum Rd, Sullivan, NH 03445
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  /31

  $239,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 956 Sq Ft

  7 Church St, Marlborough, NH 03455

  Welcome to this charming 2-bedroom, 1-bath cottage nestled in the heart of Marlborough, NH. Full of character and potential, this cozy home features soaring tin ceilings throughout, creating an open and inviting feel while preserving its classic New England charm. Recent improvements include a brand-new boiler and oil tank, a mini-split system providing efficient heating and air conditioning, and

  Jamie Watson BHG Masiello Keene

  7 Church St, Marlborough, NH 03455
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  /60

  $699,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 5,100 Sq Ft

  360 Jaffrey Rd, Marlborough, NH 03455

  Country living at its finest! Nestled on 15 private acres, this expansive farmhouse offers the perfect blend of rural charm, versatility, and modern convenience. Weather your seeking a peaceful homestead, multi-generational living, or a property ideal for animals and hobby farming, this exceptional estate delivers. This property features a spacious main farmhouse, separate guest suite, along with

  Katelyn Heaney Greenwald Realty Group

  360 Jaffrey Rd, Marlborough, NH 03455
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  /11

  $250,000

  • Land
  • 5 Acres
  • $50,000 per Acre

  140 Great Rd, Jaffrey, NH 03452

  Beautiful 5 acre permitted building lot with existing well and approved septic design (dated 1-14-2026). Cleared, level, and ready to go with gravel driveway and culverts already installed. Quiet lot with partial view of Mount Monadnock and near Gilmore Pond. Close to Keene and the MA border for easy commute. Septic design included in listing documents.

  Maria Isotti Appleshed Realty

  140 Great Rd, Jaffrey, NH 03452
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  /60

  $1,250,000

  $50K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,571 Sq Ft

  38 Shaker Farm Rd S, Marlborough, NH 03455

  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

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  38 Shaker Farm Rd S, Marlborough, NH 03455
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  /36

  $375,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  323 Matthews Rd, Swanzey, NH 03446

  NEW REDUCED PRICE Charming and move-in ready, this beautifully updated 2 bedroom, 1 bath ranch offers comfort, convenience, and easy access to everything Keene and Swanzey has to offer. Recent improvements include fresh interior paint throughout, all new flooring, attractive new landscaping, and a welcoming new front walkway that enhances the home's curb appeal. Inside, you'll find bright and

  Alex Lesser Monadnock Realty Group LLC

  323 Matthews Rd, Swanzey, NH 03446
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  /46

  $370,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  174 Pond Brook Rd, Chesterfield, NH 03466

  Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that

  Breandan Garland Logic Realty, LLC

  174 Pond Brook Rd, Chesterfield, NH 03466
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  /52

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,095 Sq Ft

  789 Old Homestead Hwy, Swanzey, NH 03446

  Back on Market!! Buyers loss is YOUR gain!!Welcome home to this thoughtfully designed, open-concept ranch that perfectly blends comfort, convenience, and efficiency. Located on a .66 acre lot with quiet neighbors, this property offers the ideal retreat for anyone seeking the ease of true one-level living. Step effortlessly from the attached two-car garage into a welcoming breezeway—the

  Onyx Real Estate Group Coldwell Banker Realty Bedford NH

  789 Old Homestead Hwy, Swanzey, NH 03446
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  /60

  $479,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,808 Sq Ft

  166 Keene Rd, Winchester, NH 03470

  ** OPEN HOUSE SATURDAY, JUNE 6 FROM 11AM-1PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for

  Jamie Watson BHG Masiello Keene

  166 Keene Rd, Winchester, NH 03470
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  /2

  $339,720

  $18K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft

  21 Lorraine St, Keene, NH 03431

  AUCTION- OCCUPIED. Cozy rambler offers 3 beds, 1 bath with an unfinished basement and sits on a spacious lot. The property is sold as with NO property disclosure, or inspection report, NO lease in place, NO interior photos, NO ACCESS - the seller does not represent or guarantee occupancy status. Please DO NOT DISTURB the occupant. "As is" CASH ONLY sale with no contingencies or inspections. Buyer

