Cheshire County, NH Homes

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  /24

  $295,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,145 Sq Ft

  20 Bilo Ave, Winchester, NH 03470

  Updated and ready to love, this bright and sunny 3-bedroom, 1-bath home offers 1,145 square feet of comfortable living space in a convenient Winchester location near schools. Fresh paint throughout and new vinyl plank flooring create a clean, modern feel, while new stainless steel appliances shine in the spacious kitchen, complete with a breakfast bar open to the living room—perfect for everyday

  

  Laurie Mack

  BHG Masiello Keene

  (866) 346-1351

  20 Bilo Ave, Winchester, NH 03470
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  /32

  $1,520 - $2,320 per month

  Monadnock Place

  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

  175 Monadnock Hwy, Swanzey, NH 03446
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  /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
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  /34

  Est $323,698 Not Listed For Sale

  128 Ashuelot St, Winchester, NH 03470

  • 4 Beds
  • 1.5 Baths
  • 2,356 Sq Ft
  • Built 1889

  128 Ashuelot St, Winchester, NH 03470

  Last Sold Summary

  • 6% Above List Price
  • $129/SF
  • 145 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Thomas Travers Great Beginnings Real Estate Services, LLC
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  /36

  $290,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  55 River St, Alstead, NH 03602

  Welcome home to this charming three-bedroom, one-bath property that truly has it all! Situated on over an acre of level land, this home offers large front and back yards—perfect for outdoor gatherings, gardening, or simply enjoying the open space. Adding to the appeal is river frontage, ideal for cooling off on warm summer days or taking peaceful strolls along the riverbank.Inside, you’ll

  

  Robin Sanctuary

  Traditions Real Estate LLC

  (866) 521-2310

  55 River St, Alstead, NH 03602
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  /6

  $1,400 per month

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

  838 New Hampshire 12, Westmoreland, NH 03467

  Renovated 1-Bedroom Studio - Utilities Included Nicely renovated studio apartment with all utilities included (tenant pays WiFi only). Just 10 minutes to Downtown Keene, NH. Perfect for someone on a fixed income. Contact to schedule a showing.

  Paul Rodenhauser BHG Masiello Keene

  838 New Hampshire 12, Westmoreland, NH 03467
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  /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 $280,083

  Last Listing Agent Zachary Letourneau North New England Real Estate Group

  31 North St, Jaffrey, NH 03452
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  /24

  Est $424,083 Not Listed For Sale

  130 Prospect St, Troy, NH 03465

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft
  • Built 1948

  130 Prospect St, Troy, NH 03465

  Last Sold Summary

  • $274/SF
  • 112 Days On Market

  Last Sold Price $425,000

  Last Listing Agent David White OwnerEntry.com
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  /24

  $69,900

  • Land
  • 2.01 Acres
  • $34,776 per Acre

  000 S Village Rd Unit 13, Westmoreland, NH 03467

  Discover this ideal location to build your new home! Just-over-2-acres in the charming town of Westmoreland, NH, offers the perfect blend of tranquility and convenience. Nestled in a peaceful area, yet conveniently close to nearby towns and amenities. The property features stunning old stone walls that add character and a sense of timelessness to the landscape. Whether you're looking to

  

  Alison Fissette

  Alset Realty LLC

  (603) 952-4998

  000 S Village Rd Unit 13, Westmoreland, NH 03467
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  /14

  $1,600 - $2,275 per month

  Orchard Overlook Apartments

  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, tennis court and pickleball courts!

