Cheshire County, NH homes for sale & real estate

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ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Versatile Property Perfect for Single or Multi-Generational Living – West Chesterfield, NH. Discover this rare opportunity to own a lovingly maintained property in sought-after West Chesterfield, NH. Owned and cared for by the same family for over 40 years, this unique offering is ideal for single or multi-generational living. The main home features four spacious bedrooms and two full bathrooms, offering comfort and flexibility. A large detached garage includes potential for expanded living or hobby space above. Three additional outbuildings provide ample storage or workshop options. Enjoy the beautifully landscaped grounds, complete with an in-ground 18x36 pool, irrigation system, an

$650,000

4 beds2 baths2,875 sq ft

136 Cross Rd, West Chesterfield, NH 03466

In-ground pool • Landscaped grounds • Outbuildings

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Very inviting and well-maintained home with privacy. The formal entry foyer leads to a nice sized living room with crown molding and chair rails. Continue thru an arched opening to the dining room which has access to a roomy screened porch overlooking the side yard. Back thru the dining room to the remodeled eat-in kitchen with granite counters, a center island and large pantry. This area overlooks the family room with gas fireplace (presently disconnected). Off the family room for outdoor enjoyment there is a patio with pergola and a very private back yard. Also on the 1st floor is the laundry area connected to the 2 car garage. The 2nd floor features the 4 bedrooms (or 3 bedrooms and an o

$570,000

4 beds2.5 baths2,381 sq ft

224 Darling Rd, Keene, NH 03431

Living room • Dining room • Screened porch

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
TURNKEY READY JUST MOVE IN! Fantastic location just minutes from downtown Keene, schools, shopping, and Route 9 for easy commuting. This charming home features a high-efficiency heating system for economical comfort. The updated kitchen is a highlight, boasting granite countertops, stainless steel appliances, a center island, and durable waterproof flooring and a New Roof—perfect for everyday living and entertaining. Enjoy the convenience of town water and sewer services. A great opportunity!

$249,900

3 beds1 bath720 sq ft

91 Sullivan St, Keene, NH 03431

Waterproof flooring • Updated kitchen • Granite countertops

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Brand new custom-built home in picturesque, quiet country location approximately 1 mile from Lake Warren in beautiful Alstead NH! Spacious 1st floor primary suite, lovely flow and open concept 1st floor with custom kitchen with stone countertops, open dining and living rooms. 1st floor laundry room and 1/2 bath off the breezeway. 2 bedrooms and another full bath on the 2nd floor provides plenty of space for everyone or an office/study. Oversized 2 car garage and a back deck through the sliders overlooking your new private back yard!

$599,000

3 beds2.5 baths1,736 sq ft

178 North Rd, Alstead, NH 03602

Custom kitchen • Open concept • Stone countertops

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
The "Paxton" is a 3-bedroom 3-bathroom farmhouse colonial. The combination of farmhouse style and colonial architecture offers a timeless charm, and a floorplan that versatile enough to accommodate different lifestyles, from entertaining guests to working from home. The setting at the foot of Mount Monadnock and Stony Brook meandering through the development provide a truly unique lifestyle.

$759,900

3 beds2.5 baths2,011 sq ft

60 Roberts Dr #8, Jaffrey, NH 03452

58.86 acre lot • 2 garage spots • Built 2025

Property at 184 Kennedy Dr, Keene, NH 03431, 3 beds, 2 baths

$459,900

3 beds2 baths1,326 sq ft

184 Kennedy Dr, Keene, NH 03431

Property at 28 Owens Dr #94, Swanzey, NH 03446, 2 beds, 2 baths

$320,000

2 beds2 baths988 sq ft

28 Owens Dr #94, Swanzey, NH 03446

Property at 5 9 Merchant St, North Walpole, NH 03609

$1,350,000

— beds— baths11,690 sq ft

5 9 Merchant St, North Walpole, NH 03609

Property at 400 Alstead Center Rd, Alstead, NH 03602, 3 beds, 2 baths

$925,000

3 beds2 baths4,243 sq ft

400 Alstead Center Rd, Alstead, NH 03602

Property at 55 Sunset Cir, Alstead, NH 03602, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,675 sq ft

