Cheshire, NH Homes

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  /37

  $549,900

  • 2 Beds
  • 2 Baths
  • 1,788 Sq Ft

  57 Prescott Rd, Jaffrey, NH 03452

  Discover the perfect blend of classic New England charm and thoughtful modern updates in this beautifully crafted Antique Reproduction Saltbox Colonial, set on 1.76 private, landscaped acres. Built in 1979, this home features wide pine floors, custom woodwork, and period-style finishes throughout. The formal living room offers rich wood paneling, Indian shutters, and a brick fireplace. A spacious

  

  Sharon Corr

  The Corr Group, LLC

  (844) 512-0428

  57 Prescott Rd, Jaffrey, NH 03452
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  /4

  $1,475 - $2,275 per month

  Orchard Overlook

  Studio - 2 Beds

  244 Old Homestead Hwy, Swanzey, NH 03446

  Luxury has arrived. *Opening Soon*Orchard Overlook is Swanzey's newest luxury apartment community.Be surrounded in luxury with thoughtfully designed floor plans. Stunning kitchens where quartz countertops and custom cabinetry set the stage for casual elegance. Wood style plank flooring with inviting color palates give you the designer touches you will love!You can expect

  244 Old Homestead Hwy, Swanzey, NH 03446
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  /45

  $331,000 Sold Aug 06, 2025

  • 1,048 Sq Ft
  • $316/SF
  • 53 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  21 Vine St, Keene, NH 03431

  Nestled in the heart of Keene, you’ll find this move in ready ranch style home sitting on a level and tastefully landscaped corner lot! Not only does this home offer one level living, but an open concept floor plan making it easy for everyday living as well as entertaining guests! Upon entering, you’ll be greeted by the cozy living room with a wood burning fireplace and kitchen/dining area, both

  Abby Fino East Key Realty

  21 Vine St, Keene, NH 03431
• 

  

  

  /23

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,068 Sq Ft

  810 Court St, Keene, NH 03431

  810 Court St, Keene, NH 03431
• 

  

  

  /60

  $695,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 3,792 Sq Ft

  314 Richmond Rd, Fitzwilliam, NH 03447

  Discover this charming historic farmhouse nestled on 5 plus picturesque acres surrounded by beautiful maple trees and lush green lawn. Built in 1820, this home is filled with authentic character, spanning over 3,500 sq ft and featuring 4 bedrooms, 3 bathrooms, a great room, a formal living room, a den, a formal dining room, and a large eat-in kitchen perfect for family gatherings. Though the home

  

  Michelle Peterson

  Elm Grove Realty

  (877) 702-2576

  314 Richmond Rd, Fitzwilliam, NH 03447
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  /7

  $1,400 per month

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

  11 Court St Unit 9, Keene, NH 03431

  Now available for rent: a well-maintained 1-bedroom, 1-bath apartment in a beautifully preserved historic building located just off Central Square in downtown Keene. This third-floor unit offers a bright living space, tall ceilings, and large windows that fill the home with natural light. Enjoy close proximity to restaurants, shops, public transportation, the library, and other local amenities.

  Ayden Hardy BHG Masiello Keene

  11 Court St Unit 9, Keene, NH 03431
• 

  

  /28

  $240,000 Sold Aug 06, 2025

  • 1,368 Sq Ft
  • $175/SF
  • 68 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1926

  117 Gilsum St, Keene, NH 03431

  Welcome to 117 Gilsum Street, 3 bedroom 1 full bath Cape/Bungalow Style home, nice in town location, just a short walk to the Keene Recreation Center and close to the school and down town Keene. Paved driveway, nice grassy back yard and covered porch in the front. 1st floor has kitchen/dining and living rooms, access to the large covered front porch, 2 bedrooms and a full bathroom. 2nd floor has

  Shane Lampinen Broadvest Real Estate Group

  117 Gilsum St, Keene, NH 03431
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  /29

  Est $406,481 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,857 Sq Ft

  73 Timberlane Dr, Keene, NH 03431

  73 Timberlane Dr, Keene, NH 03431
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  /10

  $499,000

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

  42-11 Route 9, Stoddard, NH 03464

  Here is your chance to own 40 acres in Stoddard. Mostly wooded, this lot has 1383' of road frontage. Some wetlands with a permit for wetlands crossing already approved. Great location for your home, or subdivision with town approvals. Some businesses are allowed, buyer to check with town. Deed restriction for additional mini-storage units as a non-compete. But a great lot in a great location.

  

  Linda Gray

  Perfect Choice Properties, Inc.

