32,804

Cheshire County, NH Homes

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  • /26

    $669,000 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    49 Roberts Dr Unit 23, Jaffrey, NH 03452

    Grab your hiking boots and golf clubs and move right in! And the seller is offering a 3% rate buy down to boot! Welcome to 49 Roberts Drive in Jaffrey’s sought-after Stony Brook Village! This brand-new ranch-style home offers the ease of one-level living with modern finishes and breathtaking views of Mount Monadnock. The popular "Maddox" floor plan features 3 bedrooms, 2 baths, a bright and open

    Denise Whitney BHG Masiello Peterborough

    49 Roberts Dr Unit 23, Jaffrey, NH 03452
  • /33

    $330,000 Sold Oct 24, 2025

    • 1,973 Sq Ft
    • $167/SF
    • 1 Day On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    23 Fowler St, Keene, NH 03431

    Discover the perfect opportunity whether you’re searching for an owner-occupied home or an investment to grow your portfolio. This two-family is set in a quiet neighborhood just minutes from downtown, Patricia T. Russell Park, the bike path, and the college. The downstairs unit offers 2 bedrooms, while the upstairs unit provides 3 bedrooms. Each has a side porch for relaxing and access to a

    Courtney White Greenwald Realty Group

    23 Fowler St, Keene, NH 03431
    • /18

      Est $221,820 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,086 Sq Ft

      319 Richmond Rd, Winchester, NH 03470

      319 Richmond Rd, Winchester, NH 03470
  • /60

    $355,000

    • 3 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    153 Back Ashuelot Rd, Winchester, NH 03470

    ****Back on the market due to Buyers Financing****Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you

    Aimpoint Realty Group Keller Williams Realty-Metropolitan

    153 Back Ashuelot Rd, Winchester, NH 03470
  • /52

    $441,100 Sold Oct 23, 2025

    • 1,680 Sq Ft
    • $263/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    124 Marlow Hill Rd, Marlow, NH 03456

    3 BR/2 Full Bath RANCH HOME WITH 2nd FLOOR 2023 ADDITION. (2) YO FHW HEATING SYSTEM AND 3 YO STANDING SEAM METAL ROOF. This CONTEMPORARY STYLED home sits on 9.5 BEAUTIFUL COUNTRY ACRES! Surrounded by nature, walk to hiking & snow-mobile trails, enjoy several local ponds for swimming and recreation. Harvest wood for your WOODSTOVES, build gardens and trails on your property and ENJOY THE

    Deborah Buck BHHS Verani Nashua

    124 Marlow Hill Rd, Marlow, NH 03456
    • /35

      Est $233,123 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,222 Sq Ft

      40 Goamko Dr, Winchester, NH 03470

      40 Goamko Dr, Winchester, NH 03470
  • /53

    $1,775,000

    • 4 Beds
    • 7 Baths
    • 6,965 Sq Ft

    61 North Rd, Walpole, NH 03608

    Exquisite 4-Bedroom, 7-Bathroom Hilltop Estate on 5.67 Acres with 7,000+ finished Sq Ft with attached 3-Car Garage + Oversized, Detached 4 car garage! Welcome to this stunning Colonial offering the perfect blend of luxury, space, and privacy — all just minutes from the quaint Walpole Village. Nestled on a beautiful landscape, this custom-built estate is designed for refined living and grand

    Kathryn Beam Galloway Real Estate LLC

    61 North Rd, Walpole, NH 03608
  • /45

    $418,000 Sold Oct 23, 2025

    • 1,441 Sq Ft
    • $290/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    168 Lower Jaffrey Rd, Dublin, NH 03444

    PRICE IMPROVED- Welcome to this beautifully maintained raised ranch in the desirable town of Dublin, NH. Ideally located just off Route 137 and only one mile from Route 101, this home offers the perfect balance of peaceful country living with quick access to daily conveniences. Inside, you’ll find 3 bedrooms and 1.5 baths, filled with natural light from the many windows that create a bright and

    Mary Johnson BHG Masiello Keene

    168 Lower Jaffrey Rd, Dublin, NH 03444
    • /40

      Est $344,107 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,365 Sq Ft

      6 Goamko Dr, Winchester, NH 03470

      6 Goamko Dr, Winchester, NH 03470
  • /39

    $184,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    18 Lakeside Dr, Fitzwilliam, NH 03447

    Adorable and affordable furnished seasonal retreat. Enjoy life at Woodbrook gated community in the wonderful Monadnock Region of Southern NH. Low-maintenance living inside and out on one floor on a lot with water views and songbirds by day and a large firepit area to take in the moon and stars by night. Covered porches for rocking chairs or cards and board games. Thoughtful design with a

    Gail Therriault HKS Associates, Inc.