  Andrea Butcher RealHome Services and Solutions Inc/NH

  21 Lorraine St, Keene, NH 03431
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  /17

  $215,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  11 Wilson Pond Rd, Keene, NH 03431

  Charming and affordable 2-bedroom cottage nestled in a peaceful natural setting. Freshly painted throughout, the interior features classic wainscoting, warm pine wood accents, and new vinyl plank flooring that add comfort and character. The bright eat-in kitchen comes with new cabinets, new appliances and showcases the new countertops for a fresh, updated feel. Plus, new doors and windows, and

  Anna Schierioth HKS Associates, Inc.

  11 Wilson Pond Rd, Keene, NH 03431
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  /60

  $888,000

  • 4 Beds
  • 2.5 Baths
  • 3,188 Sq Ft

  22 Philip Dr, Spofford, NH 03462

  A truly exceptional home offering quality craftsmanship, generous living space, and a private setting with breathtaking mountain views. Thoughtfully designed and impeccably maintained, this stunning property combines elegance, comfort, and functionality throughout. The heart of the home is a chef’s dream kitchen, featuring premium stainless-steel appliances, including a Wolf range and Sub-Zero

  Nancy Thompson BHG Masiello Keene

  22 Philip Dr, Spofford, NH 03462
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  /32

  $358,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  28 Owens Dr Unit 24, Swanzey, NH 03446

  Beautiful townhouse-style condominium in the highly desirable Forestview Estates. This move-in-ready home features a brand-new kitchen and an inviting open-concept layout that seamlessly connects the kitchen, dining area, and living room—perfect for everyday living and entertaining. The first floor offers the convenience of a bedroom and a three-quarter bath. Upstairs, you'll find two additional

  Nancy Thompson BHG Masiello Keene

  28 Owens Dr Unit 24, Swanzey, NH 03446
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  /2

  $240,000

  • Land
  • 5 Acres
  • $48,000 per Acre

  115 Base Hill Rd, Swanzey, NH 03446

  Vacant land directly across from established self-storage facilities along Base Hill Rd. Ideal for storage expansion, flex industrial, or commercial use. Positioned near existing development with strong access and visibility in a growing commercial corridor.

  Cheline Peacock Patriot Holdings

  115 Base Hill Rd, Swanzey, NH 03446
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  /39

  $589,900

  • 4 Beds
  • 2 Baths
  • 2,501 Sq Ft

  34 Jowders Cove Rd, Rindge, NH 03461

  Life is better on the Lake! With deeded access to Lake Contoocook, you will find a spacious 4 BDM, 2 Bath Log cabin minutes away from a private association beach, boat ramp, and docks. Once you enter the house, the cathedral ceilings, exposed beams, wood floors, skylights and open concept living invites you in. The kitchen offers stainless steel appliances, granite counter-tops, and a breakfast

  Matthew Straight Coldwell Banker Realty - Leominster

  34 Jowders Cove Rd, Rindge, NH 03461
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  /39

  $275,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  102 Goodell Ave, Swanzey, NH 03446

  Opportunity awaits in a desirable Swanzey neighborhood surrounded by well-maintained homes. This 1850 Cape sits on over 5 acres and offers tremendous potential for buyers looking to restore and build equity. The property features 3 bedrooms, 11⁄2 baths, a newer barn built in 2023, and a chicken coop/shed, providing flexibility for hobby farming, storage, livestock, or workshop space. Several

  Denise Thomas BHG Masiello Keene

  102 Goodell Ave, Swanzey, NH 03446
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  /47

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  72 North St, Jaffrey, NH 03452

  Step into this reimagined 1930s Villager Cape, where classic charm meets modern comfort in the heart of Jaffrey. Nearly every inch has been updated—new flooring, renovated kitchen and baths, and smart conveniences like a first-floor bedroom and first-floor laundry. The soaring cathedral living room with loft creates an airy gathering space, enhanced by a mini-split and a slider leading to a

  Larry Alvarez Tieger Realty Co. Inc.