  3 Orchard Ln, Swanzey, NH 03446
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  /16

  $330,000 Sold Jun 20, 2025

  8 Grove St, Keene, NH 03431

  • 5 Beds
  • 2 Baths
  • 2,136 Sq Ft
  • Built 1910

  Last Sold Summary

  • 12% Below List Price
  • $154/SF
  • 65 Days On Market

  Current Estimated Value $354,027

  Last Listing Agent Nancy Thompson BHG Masiello Keene

  8 Grove St, Keene, NH 03431
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  /25

  Est $412,135 Not Listed For Sale

  368 Great Rd, Jaffrey, NH 03452

  • 3 Beds
  • 1 Bath
  • 1,872 Sq Ft
  • Built 1985

  368 Great Rd, Jaffrey, NH 03452

  Last Sold Summary

  • 3% Above List Price
  • $214/SF
  • 14 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Kenneth Lehtonen RE/MAX
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  /11

  $120,000 Pending

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  234 Old Cheshire Turnpike, Walpole, NH 03608

  This one is a definite handyman's project or better yet; the manufactured home could be removed and replaced with another home. The listing was priced as being only a land parcel with an in place dug well, septic system and upper driveway. Property being sold as-is; at the price offered, the owner is not planning any property cleanout or repairs. This property is probably not financeable as a

  

  Alan Croteau

  Real Property Options

  (844) 850-5370

  234 Old Cheshire Turnpike, Walpole, NH 03608
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  /18

  $2,400 per month

  • 4 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • House for Rent

  37 Bush St, Marlborough, NH 03455

  This cape-style home offers 4 bedrooms and 2 baths just minutes from Keene. Freshly updated throughout, the home offers a clean, sunny space with a practical layout. The 1,296 sq ft of living area includes an eat-in kitchen, living room, full bath and 2 bedrooms on first floor with two bedrooms and a half bath on second floor. The full basement is clean and dry and includes the laundry hookups.

  Gina Paight Greenwald Realty Group

  37 Bush St, Marlborough, NH 03455
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  /12

  $240,000 Sold Jun 06, 2025

  238 Base Hill Rd Unit 47, Keene, NH 03431

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1999

  Last Sold Summary

  • $227/SF
  • 10 Days On Market

  Last Listing Agent Diana Elfreich Keller Williams Realty Metro-Keene

  238 Base Hill Rd Unit 47, Keene, NH 03431
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  /36

  Est $286,826 Not Listed For Sale

  35 Indian Acres Dr, Hinsdale, NH 03451

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1963

  35 Indian Acres Dr, Hinsdale, NH 03451

  Last Sold Summary

  • 6% Above List Price
  • $199/SF
  • 11 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro
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  /10

  $149,900 Under Contract

  • Land
  • 2.7 Acres
  • $55,519 per Acre

  Lot 27-1 Old Walpole Rd, Surry, NH 03431

  Exceptional 2.7 acre building lot just out side the heart of Keene. Home site set back from the road provides a blank canvas for your dream home with a beautiful back drop of the well stocked wooded hillside of mature trees providing a natural setting for abundant wildlife. The land has been surveyed, soils tested and septic design completed, pending final subdivision approval. One of a kind

  

  Shane Lampinen

  Broadvest Real Estate Group

  (888) 493-0525

  Lot 27-1 Old Walpole Rd, Surry, NH 03431
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  /27

  $1,695 - $1,895 per month

  Princeton at Mill Pond

  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

  24 Monadnock Hwy, Keene, NH 03431
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  /11

  $160,000 Sold Oct 24, 2025

  101 Gilsum Rd, Sullivan, NH 03445

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1989

  Last Sold Summary

  • 36% Below List Price
  • $148/SF
  • 51 Days On Market

  Last Listing Agent Cheryl Demetriou Realty One Group Next Level- Concord

  101 Gilsum Rd, Sullivan, NH 03445
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  /29

  Est $302,024 Not Listed For Sale

  225 Meetinghouse Rd, Hinsdale, NH 03451

  • 3 Beds
  • 1 Bath
  • 1,557 Sq Ft
  • Built 1955

  225 Meetinghouse Rd, Hinsdale, NH 03451

  Last Sold Summary

  • 4% Above List Price
  • $186/SF
  • 93 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Colleen Whitney EXP Realty
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  /15