    18 Lakeside Dr, Fitzwilliam, NH 03447
  • /24

    $129,900 Sold Oct 22, 2025

    • 1,152 Sq Ft
    • $113/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    8 Phoebe Ct, Keene, NH 03431

    Situated at the beginning of the park on a quiet dead-end street, this 3-bedroom, 2-bath home sits on one of the most desirable lots. The oversized, level yard features raised garden beds, two storage sheds, and a patio extending from the large screened-in porch—perfect for relaxing or entertaining.Step inside to a welcoming foyer with space to kick off your shoes. The kitchen is warm and

    Kirsten Perkins BHG Masiello Keene

    8 Phoebe Ct, Keene, NH 03431
    • /21

      Est $358,971 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,850 Sq Ft

      103 Richmond Rd, Winchester, NH 03470

      103 Richmond Rd, Winchester, NH 03470
  • /18

    $260,000

    • Land
    • 0.68 Acre
    • $382,353 per Acre

    36 Canal St, Spofford, NH 03462

    Build Your Dream Retreat in the Heart of the Spofford Lake District! Welcome to 36 Canal Street, a picturesque and buildable 0.68-acre lot with existing well, perched above the scenic Partridge Brook, fed by Spofford Lake. This rare offering is tucked into one of the region’s most sought-after lake communities—just minutes from the town beach, boat launch, and all the recreational fun that lake

    Kelsey Malloy Keller Williams Realty Metro-Keene

    36 Canal St, Spofford, NH 03462
  • /37

    $205,000 Sold Oct 21, 2025

    • 1,346 Sq Ft
    • $152/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1947

    101 Arch St, Keene, NH 03431

    Charming Log Cabin-Style Home in Prime Keene Location!Welcome to this 3-bedroom, 1-bathroom log cabin-style home, full of rustic charm and nestled in one of Keene’s most desirable neighborhoods! Just a short walk to local schools and close to the popular Wheelock Park, this property offers the perfect balance of peaceful living and convenient access to all the town to offer.Step

    Liz Purnell Coldwell Banker Realty Bedford NH

    101 Arch St, Keene, NH 03431
    • /31

      Est $306,973 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,894 Sq Ft

      111 Richmond Rd, Winchester, NH 03470

      111 Richmond Rd, Winchester, NH 03470
  • /5

    $1,200,000

    • Land
    • 310 Acres
    • $3,871 per Acre

    00 Fullam Hill Rd Unit 5, 6, 50, Fitzwilliam, NH 03447

    310 acres, three deeds

    Paul Swingle HKS Associates, Inc.

    00 Fullam Hill Rd Unit 5, 6, 50, Fitzwilliam, NH 03447
  • /23

    $308,000 Sold Oct 21, 2025

    • 792 Sq Ft
    • $389/SF
    • 67 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1958

    45 Pine Rd, Fitzwilliam, NH 03447

    The best sunrise in the state will come into the living room !! Your Own Wildlife Preserve!! On Scott Pond.Your own water front cabin on 136 acre plus pond. Step into the past and have the best bass fishing I have ever seen in the state. Kayak out and take photos of the mountain range behind you and the beavers and minks and geese that wander buy. A place that the family or yourself can unwind

    Donald Gingras Donald Gingras Realty Co

    45 Pine Rd, Fitzwilliam, NH 03447
    • /9

      Est $150,251 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,483 Sq Ft

      385 Back Ashuelot Rd, Ashuelot, NH 03441

      385 Back Ashuelot Rd, Ashuelot, NH 03441
  • /21

    $399,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    310 Nh Route 119 E, Fitzwilliam, NH 03447

    Situated on over 70 acres of rolling woodland, this unique property offers incredible potential for those seeking privacy, natural beauty, and self-sufficiency. Recently timbered, the land opens up to expansive mountain views and a refreshed landscape ready for trails, agricultural use, or future development. Whether you're dreaming of a secluded homestead, a recreational retreat, or a future

    Matthew Despres Keller Williams Realty-Metropolitan

    310 Nh Route 119 E, Fitzwilliam, NH 03447
  • /33

    $134,000 Sold Oct 21, 2025

    • 1,048 Sq Ft
    • $128/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1974