  72 North St, Jaffrey, NH 03452
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  /27

  $549,900

  $35K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,020 Sq Ft

  418 Old Stoddard Rd, Nelson, NH 03457

  WELCOME TO A HOME YOU CAN STRETCH OUT IN. NICE SIZED ROOMS WITH PLENTY OF LIGHT. GOOD WORKING KITCHEN OPENS TO THE DINING ROOM 3 SEASON PORCH OFF THE LIVING ROOM. LITTLE DEN TUCKED IN ON THE FIRST FLOOR. FIRST FLOOR BEDROOM.WALKOUT BASEMENT HAS WORKSHOP AND FINISHED FAMILY ROOM AND A SECOND PORCH OPENS TO THE BACK YARD. 2 NEARBY WALKING TRAILS. GARAGE HAS EXTRA LENGTH. IDEAL FOR AUTOS WITH FINS.

  Hal Grant Hal Grant ReaL Estate

  418 Old Stoddard Rd, Nelson, NH 03457
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  /60

  $689,000

  • 3 Beds
  • 3 Baths
  • 2,710 Sq Ft

  155 Fox Run Rd, Stoddard, NH 03464

  Tucked away in Stoddard, along a private road at Highland Lake, a unique 3-bdrm, 3-bath contemporary post-and-beam home offers a destination lifestyle centered on lake living, privacy, and gathering spaces. With beach and lake access plus a deeded boat slip at the private dock, this property captures the feeling of a private New England escape designed for every season. Crafted with architectural

  Linda DiSilvestro Coldwell Banker Realty Bedford NH

  155 Fox Run Rd, Stoddard, NH 03464
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  /40

  $689,000

  • 2 Beds
  • 3 Baths
  • 2,532 Sq Ft

  495 N Shore Rd, Chesterfield, NH 03462

  Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced

  Charlotte Marrocco-Mohler BHHS Verani Nashua

  495 N Shore Rd, Chesterfield, NH 03462
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  /8

  $135,000

  • Land
  • 2.75 Acres
  • $49,091 per Acre

  20 Lake Shore Dr, Winchester, NH 03470

  2.75 acre building lot in the lake district, stream on property. Slope to easier allow for walk out basement. Public water at the street. Will require private septic. Easy commute to Keene, Brattleboro, and Western MA. Great opportunity to live in quiet neighborhood on a dead end road. Lake Francis has a public beach and boat launch. Come build exactly what you want!!

  Lisa Stone Keller Williams Realty Metro-Keene

  20 Lake Shore Dr, Winchester, NH 03470
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  /51

  $649,000

  • 4 Beds
  • 2 Baths
  • 3,050 Sq Ft

  103 Dean Farm Rd, Jaffrey, NH 03452

  Set on more than 7 acres in desirable Jaffrey, this impressive property offers plenty of space both inside and outside; perfect for those seeking room to live, entertain, and enjoy New Hampshire living at its best. This home features 4 bedrooms, 2 full baths, 2 living room spaces and a separate dining room provide flexibility for large households, guests, or dedicated home office

  Denise Whitney BHG Masiello Peterborough

  103 Dean Farm Rd, Jaffrey, NH 03452
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  /2

  $119,000

  • Land
  • 2 Acres
  • $59,500 per Acre

  Lot 9-3 Richmond Rd, Troy, NH 03465

  Beautiful rural lot ready for you to make it your own. Plenty of privacy with access to trails as well! Soil and perc tests done! 1 of 3 tracts being sold. Get your piece of peace and quiet today!!

  Darlene Rossi Morin Real Estate LLC

  Lot 9-3 Richmond Rd, Troy, NH 03465
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  /2

  $119,000

  • Land
  • 2.01 Acres
  • $59,204 per Acre

  Lot 9-2 Richmond Rd, Troy, NH 03465

  Beautiful rural lot ready for you to make it your own. Plenty of privacy with access to trails as well! Soil and perc tests done! 1 of 3 tracts being sold. Get your piece of peace and quiet today!!

