Cheshire County, NH Homes

• 

  

  

  /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
• 

  

  

  /6

  $1,650 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  73 Main St Unit 2, Walpole, NH 03608

  Looking for a place to call home that is light andairy conveniently locate to walk to shopping, library, restaurants, PO, and town offices? This lovely one bedroom apartment has AC, Heat & Electric include! Shared laundry with one other tenant, located on second floor in the village of Walpole, NH. Building is in a quiet residential neighborhood, parking provided. Apartment is looking for one

  

  Robin Sanctuary

  Traditions Real Estate LLC

  73 Main St Unit 2, Walpole, NH 03608
• 

  

  

  /47

  $335,000

  Sold Sep 02, 2025

  200 Royalston Rd, Fitzwilliam, NH 03447

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Above List Price
  • $209/SF
  • 5 Days On Market

  Last Listing Agent Missy Fernald REAL Broker NH, LLC

  200 Royalston Rd, Fitzwilliam, NH 03447
• 

  

  

  /11

  Est $165,550

  Not Listed For Sale

  5 Main St, Hinsdale, NH 03451

  • 2 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1889

  5 Main St, Hinsdale, NH 03451

  Last Sold Summary

  • 55 Days On Market
• 

  

  

  /13

  $200,000

  $150K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  10 Sun Cliff Dr, Rindge, NH 03461

  ATTENTION Investors, Contractors or Cash buyers! This property will not finance. Reasonable offers entertained. Unique Envelope Home with Barn & Accessary Dwelling Unit. Nestled in the peaceful town of Rindge, just over the Massachusetts border, this rare envelope-style home offers a unique opportunity to own a truly energy-efficient design in a beautiful setting. The main house features 3

  

  Dean Deschenes

  Arris Realty

  10 Sun Cliff Dr, Rindge, NH 03461
• 

  

  /46

  Starting at $2,275 Per Month

  • Studio - 2 Beds

  3 Orchard Ln, Swanzey, NH 03446

  The Orchard Overlook Apartments is Swanzey's newest luxury community! This oasis offers many amazing amenities including a heated pool, fitness center, pickleball courts and a putting green!

  Orchard Overlook Apartments

  

  3 Orchard Ln, Swanzey, NH 03446
• 

  

  /17

  $284,900

  Sold Mar 02, 2026

  31 North St, Jaffrey, NH 03452

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $259/SF
  • 37 Days On Market

  Current Estimated Value $269,947

  Last Listing Agent Zachary Letourneau North New England Real Estate Group

  31 North St, Jaffrey, NH 03452
• 

  

  /52

  Est $493,190

  Not Listed For Sale

  28 Greenbriar Rd, Keene, NH 03431

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1971

  28 Greenbriar Rd, Keene, NH 03431

  Last Sold Summary

  • 117 Days On Market
• 

  

  /10

  $499,000

  • Land
  • 40 Acres
  • $12,475 per Acre

  420-11 Route 9 Hwy, Stoddard, NH 03464

  This exceptional 40-acre parcel in Stoddard offers a wide range of potential uses, including residential, agricultural, commercial, or residential development opportunities. A wetlands crossing has already been approved, adding to the property's development potential. Whether you are looking to build your dream home, establish a family compound (subject to town approvals), or pursue a business

  

  Linda Gray

  Perfect Choice Properties, Inc.

  420-11 Route 9 Hwy, Stoddard, NH 03464
• 

  

  /16

  $2,400 Per Month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  13 Boggy Meadow Ln, Walpole, NH 03608

  Enjoy the peaceful setting of this 3-bedroom home located in Walpole's agricultural district, where open fields and rural surroundings create a quiet country atmosphere. Conveniently situated just minutes from downtown Walpole, with an easy commute to Keene, NH, and Interstate 91, this home offers the perfect balance of privacy and accessibility.Located near local walking trails, the property

  

  Robin Sanctuary

  Traditions Real Estate LLC

  13 Boggy Meadow Ln, Walpole, NH 03608
• 

  

  /17

  $295,000

  Sold Feb 27, 2026

  19 Toofs Dr, Winchester, NH 03470

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $219/SF
  • 19 Days On Market

  Current Estimated Value $294,776

  Last Listing Agent Curtiss Thornbrugh HKS Associates, Inc.