    16 Old Forest Rd, Marlow, NH 03456

    Affordable Home Alert! Set on its own land on a dead-end road, this mid-70’s mobile home with a spacious family room addition offers comfort, updates, and the perfect setting to enjoy all four seasons. Inside, you’ll find many updates and improvements such as granite counters, real wood cabinetry, double pane windows to name a few. The home’s large windows invite in natural light and frame

    Mary Johnson BHG Masiello Keene

    16 Old Forest Rd, Marlow, NH 03456
    • /16

      Est $271,243 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,587 Sq Ft

      87 Ashuelot Main St, Ashuelot, NH 03441

      87 Ashuelot Main St, Ashuelot, NH 03441
  • /44

    $799,000

    • 4,316 Sq Ft

    57 Winchester St, Keene, NH 03431

    Prime Investment Opportunity Across from Keene State College. This fully renovated 12-bedroom property offers an exceptional opportunity for strong rental income in a high-demand location. Just steps from Keene State College, the property features spacious, individually keyed bedrooms—each with ample closet space—ideal for student or single-occupancy rentals. Shared common areas include updated

    Josh Greenwald Greenwald Realty Group

    57 Winchester St, Keene, NH 03431
  • /14

    $28,500 Sold Oct 20, 2025

    • 784 Sq Ft
    • $36/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1980

    10 Phoebe Ct, Keene, NH 03431

    NEW PRICE... MOTIVATED TO SELL..This 2-bedroom, 3⁄4 bath single-wide home is being sold cash only and requires updating both inside and out. Once home to beautiful gardens, the landscaping is now overgrown and in need of attention.Inside, the home offers a living room that leads into the eat-in kitchen, where three windows bring in natural light over the sink. The interior shows wear

    Kirsten Perkins BHG Masiello Keene

    10 Phoebe Ct, Keene, NH 03431
    • /32

      Est $295,331 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,561 Sq Ft

      93 Ashuelot Main St, Ashuelot, NH 03441

      93 Ashuelot Main St, Ashuelot, NH 03441
  • /12

    $57,500

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    48 Robbins St, Hinsdale, NH 03451

    Updated: Windows, Floors, Electric, Updated plumbing fixtures and water lines, New insulation and vapor barrier, Remodeled bathroom, Complete interior paint!The home is a split level inside with an open concept layout giving a slightly elevated view from the kitchen/dining area. Unique built in lighting in the living area adds character to this well maintained and recently updated home.

    Jessie Carpenter Keller Williams Realty Metro-Keene

    48 Robbins St, Hinsdale, NH 03451
  • /57

    $482,500 Sold Oct 20, 2025

    • 3,806 Sq Ft
    • $127/SF
    • 71 Days On Market
    • 8 Beds
    • 4 Baths
    • Built 1786

    1323 Main St, Dublin, NH 03444

    Welcome to 1323 Main Street—an incredibly versatile colonial set on 4 scenic acres with a small pond, views, and easy access to both Keene and Peterborough. Currently configured as three rental units, this unique property offers excellent income potential, flexible owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit

    Jim Weidner EXP Realty

    1323 Main St, Dublin, NH 03444
    • /40

      Est $328,673 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,010 Sq Ft

      175 Ashuelot Main St, Ashuelot, NH 03441

      175 Ashuelot Main St, Ashuelot, NH 03441
  • /51

    $125,000

    • 3 Beds
    • 1 Bath
    • 803 Sq Ft

    60 Fern Cir Unit 1-59, Fitzwilliam, NH 03447

    PRICE DROP! 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

    Jay Sterin Realty One Group Next Level

    60 Fern Cir Unit 1-59, Fitzwilliam, NH 03447
  • /36

    $410,000 Sold Oct 20, 2025

    • 1,344 Sq Ft
    • $305/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    551 Winchester Rd, Richmond, NH 03470

    All offers due Saturday by 6pm 9/20/25. Highest and best. Nestled in a peaceful country setting and set back from the road this newly constructed 3 bedroom, 1 3/4 bath home offers the perfect blend of comfort and style. Featuring an open floor plan ideal for both everyday living and entertaining. The home boasts high end finishes including quartz countertops. Enjoy a spacious living area that

    Steve Filipi Blais & Associates, Realtors

    551 Winchester Rd, Richmond, NH 03470
    • /36

      Est $357,896 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,140 Sq Ft

      196 Ashuelot Main St, Ashuelot, NH 03441

      196 Ashuelot Main St, Ashuelot, NH 03441
  • /23

    $229,000

    • Land
    • 7.5 Acres
    • $30,533 per Acre

    0 Old Walpole Rd Unit 1, Keene, NH 03431

    Exceptional Land Opportunity in Keene Discover a truly remarkable 7.5-acre parcel just over 2 miles from Keene’s Central Square. This stunning property offers the ideal setting to build your dream home—featuring privacy, open fields, gentle elevation, and picturesque views. With multiple potential building sites, the land provides endless possibilities for home placement, barns, outbuildings, and

