Cheshire County, NH Homes

• 

  

  

  /15

  Est $205,426 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,049 Sq Ft

  80 Howard St, Winchester, NH 03470

  80 Howard St, Winchester, NH 03470
• 

  

  

  /5

  $89,000

  • Land
  • 3.01 Acres
  • $29,568 per Acre

  0 Monument Rd Unit 5055384, Richmond, NH 03470

  Discover peace and privacy on this scenic 3-acre lot located on a quiet gravel road in Richmond, New Hampshire. With just 11 homes on the road, this parcel offers the charm of rural living with easy access to town conveniences. Bordering the Metacomet-Monadnock (M&M) Trail, this property is a dream location for hiking, biking, and snowshoeing enthusiasts. Enjoy access to miles of beautiful trails

  Ruth Blais Thompson Blais & Associates, Realtors

  0 Monument Rd Unit 5055384, Richmond, NH 03470
• 

  

  

  /3

  $44,900 Sold Oct 27, 2025

  • Land
  • 6.19 Acres
  • $7,254 per Acre

  • 168 Days On Market

  00 High St Unit 1, Gilsum, NH 03448

  Lovely 6.19-Acre Lot on High Street – Gilsum, NHDiscover the perfect blend of nature and tranquility on this beautiful 6.19-acre lot in charming Gilsum, New Hampshire. Bordered by classic stone walls, open fields, and mature woodlands, this property offers a serene setting ideal for your dream home, a weekend getaway, or a private retreat.From the top of the lot, take in sweeping views —

  Nancy Proctor BHG Masiello Keene

  00 High St Unit 1, Gilsum, NH 03448
• 

  

  

  /15

  Est $270,852 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  29 Michigan St, Winchester, NH 03470

  29 Michigan St, Winchester, NH 03470
• 

  

  

  /57

  $729,900

  • 4 Beds
  • 3.5 Baths
  • 3,388 Sq Ft

  75 Main St, Jaffrey, NH 03452

  1935 Colonial features beautiful built-ins, window seats, moulding, glass curtained or solid panel doors and hardwood floors throughout. New paint, new roof, solar panels, new boiler and planting of heritage fruit trees plus modern, easy clean, energy efficient windows. It 8+ acre in-town setting is near the library, churches, Park Theater, art venues, restaurants, schools, and town hall. The

  Heather Peterson Four Seasons Sotheby's International Realty

  75 Main St, Jaffrey, NH 03452
• 

  

  /47

  $280,000 Sold Oct 27, 2025

  • 2,559 Sq Ft
  • $109/SF
  • 36 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1767

  159 Upper Jaffrey Rd, Dublin, NH 03444

  159 Upper Jaffrey Rd in Dublin, NH offers a rare opportunity to own a charming Cape-style duplex set on 1.75 picturesque acres in one of New Hampshire’s most scenic and desirable towns. Known for its stunning mountain views, peaceful rural setting, and close-knit community, Dublin provides an unmatched quality of life while still offering easy access to Keene, Peterborough, and major commuting

  Zachary Letourneau North New England Real Estate Group

  159 Upper Jaffrey Rd, Dublin, NH 03444
• 

  

  /25

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  21 Mechanic St, Winchester, NH 03470

  21 Mechanic St, Winchester, NH 03470
• 

  

  /9

  $169,900

  • Land
  • 13.15 Acres
  • $12,920 per Acre

  Lot 4 Belvedere Rd, Gilsum, NH 03448

  Build your dream home on this secluded 13.15-acre parcel. Land is cleared but is bordered by mature trees to ensure your privacy. At the high point there are views of Mount Monadnock in the distance. Roughed in driveway is off of a paved public road, and winds up to the property. Property has recently had a lot line adjustment in order to increase the size of the ideal building envelope -

  Susan Love Duston Leddy Real Estate

  Lot 4 Belvedere Rd, Gilsum, NH 03448
• 

  

  /23

  $299,900 Sold Oct 27, 2025

  • 1,152 Sq Ft
  • $260/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1972

  18 Sugar Hill Rd, Swanzey, NH 03446

  Nestled on one acre in a private setting resides this welcoming open concept Ranch style home. Affordable. Low Taxes. Economical to heat. Minutes to downtown Keene. Its special features include a 3 season porch for relaxing in the company of the outdoors, a sauna for your ultimate enjoyment, a 12x15 extended deck for family cookouts and basking in the sun and a beautiful backyard for gardening,

  Shirley Marcello BHG Masiello Keene

  18 Sugar Hill Rd, Swanzey, NH 03446
• 

  

  /8

  Est $139,868 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,400 Sq Ft

  26 Mechanic St, Winchester, NH 03470

  26 Mechanic St, Winchester, NH 03470
• 

  

  /30

  $94,900

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft

  74 Fern Cir, Fitzwilliam, NH 03447

  END OF SEASON SPECIAL! Nestled on Sip Pond in the Woodbrook Camp and Tennis Club, this private, gated seasonal community offers a true sense of escape. This 2-bedroom, 1-bath house is being sold as is, in its current unfinished state —making it a RARE OPPORTUNITY to transform a blank canvas into your ideal retreat or vacation spot. Full services are available from April through October and