  19 Toofs Dr, Winchester, NH 03470
• 

  

  /8

  Not Listed For Sale

  0 Marlboro Rd, Keene, NH 03431

  0 Marlboro Rd, Keene, NH 03431

  Last Sold Summary

  • 400 Days On Market
• 

  

  /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
• 

  

  /32

  Starting at $1,570 Per Month

  • Studio - 2 Beds

  175 Monadnock Hwy, Swanzey, NH 03446

  Monadnock Place, Swanzey, NH’s premier luxury apartment community, is now Leasing! Discover the best of modern living in our spacious studio, one-, and two-bedroom apartments, all designed with high-end finishes. Monadnock Place features top tier amenities such as a cybercafé, social lounge, 24 hour-fitness center, pet spa, grilling stations and fire pits! Embrace a lifestyle of comfort and

  Monadnock Place

  

  175 Monadnock Hwy, Swanzey, NH 03446
• 

  

  /14

  $45,000

  Sold Jun 30, 2026

  00 Kennedy Brook Dr Unit 11, Stoddard, NH 03464

  • Land
  • 1.4 Acres
  • $32,143 per Acre

  Last Sold Summary

  • 27% Below List Price
  • 292 Days On Market

  Last Listing Agent Brian Michaud Dow Hill Realty

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

  

  /56

  Not Listed For Sale

  221 Valley Rd, Dublin, NH 03444

  • 4 Beds
  • 4 Baths
  • 2,392 Sq Ft
  • Built 2017

  221 Valley Rd, Dublin, NH 03444

  Last Sold Summary

  • 80 Days On Market
• 

  

  /44

  $379,900

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  11 Robbins Rd, Fitzwilliam, NH 03447

  Welcome to a charming 1885 New Englander nestled on a picturesque half-acre lot in Fitzwilliam, NH. Full of character and thoughtful updates, this 2-bedroom, 2-bath home beautifully blends historic charm with today's conveniences. The farmhouse-style kitchen offers butcher block countertops, a center island with refrigeration storage, updated appliances, and a large bay window that fills the

  

  Laurie Mack

  BHG Masiello Keene

  11 Robbins Rd, Fitzwilliam, NH 03447
• 

  

  /37

  Starting at $1,775 Per Month

  • Studio - 3 Beds

  222 West St, Keene, NH 03431

  Keene’s landmark Colony Mill has been fully renovated, and now features 89 pet-friendly loft apartments with sleek, modern kitchens, in-unit washer/dryer, central air, on-site fitness center, community gathering room, theatre room, Wifi lounge and off-street parking! Residents of Colony Mill are also sure to love the easy walk to Keene’s quaint downtown, which offers an excellent array of dining,

  Colony Mill

  

  222 West St, Keene, NH 03431
• 

  

  /8

  $120,000

  Sold Sep 04, 2025

  Lot 18-1 Old Coach Rd, Fitzwilliam, NH 03447

  • Land
  • 6.07 Acres
  • $19,769 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 0 Days On Market

  Last Listing Agent Shane Lampinen Broadvest Real Estate Group

  Lot 18-1 Old Coach Rd, Fitzwilliam, NH 03447
• 

  

  /37

  Not Listed For Sale

  323 Woodbrook Dr, Fitzwilliam, NH 03447

  • 1 Bed
  • 1 Bath
  • 591 Sq Ft
  • Built 1976

  323 Woodbrook Dr, Fitzwilliam, NH 03447

  Last Sold Summary

  • 28 Days On Market
• 

  

  /36

  $249,900

  • 1,248 Sq Ft

  164 Gustin Pond Rd, Marlow, NH 03456

  Skip months of construction delays! If you have always thought of building but overwhelmed as to where to start, this unique opportunity offers the perfect head start. Nestled on 3.3 private acres in a beautiful rural setting, this 26 x 48' Ranch is well underway and waiting for its new owners to bring it to completion. The exterior is weather-tight with the roof, siding, windows and doors

  

  Mary Ann Shepard

  Monadnock Region Real Estate Group, LLC

  164 Gustin Pond Rd, Marlow, NH 03456
• 

  