  Darlene Rossi Morin Real Estate LLC

  Lot 9-2 Richmond Rd, Troy, NH 03465
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  /7

  $339,000

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

  0 Maple Ln Unit 27444241, Marlborough, NH 03455

  A Legacy in the Making: 29+/- Acres with Iconic Monadnock Views Dreams 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. Property

  Steven Steiner Whitehill Estates & Homes

  0 Maple Ln Unit 27444241, Marlborough, NH 03455
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  /60

  $589,000

  $36K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  172 Boulder Dr, Dublin, NH 03444

  Meticulously maintained home with major systems already updated! Set amid the natural landscape of Dublin, this 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.

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  172 Boulder Dr, Dublin, NH 03444
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  /36

  $299,900

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  150 Turtle Rock Rd, Stoddard, NH 03464

  Come enjoy year-round living just moments from Highland Lake, offering swimming, boating, fishing, and all the best of New Hampshire lake life. Located within walking distance to Whitney's Beach, this spacious four-bedroom, 2.5-bath home includes deeded beach access, with optional association membership providing access to additional amenities including a boat launch, dock area with first-come,

  Mary Johnson BHG Masiello Keene

  150 Turtle Rock Rd, Stoddard, NH 03464
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  /57

  $2,375,000

  • 4 Beds
  • 2.5 Baths
  • 4,859 Sq Ft

  515 E Surry Rd, Surry, NH 03431

  Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation.Ideally situated across

  Ryan Goodell EXP Realty

  515 E Surry Rd, Surry, NH 03431
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  /44

  $169,000

  $11K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 748 Sq Ft

  53 Plantation Way, Fitzwilliam, NH 03447

  Welcome to 53 Plantation Way, a well-maintained rare 3-bedroom 1.5 bath home located in the desirable Woodbrook Camp and Tennis Club gated community in Fitzwilliam NH. Situated on a beautiful flat well landscaped lot, this property offers access to exceptional association amenities including an in-ground pool, clubhouse, beautiful sandy beach, and great bass fishing. Expansive screened in porch

  Amy Reisert Borderline Realty, LLC

  53 Plantation Way, Fitzwilliam, NH 03447
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  /60

  $1,475,000

  • 3 Beds
  • 2 Baths
  • 2,551 Sq Ft

  253 Ramsay Hill Rd, Walpole, NH 03608

  Perched on 21 breathtaking acres with sweeping western-facing views and unforgettable sunsets, this cherished family-owned property is being offered for the first time since 1987. Set along one of the area's most desirable country roads, the setting is nothing short of spectacular with open fields, mature trees, and expansive mountain vistas creating a sense of peace and privacy rarely found.

  Kathryn Beam Galloway Real Estate LLC

  253 Ramsay Hill Rd, Walpole, NH 03608
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  /21

  $110,000

  $10K PRICE DROP

  • Land
  • 2.09 Acres
  • $52,632 per Acre

  42 Bowl Rd, Richmond, NH 03470

  Build your dream home on this 2 Acre lot located in the private 100 Acre Morgan Reservation Association consisting on 35 lots within a permanently protected forest of 460 Acres. Enjoy fishing, swimming, and kayaking/canoeing on Larry's pond which offers beautiful scenery. The lot already has power, a Well, and a storage shed.

  Matthew Straight Coldwell Banker Realty - Leominster

  42 Bowl Rd, Richmond, NH 03470
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  /4

  $19,900

  $10K PRICE DROP

  • Land
  • 2 Acres
  • $9,950 per Acre

  00 Esty Rd Unit 34, Westmoreland, NH 03467

  Looking for wooded recreational land tucked away in scenic Westmoreland, NH? This secluded 2-acre parcel on the corners of Daggett Hill Rd and Esty Rd offers a mixture of terrain surrounded by natural stone walls, creating the perfect setting for outdoor enthusiasts. Buyer to do due diligence regarding Class VI road access and building restrictions. Not currently classified as a buildable lot.