  Amanda Jenkins EXP Realty

  74 Fern Cir, Fitzwilliam, NH 03447
• 

  

  /28

  $344,000 Sold Oct 24, 2025

  • 2,160 Sq Ft
  • $159/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  43 Old Stage Rd, Hinsdale, NH 03451

  Spacious Ranch with Scenic ViewsWelcome to this beautifully maintained 4-bedroom, 2-bath ranch offering comfort, convenience, and room to entertain. Nestled in a country setting with picturesque views, this home blends modern updates with timeless charm.? Highlights include:Architectural Roof – only 2 years old for peace of mind.Efficient Buderus Boiler –

  Robert Calkins Calkins Realty LLC

  43 Old Stage Rd, Hinsdale, NH 03451
• 

  

  /40

  Est $314,031 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,678 Sq Ft

  21 Keene Rd, Winchester, NH 03470

  21 Keene Rd, Winchester, NH 03470
• 

  

  /60

  $165,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  45 Camp 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! This two bedroom home that comes completely furnished ...even the tvs and golf cart are included! It is nicely situated on a corner lot with nothing but open space you can enjoy from the oversized deck. The grill outside is also included. The kitchen inside boasts new gas stove.

  Jay Sterin Realty One Group Next Level

  45 Camp Cir, Fitzwilliam, NH 03447
• 

  

  /51

  $581,000 Sold Oct 24, 2025

  • 2,272 Sq Ft
  • $256/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  45 Monadnock View Rd, Rindge, NH 03461

  NEW PRICE! OPEN HOUSE 8/30 10am to 1pmImpeccably maintained 4-bedroom, 3-bath Colonial boasting 2,272 square feet of thoughtfully designed living space, newer roof (2020), 30 amp RV plug, and so much more! Situated in a desirable cul-de-sac neighborhood with views of Mount Monadnock. The home offers a spacious, level, fully fenced yard ideal for entertaining or relaxing, a walkout basement

  Dean Deschenes Arris Realty

  45 Monadnock View Rd, Rindge, NH 03461
• 

  

  /26

  Est $263,389 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,806 Sq Ft

  7 Maple St, Winchester, NH 03470

  7 Maple St, Winchester, NH 03470
• 

  

  /36

  $225,000

  • 1 Bed
  • 1 Bath
  • 808 Sq Ft

  257 Lakeside Dr, Fitzwilliam, NH 03447

  END OF SUMMER SPECIAL! There are plenty of beautiful sun-soaked days still ahead to relax lakeside, play games, or gather around the fire pit and BBQ under starry skies. Nestled within the gated community at Woodbrook Camp & Tennis Club, this turnkey lake-side home offers an idyllic seasonal escape from April through October—and up to 8 nights per month in the off-season.Designed for ease

  Amanda Jenkins EXP Realty

  257 Lakeside Dr, Fitzwilliam, NH 03447
• 

  

  /29

  $290,000 Sold Oct 24, 2025

  • 1,144 Sq Ft
  • $253/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  398 Chesterfield Rd, Hinsdale, NH 03451

  Charming Ranch in Hinsdale, NHLocated near the Chesterfield line, this well-maintained 3-bedroom, 2-bath home sits on 0.60 acres of landscaped land, perfect for gardening, enjoying time outdoors, or even keeping small livestock.Inside, the home is filled with natural light thanks to numerous windows. A partially wrap-around back deck with a retractable awning makes entertaining

  Paul Rodenhauser BHG Masiello Keene

  398 Chesterfield Rd, Hinsdale, NH 03451
• 

  

  /39

  Est $223,259 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,792 Sq Ft

  15 Old Mill Ct, Winchester, NH 03470

  15 Old Mill Ct, Winchester, NH 03470
• 

  

  /24

  $195,000

  • 3 Beds
  • 4 Baths
  • 3,221 Sq Ft

  32 Main St, Hinsdale, NH 03451

  Come see this antique gem ready for a polish! There's good square footage, a convenient location being on the main road and across from the park along the Ashuelot River, tall ceilings and classic character in this traditional home with with an attached barn/carriage house that could be utilitized in various ways. There's space above in the barn that could be renovated in addition to ground floor

  A.J. Bellville Bellville Realty

  32 Main St, Hinsdale, NH 03451
• 

  

  /33

  $325,000 Sold Oct 24, 2025

  • 2,538 Sq Ft
  • $128/SF
  • 1 Day On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1987

  905 Old Westport Rd, Winchester, NH 03470

  Welcome to your next chapter along the peaceful Ashuelot River. Nestled on 1.6 acres, this 3+ bedroom, 2 bath raised ranch offers not only a solid home with good bones but also the chance to bring your vision to life. With a great floor plan already in place, a little creativity and good old elbow grease, paint and flooring will transform this house into the home you’ve been dreaming of. Imagine

  Bruce Murphy Keller Williams Realty Metro-Keene

  905 Old Westport Rd, Winchester, NH 03470
• 

  

  /6

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  4 Pine Ct, Winchester, NH 03470

  4 Pine Ct, Winchester, NH 03470
• 

  

