297

Cheshire County NH Homes for Sale

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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
  • /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
  • /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
  • /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
  • /7

    $329,000

    $10K PRICE DROP
    • Land
    • 29.25 Acres
    • $11,248 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
  • /36

    $279,999

    $55K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    150 Turtle Rock Rd, Stoddard, NH 03464

    MOTIVATED SELLER! 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

    Mary Johnson BHG Masiello Keene

    150 Turtle Rock Rd, Stoddard, NH 03464
  • /57

    $1,925,000

    $450K PRICE DROP
    • 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
  • /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
  • /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 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, this exceptional property offers the perfect blend of privacy, beauty and opportunity. Whether your dream is a hobby farm, horse property, homestead or simply room to

    Kathryn Beam Galloway Real Estate LLC

    253 Ramsay Hill Rd, Walpole, NH 03608
  • /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
  • /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
  • /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
  • /59

    $599,900

    $150K 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
  • /58

    $535,000

    $15K PRICE DROP
    • 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

    Agent Photo

    Peg Walsh

    Four Seasons Sotheby's International Realty

    65 Nelson Rd, Harrisville, NH 03450
  • /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
  • /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
  • /10

    $140,000

    $45K 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
  • /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

    $187,500

    $5K PRICE DROP
    • 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
  • /59

    $589,900

    $20K 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

    Agent Photo

    Dean Deschenes

    Arris Realty

    137 Prescott Rd, Jaffrey, NH 03452
  • /53

    $499,952

    $75K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 4,239 Sq Ft

    849 Route 10, Gilsum, NH 03448

    Motivated seller: 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

    Cynthia Westover Galloway Real Estate LLC

    849 Route 10, Gilsum, NH 03448
  • /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
  • /60

    $3,995,000

    $255K PRICE DROP
    • 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
  • /36

    $585,000

    $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,398 Sq Ft

    24 Sawyers Crossing Rd, Swanzey, NH 03446

    Rustic farmhouse and barn on nearly 7 acres in Swanzey, NH home of covered bridges and bucolic lifestyle. With wide lawns, a former apple orchard and private woodland on the lower edges of Mt Caesar, this locally iconic property known as “The Old Homestead” has much to offer. This 4 bed 2.5 bath home has wood floors and a solid structure but ready for fresh cosmetic updates. The living room with

    Christine Houston Greenwald Realty Group

    24 Sawyers Crossing Rd, Swanzey, NH 03446
  • /60

    $1,390,000

    $160K PRICE DROP
    • 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
  • /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
  • /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

    George Hansel H. G. Johnson Real Estate

    90 Monadnock Hwy, Swanzey, NH 03446
  • /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
  • /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
  • /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
  • /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
  • /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

    $329,000

    $20K PRICE DROP
    • Land
    • 29.25 Acres
    • $11,248 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

    • 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

    Denise Whitney BHG Masiello Peterborough

    00 Roberts Dr Unit 8, Jaffrey, NH 03452
  • /60

    $799,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 4,243 Sq Ft

    400 Alstead Center Rd, Alstead, NH 03602

    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

    Penelope Bielagus Four Seasons Sotheby's International Realty

    400 Alstead Center Rd, Alstead, NH 03602
  • /60

    $599,900

    $15K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,878 Sq Ft

    9 Templeton Turnpike, Fitzwilliam, NH 03447

    4 to 5-Bdrm, 3-Bath, Grand Greek Revival home Circa 1809 uniquely positioned to entertain and be entertained. On the village square, take-in village concerts, the sociable library nextdoor, & farmers markets. Your white picket-fenced frontyard offers a covered porch, flanked with fluted columns, pretty patio awaits on the side yard, & your fielded backyard slopes gently. The 3rd floor bell-shaped

    Mary M. Belle Isle EXP Realty

    9 Templeton Turnpike, Fitzwilliam, NH 03447
  • /15

    $799,000

    • Land
    • 13.1 Acres
    • $60,992 per Acre

    0 Drummer Rd Unit 15, Keene, NH 03431

    Approved 36 unit development surrounded by the Drummer Hill Conservation Area and accessed from Timberlane Rd. in Keene. Six, Six-unit buildings are approved requiring only architectural drawings to be provided to the City for final signatures and recording. Water and Sewer and Transformer at entrance to development. Land was cleared and stumped in recent past, stumps having been removed from the

    Alyson Keane Foundation Realty Group

    0 Drummer Rd Unit 15, Keene, NH 03431
  • /6

    $575,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    133 Monadnock St, Troy, NH 03465

    Don’t miss this opportunity to own a beautiful new 2-story Colonial home set on a private lot in scenic Troy, NH. This thoughtfully designed home will offer 1,800 +/- sq ft of modern living space with 3 bedrooms and 2.5 bathrooms, perfect for today’s lifestyle. The open-concept first floor will feature a spacious living area, ideal for entertaining, along with a stylish kitchen complete with

    Eric Aho EXP Realty

    133 Monadnock St, Troy, NH 03465

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