  (844) 992-2566

  42-11 Route 9, Stoddard, NH 03464
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  /37

  $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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  /13

  $50,000 Sold Aug 05, 2025

  • 1,152 Sq Ft
  • $43/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  12 Chickadee Ct, Keene, NH 03431

  With Endless Potential on a Prime Cul-de-Sac Lot in Tanglewood Park Co-op, this double wide sits on a spacious lot with room to breathe—and garden! The existing garden beds have been left to grow wild, but with a little love, they could flourish again.Inside, you’ll find an open-concept kitchen, dining, and living area, a generously sized primary suite with full bath (floor will need

  Kirsten Perkins BHG Masiello Keene

  12 Chickadee Ct, Keene, NH 03431
• 

  

  /27

  Not Listed For Sale

  • 3 Beds
  • 946 Sq Ft

  217 Warwick Rd, Winchester, NH 03470

  217 Warwick Rd, Winchester, NH 03470
• 

  

  /60

  $1,500,000

  • 3 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  31 Darling Ct, Keene, NH 03431

  Offered for the first time, this custom-built 3-bedroom, 4-bath residence is privately sited at the end of a tree-lined drive on nearly 10 acres of manicured grounds, meadows, and woodland in a cherished location in Keene. With enduring quality and craftsmanship, the home features a light-filled layout with soaring ceilings, custom millwork, and a seamless flow between spaces. The gourmet kitchen

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  (603) 803-4979

  31 Darling Ct, Keene, NH 03431
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  /8

  $1,600 per month

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

  154 Washington St Unit 2, Keene, NH 03431

  This second-floor 1-bedroom, 1-bath unit offers a blend of character and convenience in a prime Keene location just minutes from downtown. HEAT, HOT WATER, AND ELECTRIC INCLUDED IN RENT. Tenant to pay cable and internet. Off-street parking available for 1 vehicle. Available 08/15/2025. Credit and background check required at tenant expense.

  Ayden Hardy BHG Masiello Keene

  154 Washington St Unit 2, Keene, NH 03431
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  /29

  $382,000 Sold Aug 05, 2025

  • 2,048 Sq Ft
  • $187/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  243 Old Chesterfield Rd, Hinsdale, NH 03451

  Nestled on 5.5 acres, this beautifully maintained 3-bedroom, 2-bathroom home is ready for you to come in and make it your own. The open floor plan offers a spacious living area filled with natural light, a well-appointed kitchen with ample counter space, and a lovely dining area perfect for everyday meals or entertaining guests. The primary bedroom comes with its own private full bathroom, the

  Megan Manley North New England Real Estate Group

  243 Old Chesterfield Rd, Hinsdale, NH 03451
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  /15

  Est $284,220 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  621 Whitney Rd, Stoddard, NH 03464

  621 Whitney Rd, Stoddard, NH 03464
• 

  

  /5

  $34,999

  • Land
  • 2.70 Acres
  • $12,963 per Acre

  00 New Hampshire 10, Marlow, NH 03456

  2.7-Acre Riverfront Parcel on the Ashuelot River – Marlow, NHEscape to your own private slice of New Hampshire with this beautiful 2.7-acre parcel nestled along the serene Ashuelot River in the charming town of Marlow. Boasting direct river frontage, this unique property offers a peaceful natural setting that's ideal for recreational use, weekend getaways, or seasonal living.While

  

  Zack LeRoy

  BHG Masiello Keene

  (844) 723-6611

  00 New Hampshire 10, Marlow, NH 03456
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  /25

  $1,795 - $2,400 per month

  Princeton Square

  1 - 2 Beds

  742 W Swanzey Rd, Swanzey, NH 03446

  Princeton Square (formerly Haley Park) is under new management. This convenient West Swanzey location offers you the best of both worlds. Our luxury apartment homes provide the tranquility of the suburbs and the convenience of the city. Keene and all major travel routes are minutes away. More than an apartment, Princeton Square is a place you can call home. Ask about our newly renovated

  742 W Swanzey Rd, Swanzey, NH 03446
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  /19

  $89,900 Sold Aug 04, 2025

  • Land
  • 6 Acres
  • $14,270 per Acre

  • 58 Days On Market

  00 Whitney Rd, Stoddard, NH 03464

  Come find out what the possibilities are for these two abutting lots totaling +/- 6.30 acres! These lots are nestled in on Whitney Road/Turtle Rock Road in the low tax town of Stoddard, and are a part of Whitney Road Assocation, which provides year-round road maintenance for $300 a year. These properties have deeded beach access to Highland Lake, which is just a short distance away from the lots!