    Bert Inman RE/MAX Town & Country

    0 Old Walpole Rd Unit 1, Keene, NH 03431
  • /51

    $375,000 Sold Oct 20, 2025

    • 1,548 Sq Ft
    • $242/SF
    • 33 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    236 Washington Pond Rd, Marlow, NH 03456

    Welcome Home to this charming cape on 10.6 acres across from the Ashuelot River in sweet little Marlow, NH! Located between Keene and Newport (under 30 min. to each) and about an hour to Concord or DHMC, it offers peaceful country living w/ easy access to larger towns. Enter via the side door to a convenient mudroom space that provides counter seating for two...how fun! The kitchen has been

    Amanda Blevens Spotlight Realty

    236 Washington Pond Rd, Marlow, NH 03456
    • /19

      Est $248,175 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,386 Sq Ft

      162 Ashuelot Main St, Ashuelot, NH 03441

      162 Ashuelot Main St, Ashuelot, NH 03441
  • /36

    $725,000

    • 2 Beds
    • 1.5 Baths
    • 1,351 Sq Ft

    27 Headlands Rd, Winchester, NH 03470

    Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being

    Vincent Dolan RE/MAX Town & Country

    27 Headlands Rd, Winchester, NH 03470
  • /6

    $297,500 Sold Oct 20, 2025

    • 1,789 Sq Ft
    • $166/SF
    • 61 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    20 Brook St, Keene, NH 03431

    Located in the heart of downtown Keene, this delightful home provides an excellent opportunity to generate rental income while living next to all the wonderful festivities well known in Keene. There is ample off street parking and it's such an easy stroll to the head of the square. Dining, music, arts and parks are all within an easy walk. This property features the main home on the first floor

    Ralph Harvey Listwithfreedom.com

    20 Brook St, Keene, NH 03431
    • /17

      Est $145,013 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,680 Sq Ft

      22 Broad Brook Rd, Ashuelot, NH 03441

      22 Broad Brook Rd, Ashuelot, NH 03441
  • /30

    $1,150,000

    • 2 Beds
    • 1 Bath
    • 1,070 Sq Ft

    241 Skatutakee Rd, Harrisville, NH 03450

    Tucked away in the picturesque town of Harrisville—centered around a uniquely preserved 19th-century industrial mill complex—this rare 2-bedroom lake house offers the perfect seasonal retreat. Set on 4.21 wooded acres with an impressive 900 feet of private lake frontage, this property provides exceptional privacy, sweeping water views, and direct lake access for the ultimate escape and

    Pamela Thomas Coldwell Banker Realty Bedford NH

    241 Skatutakee Rd, Harrisville, NH 03450
  • /46

    $875,000 Sold Oct 17, 2025

    • 4,213 Sq Ft
    • $208/SF
    • 108 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1817

    152 Concord Rd, Keene, NH 03431

    ACCEPTING BACK-UP OFFERS Modernized, working homestead equipped with a charming 4,000 sqft home, GOURMET kitchen, two NEW barns, a chicken coop, lighted basketball court, 3 tree houses, 4 distinct patios featuring gas lamps, fireplaces and pizza ovens. To say this home is one-of-a-kind is a vast understatement! The home has several unique features for those who want an off-the-grid experience,

    RachNH Realty Group Keller Williams Realty-Metropolitan

    152 Concord Rd, Keene, NH 03431
    • /29

      Est $363,613 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,028 Sq Ft

      893 Old Westport Rd, Winchester, NH 03470

      893 Old Westport Rd, Winchester, NH 03470
  • /46

    $2,990,000

    • 1 Bed
    • 1 Bath
    • 693 Sq Ft

    138 Miller Dr, Nelson, NH 03457

    Introducing The Birches — A Sanctuary on Lake Nubanusit in Nelson New Hampshire.Nestled in the heart of one of New Hampshire’s most serene, protected landscapes, The Birches offers a rare opportunity to own a piece of New England history. This timeless retreat was built with wood and stone from the surrounding land and has been lovingly preserved.Encompassing 4.9 acres with 428

    Denise Whitney BHG Masiello Peterborough

    138 Miller Dr, Nelson, NH 03457

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