  /30

  Starting at $775 Per Month

  • 3 - 4 Beds

  120 Emerald St, Keene, NH 03431

  Off campus living is made easy with all-inclusive rent, fully furnished apartments, and amenities designed for students. Located just down the street from Keene State College, we offer individual lease agreements within spacious 3 or 4 bedroom floorplans. Call or email our leasing team to arrange for a personal tour and see for yourself why you will love living at Arcadia

  Arcadia Apartments

  

  120 Emerald St, Keene, NH 03431
• 

  

  /22

  $155,000

  Sold May 04, 2026

  4 Tara Hill Ln, Hinsdale, NH 03451

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1972

  Last Sold Summary

  • 30% Below List Price
  • $124/SF
  • 134 Days On Market

  Current Estimated Value $229,512

  Last Listing Agent Andrea Thackston R.H. Thackston & Company/Bellows Falls

  4 Tara Hill Ln, Hinsdale, NH 03451
• 

  

  /14

  Not Listed For Sale

  24 Old Moore Rd, Westmoreland, NH 03467

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 1930

  24 Old Moore Rd, Westmoreland, NH 03467

  Last Sold Summary

  • 318 Days On Market
• 

  

  /39

  $435,000

  • 5,000 Sq Ft

  87 Mechanic St, Alstead, NH 03602

  Dreaming of riverfront living with income potential? This one-of-a-kind multi-family property overlooks the scenic Cold River, renowned for its excellent fishing opportunities. Rich in history, the building was originally a grist mill and has been thoughtfully converted into a three-unit multi-family property while preserving much of its original character. The first floor apartment is a

  

  Robin Sanctuary

  Traditions Real Estate LLC

  87 Mechanic St, Alstead, NH 03602
• 

  

  /27

  Starting at $1,675 Per Month

  • 1 - 2 Beds

  24 Monadnock Hwy, Keene, NH 03431

  Princeton at Mill Pond Apartments for Rent in Keene, NH boasts exciting amenities such as heat and hot water included, pet friendly locations, online rent pay and maintenance notifications as well as reserved covered parking. Take a stroll around the property in a wooded peaceful environment to get some air and clear your head. Taking your four-legged friend out to play, there is plenty of

  Princeton at Mill Pond

  

  24 Monadnock Hwy, Keene, NH 03431
• 

  

  /45

  $285,000

  Sold May 26, 2026

  14 Hammann Dr, Marlow, NH 03456

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $241/SF
  • 111 Days On Market

  Current Estimated Value $290,828

  Last Listing Agent Shane Moynihan Realty One Group Next Level

  14 Hammann Dr, Marlow, NH 03456
• 

  

  /42

  Est $614,116

  Not Listed For Sale

  58 South St, Walpole, NH 03608

  • 3 Beds
  • 2.5 Baths
  • 2,608 Sq Ft
  • Built 1999

  58 South St, Walpole, NH 03608

  Last Sold Summary

  • 200 Days On Market
• 

  

  /59

  $999,000

  • 3 Beds
  • 3 Baths
  • 1,757 Sq Ft

  20 Keene Ave, Fitzwilliam, NH 03447

  Experience the ultimate turnkey New England Lake retreat at 20 Keene Ave, a masterfully renovated compound set on a beautifully landscaped one-acre lot with coveted deeded beach access to pristine, spring-fed Laurel Lake. Both the main home and the detached Accessory Dwelling Unit (ADU) are fully winterized and designed for comfortable year-round living. This exceptional offering blends high-end

  

  Laurie Mack

  BHG Masiello Keene

  20 Keene Ave, Fitzwilliam, NH 03447
• 

  

  /20

  Starting at $1,119 Per Month

  • Studio - 2 Beds

  311-323 Maple Ave, Keene, NH 03431

  The Pines Apartments are located just a short distance from downtown Keene, New Hampshire, Keene Medical Center and major highways. Keene has so much to offer: great dining, shopping and the advantages of access to Keene State College. You can enjoy the view of Mt. Monadnock from our meticulously maintained grounds. Our pool is a great summertime meeting place. We are owner managed with pride for

  The Pines Apartments

  

  311-323 Maple Ave, Keene, NH 03431
• 

  

  /57

  $660,000

  Sold Sep 12, 2025

  236 Darling Rd, Keene, NH 03431

  • 4 Beds
  • 3.5 Baths
  • 3,410 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $194/SF
  • 47 Days On Market