  $997,000

  • 5 Beds
  • 4.5 Baths
  • 5,846 Sq Ft

  13 Harkness Rd, Jaffrey, NH 03452

  Welcome to 13 Harkness Road, a rare opportunity to own a piece of New England history. Originally built in 1790 and once home to the beloved Rice’s Hotel, this elegant estate offers timeless charm. Set on over 3 picturesque acres in the heart of the Monadnock Region, this 5-bedroom, 5-bathroom residence is a masterclass in heritage craftsmanship and sophisticated living.From the moment

  

  Zack LeRoy

  BHG Masiello Keene

  (844) 855-1450

  13 Harkness Rd, Jaffrey, NH 03452
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  /7

  $1,450 per month

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

  7-11 Court St Unit 5, Keene, NH 03431

  Cozy second floor 1 bedroom apartment situated just off Central Square in downtown Keene. This unit offers tall ceilings, hardwood floors, and large windows that provide abundant natural light throughout. Heat and hot water included. Pets negotiable. Credit and background check required at tenant expense (inquire for link, no Zillow applications). Tenant occupied, showings may be limited.

  Ayden Hardy BHG Masiello Keene

  7-11 Court St Unit 5, Keene, NH 03431
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  /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 $296,544

  Last Listing Agent Curtiss Thornbrugh HKS Associates, Inc.

  19 Toofs Dr, Winchester, NH 03470
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  /30

  Est $265,478 Not Listed For Sale

  23 Riverside Rd, Gilsum, NH 03448

  • 2 Beds
  • 1 Bath
  • 815 Sq Ft
  • Built 1950

  23 Riverside Rd, Gilsum, NH 03448

  Last Sold Summary

  • 6% Above List Price
  • $307/SF
  • 5 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Clark Wulff RE/MAX
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  /39

  $700,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,958 Sq Ft

  61 Elm St, Walpole, NH 03608

  A CLASSIC COLONIAL IN THE HEART OF A VIBRANT COMMUNITY! HISTORIC CHARM MEETS VILLAGE LIFE! Set just off the town green, drive past flowering hydrangeas and colorful foliage to a bright red garage and barn. A pillared porch invites you to linger with morning coffee as neighbors pass by. Inside, sunlight dances across wide plank floors, crisp white millwork and timeless period details. Welcome

  Fine Homes Group International Keller Williams Realty-Metropolitan

  61 Elm St, Walpole, NH 03608
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  /43

  $1,775 - $3,355 per month

  Colony Mill

  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,

  222 West St, Keene, NH 03431
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  /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
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  /24

  Not Listed For Sale

  12 Oriole Ave, Keene, NH 03431

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1987

  12 Oriole Ave, Keene, NH 03431

  Last Sold Summary

  • $78/SF
  • 6 Days On Market

  Last Sold Price $72,500

  Last Listing Agent Kirsten Perkins BHG Masiello Keene
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  /35

  $325,000

  • 5 Beds
  • 2 Baths
  • 5,624 Sq Ft

  89 Main St, Marlborough, NH 03455

  HISTORIC MAIN STREET OPPORTUNITY WITH INCOME AND BUSINESS POTENTIAL! Perfectly positioned on a high-visibility stretch of road with steady traffic flow and a convenient dual-entry parking lot, this versatile property offers history, charm, and entrepreneurial promise. The main residence has been thoughtfully adapted as a multi-family home ideal for an owner-occupant seeking supplemental rental

  Fine Homes Group International Keller Williams Realty-Metropolitan

  89 Main St, Marlborough, NH 03455
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  /7

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  110 Church St Unit 2, Keene, NH 03431

  Renovated 2-bedroom apartment ideally located within walking distance to downtown Keene. This updated unit offers a clean, modern living space with convenient access to local shops, restaurants, and amenities. Rent includes heat, trash removal, snow removal, landscaping, and on-site parking, providing low-maintenance living year-round. Tenant is responsible for electricity and WiFi. Pets