  /11

  $369,995

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  2C Valley Creek Ln Unit 2C, Swanzey, NH 03446

  This beautifully built new construction townhouse-style condominium is offering modern finishes, spacious layouts, and all the comforts of home. This thoughtfully designed unit features hard flooring throughout, mini splits for heat and air conditioning, an open concept living area that flows seamlessly into a contemporary kitchen equipped with stainless steel appliances, a center island and

  Patricia Paquette BHG Masiello Keene

  2C Valley Creek Ln Unit 2C, Swanzey, NH 03446
• 

  

  /48

  $360,000 Sold Oct 24, 2025

  • 2,376 Sq Ft
  • $152/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  441 W Lake Rd, Fitzwilliam, NH 03447

  Location, Location, Location! This home in the heart of Fitzwilliam has so much to offer. This home offers two bedrooms with two additional rooms that can be used as the new owner seems fit. You will also find two bathrooms, wood flooring, brick details and an amazing porch overlooking the backyard. This backyard is perfect for entertaining and this property has multiple fuel sources that

  Michael Gagne The Mullen Realty Group, LLC

  441 W Lake Rd, Fitzwilliam, NH 03447
• 

  

  /40

  Est $317,315 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,584 Sq Ft

  72 Richmond Rd, Winchester, NH 03470

  72 Richmond Rd, Winchester, NH 03470
• 

  

  /49

  $605,000

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  337 Old Keene Rd, Walpole, NH 03608

  Welcome to super clean, private Cape-style home nestled on 3 serene acres, ideal for large families or multi-generational living. Boasting 5 generously sized bedrooms and 3 full baths, this home offers comfort, space, and versatility. Step inside to discover rich natural woodwork throughout, a sprawling eat-in kitchen perfect for gatherings, and a bright, airy living room with plenty of room to

  Cynthia Westover Galloway Real Estate LLC

  337 Old Keene Rd, Walpole, NH 03608
• 

  

  /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
• 

  

  /40

  Est $383,928 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,649 Sq Ft

  27 Michigan St, Winchester, NH 03470

  27 Michigan St, Winchester, NH 03470
• 

  

  /41

  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 4,599 Sq Ft

  24 Westminster St, Walpole, NH 03608

  OPEN HOUSE, SUNDAY, 11/2/25, 11AM-2PM. 40 mins to Okemo.Completely renovated 4,000+ square foot Greek Revival home w/ 7 fireplaces, a landmark residence nestled in the heart of Walpole village overlooking the historic common.Anchored by four impressive pillars, the stately facade opens into a sprawling interior featuring a seamless blend of old-world charm and modern sophistication.Inside,

  Cynthia Westover Galloway Real Estate LLC

  24 Westminster St, Walpole, NH 03608
• 

  

  /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
• 

  

  /31

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft

  71 Richmond Rd, Winchester, NH 03470

  71 Richmond Rd, Winchester, NH 03470
• 

  

  /6

  $184,900

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  321 Route 123 N, Stoddard, NH 03464

  OPEN HOUSE: SATURDAY, NOVEMBER 22th - 11AM-1PM SUNDAY, NOVEMBER 23RD - 11AM-1PM You could buy this today and be on vacation tomorrow. Fully furnished across the street from one of the many beautiful local lakes. The property itself was built well and reflects that when looking at its current condition.The boat slip is a tenth of a mile down the road, bring all of your water toys and take

  Team AmeraBay AmeraBay

  321 Route 123 N, Stoddard, NH 03464
• 

  

  /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
• 

  

  /13

  Est $244,857 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,622 Sq Ft

  30 Ashuelot St, Winchester, NH 03470

  30 Ashuelot St, Winchester, NH 03470
• 

  

  /16

  $169,900

  • Land
  • 18 Acres
  • $9,439 per Acre

  0 Old Hinsdale Rd Unit 1 5052965, Winchester, NH 03470

  Located at the very end of the town maintained road is where you will findthis private 18 acre lot building lot. This lot has been selectively cut opening up many nice walking trails including a cleared building site. Town must approve driveway permit to issue building permit as well as improving a portion of the class VI road where driveway would lead to building site. Electricity is at

  Jerry Chandler R.H. Thackston & Company

  0 Old Hinsdale Rd Unit 1 5052965, Winchester, NH 03470
• 

  

  /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
• 

  

  /25

  Est $222,583 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  24 Scotland Rd, Winchester, NH 03470

  24 Scotland Rd, Winchester, NH 03470
• 

  

  /14

  $49,900

  • Land
  • 1.4 Acres
  • $35,643 per Acre

  00 Kennedy Brook Dr Unit 11, Stoddard, NH 03464

  Great building lot. Wooded, gently sloping,rough drive is cut in. A 3 bdrm septic will convey with property.Great location close to the Assoc area/ boat launch and club house. Come build a Vaca retreat or year-round home. Must see lot!!

  Brian Michaud Dow Hill Realty

  00 Kennedy Brook Dr Unit 11, Stoddard, NH 03464
• 

  

  /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
• 

  

  /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

Showing Results 441 - 480, Page 12 of 18