  Abby Fino East Key Realty

  00 Whitney Rd, Stoddard, NH 03464
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  /16

  Est $473,104 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  8 Red Oak Dr, Keene, NH 03431

  8 Red Oak Dr, Keene, NH 03431
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  /33

  $425,000

  • 2 Beds
  • 1 Bath
  • 794 Sq Ft

  59 Wilson Pond Rd, Keene, NH 03431

  Quaint cottage only minutes from bustling downtown Keene. This 2 bed 1 bath home features 60 ft frontage on scenic Wilson Pond with private backyard. Includes updated kitchen, some hardwood floors, and multi-car driveway. Ideal for first timers or those looking for a tranquil second home away from home.

  Alejandra Patton Spruill

  RE/MAX Town & Country

  (844) 471-0600

  59 Wilson Pond Rd, Keene, NH 03431
• 

  

  /20

  $3,000 per month

  • 4 Beds
  • 1.5 Baths
  • 2,212 Sq Ft
  • House for Rent

  34 Fowler St, Keene, NH 03431

  Four bedroom home with two additional office/play rooms, 2 baths, laundry room with laundry hook up, enclosed seasonal porch, kitchen, dining room, living room, great storage throughout with private back yard. The two bay garage/barn makes a great work shop area or storage. Plenty of parking and level yard large enough to garden. There are two stairways to the second floor, oversized rooms,

  Sandy Cormier Greenwald Realty Group

  34 Fowler St, Keene, NH 03431
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  /46

  $525,000 Sold Aug 01, 2025

  • 1,575 Sq Ft
  • $333/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  74 Sand Hill Rd, Walpole, NH 03608

  Experience the the tranquility of rural living just minutes from downtown in this spacious 3-bedroom, 2.5-bathroom home nestled on 2.02 acres in picturesque Walpole, NH. Built in 1994, this 2,747 square foot residence offers a perfect blend of comfort and functionality, featuring a well-appointed kitchen, ample living space, and an attached 3-car garage. Enjoy the beautiful yard, ideal for

  Tyler Allen New Space Real Estate, LLC

  74 Sand Hill Rd, Walpole, NH 03608
• 

  

  /23

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,441 Sq Ft

  172 Forest, Marlow, NH 03456

  172 Forest, Marlow, NH 03456
• 

  

  /34

  $237,000 Pending

  • 2 Beds
  • 2 Baths
  • 892 Sq Ft

  4 Fern Cir, Fitzwilliam, NH 03447

  Welcome to 4 Fern Circle in Woodbrook Camp and Tennis Club, a gated seasonal community offering a relaxing lifestyle with access to private amenities. Tucked away in a serene setting, this charming 2-bedroom, 2-bath stick-built seasonal home offers the perfect retreat for relaxing seasonal living or weekend getaways. Step inside to discover an airy and inviting interior with cathedral ceilings

  

  Laurie Mack

  BHG Masiello Keene

  (877) 693-9240

  4 Fern Cir, Fitzwilliam, NH 03447
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  /15

  $1,400 - $1,700 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 only a short walk (one block) away from all that Keene's tree lined main street has

  62 Roxbury St, Keene, NH 03431
• 

  

  /58

  $375,000 Sold Aug 01, 2025

  • 2,887 Sq Ft
  • $130/SF
  • 26 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1789

  102 Hubbard Hill Rd, Rindge, NH 03461

  This true New England cape was built circa 1789 surrounded by 5.25 acres of field area. Many of the original details still remain along with many updates to included open concept cathedral family room, office wing and kitchen. Natural light beaming through, even on a cloudy day. Formal dining room, living room with original wood flooring and built ins. First floor primary on suite along with

  Amy Reisert Borderline Realty, LLC

  102 Hubbard Hill Rd, Rindge, NH 03461
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  /6

  Not Listed For Sale

  000 Route 12 S, Fitzwilliam, NH 03447

  000 Route 12 S, Fitzwilliam, NH 03447
• 

  

  /47

  $325,000 Pending

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

  200 Royalston Rd, Fitzwilliam, NH 03447

  **OPEN HOUSE CANCELLED, ACCEPTED OFFER**If you are looking for serene and picturesque views with the privacy of 6.5 acres of open level land abutting Kemp Brook, I promise this is the one for you! As you walk in the door of this over sized 3 bedroom single level home you will feel the comfort of love and warmth with an open concept and a chefs dream kitchen with a generous amount of custom

  

  Missy Fernald

  REAL Broker NH, LLC

  (844) 611-2355

  200 Royalston Rd, Fitzwilliam, NH 03447
• 

  

  /11

  $2,100 per month

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Townhouse for Rent

  1 Valley Creek Ln Unit 5, Swanzey, NH 03446

  Now leasing: beautifully built new construction townhouse-style condominiums offering modern finishes, spacious layouts, and all the comforts of home.These thoughtfully designed units feature hard flooring throughout, mini splits for heat and air conditioning, and an open-concept living area that flows seamlessly into a contemporary kitchen equipped with stainless steel appliances, a