55 Sunset Cir, Alstead, NH 03602

Property at 431 Main St, Keene, NH 03431, 4 beds, 2 baths

$525,000

4 beds2 baths2,579 sq ft

431 Main St, Keene, NH 03431

Property at 801 Rt. 12 S, Fitzwilliam, NH 03447, 4 beds, 2 baths

$685,000

4 beds2 baths2,677 sq ft

801 Rt. 12 S, Fitzwilliam, NH 03447

Property at 49 Scotland Rd, Winchester, NH 03470, 3 beds, 2 baths

$239,500

3 beds2 baths960 sq ft

49 Scotland Rd, Winchester, NH 03470

Property at 89 Main St, Marlborough, NH 03455, 5 beds, 2 baths

$400,000

5 beds2 baths5,624 sq ft

89 Main St, Marlborough, NH 03455

Property at 213 Brush Brook Rd, Dublin, NH 03444, 3 beds, 3 baths

$549,999

3 beds3 baths2,256 sq ft

213 Brush Brook Rd, Dublin, NH 03444

Property at 321 Route 123 Rte N, Stoddard, NH 03464, 1 bed, 1 bath

$184,900

1 bed1 bath700 sq ft

321 Route 123 Rte N, Stoddard, NH 03464

Property at 56 Roberts Dr #7, Jaffrey, NH 03452, 3 beds, 2.5 baths

$799,900

3 beds2.5 baths2,271 sq ft

56 Roberts Dr #7, Jaffrey, NH 03452

Property at 153 Back Ashuelot Rd, Winchester, NH 03470, 3 beds, 3.5 baths

$355,000

3 beds3.5 baths2,688 sq ft

153 Back Ashuelot Rd, Winchester, NH 03470

Property at 350 Woodbound Rd, Jaffrey, NH 03452, 2 beds, 1 bath

$580,000

2 beds1 bath1,900 sq ft

350 Woodbound Rd, Jaffrey, NH 03452

Property at 179 Scenic Dr, Jaffrey, NH 03452, 2 beds, 2 baths

$109,900

2 beds2 baths924 sq ft

179 Scenic Dr, Jaffrey, NH 03452

Property at 8 Cross St, Jaffrey, NH 03452, 2 beds, 1 bath

$369,900

2 beds1 bath1,334 sq ft

8 Cross St, Jaffrey, NH 03452

Property at 18 Roberts Dr Unit 1, Jaffrey, NH 03452, 3 beds, 2.5 baths

$765,000

3 beds2.5 baths1,840 sq ft

18 Roberts Dr Unit 1, Jaffrey, NH 03452

Property at 75 Main St, Jaffrey, NH 03452, 4 beds, 3.5 baths

$729,900

4 beds3.5 baths3,388 sq ft

75 Main St, Jaffrey, NH 03452

Property at 16 Vilas Rd, Alstead, NH 03602, 5 beds, 3.5 baths

$545,000

5 beds3.5 baths3,451 sq ft

16 Vilas Rd, Alstead, NH 03602

Property at 77 Mackey Rd, Troy, NH 03465, 2 beds, 2 baths

$325,000

2 beds2 baths1,344 sq ft

77 Mackey Rd, Troy, NH 03465

Property at 225B Belvedere Rd Unit B, Gilsum, NH 03448, 3 beds, 2 baths

$500,000

3 beds2 baths2,249 sq ft

225B Belvedere Rd Unit B, Gilsum, NH 03448

Property at 360 Jaffrey Rd, Marlborough, NH 03455, 6 beds, 5.5 baths

$824,000

6 beds5.5 baths5,600 sq ft

360 Jaffrey Rd, Marlborough, NH 03455

Property at 20-22 Green Rd, North Walpole, NH 03609, 4 beds, 2 baths

$189,900

4 beds2 baths1,032 sq ft

20-22 Green Rd, North Walpole, NH 03609

Property at 196 South Rd, Swanzey, NH 03446, 5 beds, 2 baths

$539,000

5 beds2 baths2,815 sq ft

196 South Rd, Swanzey, NH 03446

Property at 5 Garden Way, Troy, NH 03465, 3 beds, 2 baths

$189,900

3 beds2 baths1,280 sq ft

5 Garden Way, Troy, NH 03465

Property at 64 Old Ashburnham Rd, Rindge, NH 03461, 2 beds, 1 bath

$595,000

2 beds1 bath1,196 sq ft

64 Old Ashburnham Rd, Rindge, NH 03461

Property at 40 Maple Dr, Rindge, NH 03461, 3 beds, 1.5 baths

$133,000

3 beds1.5 baths924 sq ft

40 Maple Dr, Rindge, NH 03461

Property at 14 Foster, Keene, NH 03431, 4 beds, 2 baths

$379,900

4 beds2 baths1,672 sq ft

14 Foster, Keene, NH 03431

Property at 258 Valley Rd, Sullivan, NH 03445, 2 beds, 1 bath

$460,000

2 beds1 bath1,164 sq ft

258 Valley Rd, Sullivan, NH 03445

Property at 144 Parsons Rd, Dublin, NH 03444, 7 beds, 3.5 baths

$989,000

7 beds3.5 baths3,714 sq ft

144 Parsons Rd, Dublin, NH 03444

Property at 33 Maclean Rd, Alstead, NH 03602, 3 beds, 2.5 baths

$939,000

3 beds2.5 baths3,695 sq ft

33 Maclean Rd, Alstead, NH 03602

Property at 22 Church St, North Walpole, NH 03609, 4 beds, 2 baths

$268,000

4 beds2 baths2,207 sq ft

22 Church St, North Walpole, NH 03609

Property at 219 Gilmore Pond Rd, Jaffrey, NH 03452, 4 beds, 2.5 baths

$890,000

4 beds2.5 baths2,596 sq ft

219 Gilmore Pond Rd, Jaffrey, NH 03452

Property at 48 Robbins St, Hinsdale, NH 03451, 2 beds, 1 bath

$60,000

2 beds1 bath832 sq ft

48 Robbins St, Hinsdale, NH 03451

Property at 231 Chesterfield Rd, Hinsdale, NH 03451, 5 beds, 2.5 baths

$575,000

5 beds2.5 baths2,406 sq ft

231 Chesterfield Rd, Hinsdale, NH 03451

Property at 38 Stonehouse Ln Unit A, Keene, NH 03431, 3 beds, 2 baths

$334,900

3 beds2 baths1,500 sq ft

38 Stonehouse Ln Unit A, Keene, NH 03431

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Average home prices near Cheshire County, NH

Cities

Counties

Windsor County homes for sale
$595,000
Hillsborough County homes for sale
$550,000
Merrimack County homes for sale
$524,900

Cheshire County, NH real estate trends

All Home Types trends in Cheshire County, NH

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$395,000

+4.8% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Cheshire County, NH

$395,000

+4.8%

See more Cheshire County, NH market insights

More to explore in Cheshire County, NH

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