  Current Estimated Value $687,764

  Last Listing Agent Robin Smith BHG Masiello Keene

  236 Darling Rd, Keene, NH 03431
• 

  

  /37

  Est $300,794

  Not Listed For Sale

  23 Spring St, Swanzey, NH 03446

  • 3 Beds
  • 1 Bath
  • 1,317 Sq Ft
  • Built 1875

  23 Spring St, Swanzey, NH 03446

  Last Sold Summary

  • 41 Days On Market
• 

  

  /60

  $569,000

  $56K PRICE DROP Under Contract

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

  172 Boulder Dr, Dublin, NH 03444

  Set on 2.03 private acres in one of Dublin's established neighborhoods, this meticulously maintained 3-bedroom, 3-bath Colonial offers the best of both worlds: lovely wooded surroundings and a neighborhood where country roads are perfect for strolling. The home opens to a three-season sun porch and an expansive deck overlooking the natural landscape. A hot tub provides another place to relax and

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  172 Boulder Dr, Dublin, NH 03444
• 

  

  /20

  Starting at $1,795 Per Month

  • 1 - 2 Beds

  742 W Swanzey Rd, Swanzey, NH 03446

  Princeton Square Apartments in Swanzey, NH offers comfortable, garden-style living in a peaceful, convenient setting just minutes from Keene. Choose from well-designed one and two bedroom apartment homes featuring functional layouts, ample closet space, and bright living areas that make it easy to feel at home. Enjoy beautifully maintained grounds, off-street parking, on-site laundry, and

  Princeton Square

  

  742 W Swanzey Rd, Swanzey, NH 03446
• 

  

  /28

  $235,000

  Sold Jun 12, 2026

  26 Stone Pond Rd, Marlow, NH 03456

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Built 1980

  Last Sold Summary

  • 34% Above List Price
  • $367/SF
  • 5 Days On Market

  Current Estimated Value $239,114

  Last Listing Agent Jonathan Griffus BHG Masiello Keene

  26 Stone Pond Rd, Marlow, NH 03456
• 

  

  /43

  Est $581,158

  Not Listed For Sale

  267 Swanzey Lake Rd, Swanzey, NH 03446

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 1986

  267 Swanzey Lake Rd, Swanzey, NH 03446

  Last Sold Summary

  • 76 Days On Market
• 

  

  /29

  $279,500

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  295 Gilsum Rd, Sullivan, NH 03445

  Welcome to 295 Gilsum Road in Sullivan, NH—a beautifully renovated 2-bedroom, 1-bath home set on 2 peaceful acres in a picturesque rural setting just 20 minutes from Keene. Every inch of this bright and sunny home has been thoughtfully updated, featuring a stunning new kitchen with a large working island that offers plenty of space for cooking, dining, and entertaining.The open and inviting

  

  Laurie Mack

  BHG Masiello Keene

  295 Gilsum Rd, Sullivan, NH 03445
• 

  

  /19

  Starting at $1,400 Per Month

  • Studio - 4 Beds

  62 Roxbury St, Keene, NH 03431

  Apartment living located in downtown Keene. Beautiful new apartments with granite counter tops in both the kitchen and bathrooms, stainless steel appliances, washer/ dryer hookups in every apartment, ceiling fans, central air and 24 hour emergency maintenance. When you live at Washington Park of Keene you are a short distance away from all that Keene's tree lined main street has to offer,

  Washington Park of Keene

  

  62 Roxbury St, Keene, NH 03431
• 

  

  /14

  $370,000

  Sold Jun 30, 2026

  44 Pearl St, Keene, NH 03431

  • 2,119 Sq Ft
  • Built 1850

  Last Sold Summary

  • $175/SF
  • 0 Days On Market

  Current Estimated Value $327,318

  Last Listing Agent No MLS Listing Agent No MLS Listing Office

  44 Pearl St, Keene, NH 03431
• 

  

  /59

  Est $399,691

  Not Listed For Sale

  447 South Rd, Sullivan, NH 03445

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • Built 1972

  447 South Rd, Sullivan, NH 03445

  Last Sold Summary

  • 34 Days On Market

Showing Results 1 - 40, Page 1 of 18