  Patricia Paquette BHG Masiello Keene

  1 Valley Creek Ln Unit 5, Swanzey, NH 03446
• 

  

  /25

  $260,000 Sold Aug 01, 2025

  • 2,262 Sq Ft
  • $115/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1797

  808 Jaffrey Rd, Marlborough, NH 03455

  Escape to the Countryside – Historic Porter Family Colonial on 9 acres.Welcome to a unique opportunity to own a piece of local history! This charming 3bed, 2.5 bath Colonial, formerly part of the historic Porter Family Estate, is nestled on approximately 9 serene acres, offering endless potential and a peaceful rural lifestyle. Ideally located with easy access to Rte101, less than 10min to

  Kerryann Murphy Lamacchia Realty, Inc.

  808 Jaffrey Rd, Marlborough, NH 03455
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  /29

  Est $408,514 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  648 Tigola Trail, Stoddard, NH 03464

  648 Tigola Trail, Stoddard, NH 03464
• 

  

  /54

  $540,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  116 Sullivan Center St, Gilsum, NH 03448

  Welcome to this 2022 modern colonial farmhouse set on 5.53 acres. The spacious lot is bordered by mature trees and natural woodland, offering privacy and a serene backdrop. With classic lines and a clean aesthetic, this 3-bedroom, 2.5-bath home features a wide covered front porch and a back deck that overlooks the forest. Inside, large windows invite natural light and frame tranquil views. The

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  (603) 769-3076

  116 Sullivan Center St, Gilsum, NH 03448
• 

  

  /20

  $1,450 - $1,650 per month

  Jaffwood Apartments

  1 - 2 Beds

  142 Main St, Jaffrey, NH 03452

  Offering one and two bedroom units, our Jaffwood Apartments are a convenient and comfortable place to call home in Jaffrey. Conveniently located close to a main road and near to the center of town, the apartments are set back slightly in the woods to cut back on noise and increase privacy.

  142 Main St, Jaffrey, NH 03452
• 

  

  /22

  $365,000 Sold Aug 01, 2025

  • 543 Sq Ft
  • $672/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  263 Welcome Hill Rd, Chesterfield, NH 03466

  Nestled away from the hustle and bustle of city life, there lies a breathtaking piece of land, a sanctuary of natural beauty spanning 108 acres. This recreational haven features a charming, seasonal cabin that offers a nice mix of rustic charm for those seeking privacy. You'll be in awe as you walk in this 1 bedroom private get-a-way. And yes, it offers a full kitchen, 3/4 bath, living room, and

  Todd Bassler Greenwald Realty Group

  263 Welcome Hill Rd, Chesterfield, NH 03466
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  /40

  Est $408,204 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  123 Fullam Hill Rd, Fitzwilliam, NH 03447

  123 Fullam Hill Rd, Fitzwilliam, NH 03447
• 

  

  /25

  $389,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 817 Sq Ft

  37 Town Beach Rd, Winchester, NH 03470

  Experience year-round lakefront living in this charming five-room, two-bedroom, one-bath bungalow on the serene shores of Forest Lake. With 49 feet of waterfront, a private sandy beach, and a dock, this retreat is perfect for relaxing or entertaining.Enjoy stunning southeast views of the 85-acre lake from one of two spacious decks. Inside, the first floor features a well-appointed kitchen

  

  Laurie Mack

  BHG Masiello Keene

  (603) 865-1035

  37 Town Beach Rd, Winchester, NH 03470
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  /27

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Townhouse for Rent

  569 West St Unit A, Keene, NH 03431

  Introducing an exceptional 3BD/2BA townhouse apartment in the sought-after West Keene area! This rental opportunity offers a prime location near the Rail/trail system, shopping, schools, and the Keene Country Club. The apartment boasts a stunning updated kitchen with granite counters, under mount sink, electric range top, recessed lights, and pantry. Throughout the space, you'll find beautiful

  Robin Smith BHG Masiello Keene

  569 West St Unit A, Keene, NH 03431
• 

  

  /42

  $393,400 Sold Aug 01, 2025

  • 864 Sq Ft
  • $455/SF
  • 50 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  24 Woodridge Rd, Keene, NH 03431

  Step into this well-maintained and thoughtfully designed 3-bedroom, 1-bath ranch-style home located in one of Keene’s most established and desirable neighborhoods. Nestled on a level 0.27-acre lot, this property offers an ideal blend of comfort, functionality, and convenience, perfect for a variety of lifestyles. The main level features a bright, open living and dining area that flows into a

  Jamie Watson BHG Masiello Keene

  24 Woodridge Rd, Keene, NH 03431
• 

  

  /35

  Est $303,091 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  325 Main St, Dublin, NH 03444

  325 Main St, Dublin, NH 03444

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