  Ayden Hardy BHG Masiello Keene

  00 Esty Rd Unit 34, Westmoreland, NH 03467
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  /58

  $1,399,950

  • 5 Beds
  • 3.5 Baths
  • 5,612 Sq Ft

  72 Corey Mine Rd, Sullivan, NH 03445

  BREATHTAKING VIEWS, STUNNING SUNSETS, ACREAGE, & PRIVACY! Purposely sited to take advantage of long-range mountain views, this METICULOUSLY maintained property is the epitome of the QUALITY OF LIFE New Hampshire is known for. A winding driveway will lead you with anticipation into this very special Country Estate nestled on 30 acres of open and forested land w/stone walls. Once you arrive, it

  Deborah Lucey RE/MAX Town & Country

  72 Corey Mine Rd, Sullivan, NH 03445
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  /17

  $250,000

  • Land
  • 4.92 Acres
  • $50,813 per Acre

  00 Loyd Ln Unit 2, Harrisville, NH 03450

  Come find out what the possibilities are for this unique +/- 4.92-acre lot with lake views (when trees are removed) and +/- 53 ft of exclusively owned water frontage on the pristine Lake Skatutakee! This property has a 4x24 dock permit in place that will be transferred to the new owner. This lot has road frontage on both Skatutakee Road and Dublin Road which are town-maintained roads, and has a

  Abby Fino

  00 Loyd Ln Unit 2, Harrisville, NH 03450
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  /2

  $195,000

  • Land
  • 52.2 Acres
  • $3,736 per Acre

  0 Cobble Hill Rd Unit 43, Swanzey, NH 03446

  Build your dream home on 52.2 total acres! This unique property consists of two adjacent lots: a massive 47.6-acre parcel on Cobble Hill Road (Tax Map 232, Lot 43) and a 4.6-acre parcel on West St. (Tax Map 232, Lot 73). Primary access and road frontage are located on Cobble Hill Road. Don't miss this rare opportunity to own a massive slice of privacy!

  Cassie Eaton H. G. Johnson Real Estate

  0 Cobble Hill Rd Unit 43, Swanzey, NH 03446
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  /60

  $695,000

  $55K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,910 Sq Ft

  175 Hadley Rd, Jaffrey, NH 03452

  Set on 3.8 picturesque acres with beautiful established landscaping, and the Contoocook River flowing peacefully across the street, this stately Colonial offers spacious living with refined details throughout. The home features 3 generously sized bedrooms, including a luxurious primary ensuite with a tray ceiling, relaxing jacuzzi tub, and spa-like ambiance. Inside, you’ll find large crown

  Matthew Despres Keller Williams Realty-Metropolitan

  175 Hadley Rd, Jaffrey, NH 03452
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  /55

  $675,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,671 Sq Ft

  295 Manning Hill Rd, Winchester, NH 03470

  Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and

  Paul Rodenhauser BHG Masiello Keene

  295 Manning Hill Rd, Winchester, NH 03470
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  /8

  $300,000

  $39K PRICE DROP

  • 2,514 Sq Ft

  14-16 Grove St, Keene, NH 03431

  This 3 unit property has had good rental history and enjoys a convenient location within walking distance to downtown and Keene State College. The front 1 bedroom apartments are currently rented on a month to month basis. The back unit will need a new bathroom due to a recent fire; the remainder of the apartment is in good condition. Attached 2 car carport plus additional parking. The property

  Timothy Keating BHG Masiello Keene

  14-16 Grove St, Keene, NH 03431
• 

  

  /60

  $479,000

  $50K PRICE DROP

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

  35 Nh Route 119 W, Fitzwilliam, NH 03447

  This home is move in ready and looking for it's new owner! Welcomed by a charming front foyer featuring craftsman-style woodwork and slate tile flooring, you’ll immediately feel at home. The beautifully updated kitchen offers rich cherry cabinetry with abundant storage, granite countertops, a convenient breakfast bar for casual dining, and additional dining area perfect for larger gatherings. The

  Kristen Endyke Realty One Group Next Level

  35 Nh Route 119 W, Fitzwilliam, NH 03447

Showing Results 121 - 160, Page 4 of 8