  Paul Rodenhauser BHG Masiello Keene

  110 Church St Unit 2, Keene, NH 03431
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  /39

  $495,000 Sold May 05, 2025

  388 Old Homestead Hwy, Swanzey, NH 03446

  • 7 Beds
  • 4 Baths
  • 5,058 Sq Ft
  • Built 1880

  Last Sold Summary

  • 10% Below List Price
  • $98/SF
  • 81 Days On Market

  Last Listing Agent Fred Blais Blais & Associates, Realtors

  388 Old Homestead Hwy, Swanzey, NH 03446
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  /48

  Est $548,769 Not Listed For Sale

  15 Wrobel Rd, Chesterfield, NH 03462

  • 3 Beds
  • 2 Baths
  • 2,365 Sq Ft
  • Built 1987

  15 Wrobel Rd, Chesterfield, NH 03462

  Last Sold Summary

  • 2% Above List Price
  • $228/SF
  • 14 Days On Market

  Last Sold Price $539,000

  Last Listing Agent Todd Bassler Greenwald Realty Group
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  /26

  $204,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,372 Sq Ft

  794 Court St Unit D, Keene, NH 03431

  Experience a carefree, pet-friendly, and affordable lifestyle in this bright, low-maintenance two-bedroom townhouse nestled within the established community of The Court. The interior features extensive modern upgrades, including stylish new flooring throughout and high-efficiency windows that enhance both comfort and curb appeal. The inviting main level showcases a sun-drenched living room and a

  Doreen Lewis Redfin Corporation

  794 Court St Unit D, Keene, NH 03431
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  /19

  $1,400 - $1,800 per month

  Washington Park of Keene

  1 - 2 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,

  62 Roxbury St, Keene, NH 03431
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  /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 $681,471

  Last Listing Agent Robin Smith BHG Masiello Keene

  236 Darling Rd, Keene, NH 03431
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  /42

  Est $517,666 Not Listed For Sale

  12 Foxwood Ave, Keene, NH 03431

  • 4 Beds
  • 2 Baths
  • 3,056 Sq Ft
  • Built 1986

  12 Foxwood Ave, Keene, NH 03431

  Last Sold Summary

  • 7% Above List Price
  • $159/SF
  • 20 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Lisa Gray Lamacchia Realty, Inc.
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  /34

  $313,490 Pending

  • 5 Beds
  • 3 Baths
  • 2,118 Sq Ft

  304 Perk St, Keene, TX 76059

  Gorgeous new D.R. Horton home in the The Canyons community located in Keene and Keene ISD! This thoughtfully designed single-story Lexington floorplan Elevation C, with a quick estimated Winter completion, features 5 bedrooms, 3 bathrooms, and a 2-car garage with an open-concept layout that connects the family room, dining area, and kitchen to create a spacious and functional living environment.

  Steve Kahn Century 21 Mike Bowman, Inc.

  304 Perk St, Keene, TX 76059
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  /11

  $1,495 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  80 Main St, Winchester, NH 03470

  Available immediately. 1-2 bedroom apartment. One level living with storage on 2nd floor. Open concept kitchen/dining/living. Full bathroom. In town location. Close to school, amenities and shopping. Electric heat. Tenant pays electric, heat and snow removal.

  Emily Lagerberg R.H. Thackston & Company

  80 Main St, Winchester, NH 03470
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  /15

  $65,000 Sold Aug 01, 2025

  76 Lakeside Dr, Fitzwilliam, NH 03447

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $87/SF
  • 100 Days On Market

  Last Listing Agent Anna Schierioth HKS Associates, Inc.

  76 Lakeside Dr, Fitzwilliam, NH 03447
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  /52

  Est $417,838 Not Listed For Sale

  69 Forestview Dr, Spofford, NH 03462

  • 2 Beds
  • 1.5 Baths
  • 1,735 Sq Ft
  • Built 1987

  69 Forestview Dr, Spofford, NH 03462

  Last Sold Summary

  • 2% Above List Price
  • $236/SF
  • 6 Days On Market

  Last Sold Price $409,000

  Last Listing Agent Rochelle Gaouette Greenwald Realty Group

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