Cheshire County, NH homes for sale & real estate

214 homes

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OPEN TODAY, 10AM TO 12PM

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
OPEN HOUSE SAT 12/6 from 10am-12 + SUN 12/7 from 11am-1pm * Beautiful post-and-beam retreat with deeded access to Highland Lake in beautiful Stoddard! An ideal vacation getaway or year-round home, this house is completely move-in ready, and includes many recent updates. Cathedral ceilings and exposed beams create an open, sun-filled main living area, centered on a cozy pellet stove and huge windows. The kitchen is built for entertaining, with a center island and prep sink, good lighting and lots of lovely cabinets. A large screened porch and adjacent (Trex) deck expand your living area outdoors—perfect for morning coffee or summer barbecues. The primary suite features a walk-in clos

$500,000

3 beds2 baths2,270 sq ft

1016 Shedd Hill Rd, Stoddard, NH 03464

Walk-in closet • Soaking tub • Large screened porch

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Absolutely adorable cute and cozy antique home in rural area of Keene but close to the downtown area with shopping and restaurants. Enter the house through a covered porch into the updated kitchen with counter for your morning coffee and lots of natural light, updated cabinets and everything within your reach for cooking. There is a gas stove. microwave and SS refrigerator and even a nook for your pots and pans! The living room has new flooring and there is a den/office with a pellet stove that is warm and cozy. Dining room with new flooring and convenient first floor bedroom and a full bath rounding out the first floor. The 2nd floor has an attic bedroom and could be extended for extra sp

$279,000

2 beds1 bath984 sq ft

183 Wyman Rd, Keene, NH 03431

Covered porch • Ss refrigerator • Gas stove

OPEN TODAY, 10AM TO 1PM

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Step into the timeless character of this 1875 New Englander farmhouse, where classic charm meets modern comfort. Just waiting for your imagination to make this gem shine again. Set on 5 full acres with established garden space and sweeping mountain views, this property offers the perfect blend of history, beauty, and New Hampshire living. Inside, you’ll find amazing wood flooring that carries the warmth and craftsmanship of the era throughout the home. The layout includes multiple fireplaces ready to be restored, a formal dining room, ideal for hosting gatherings or enjoying quiet meals with a view. With three-plus bedrooms and four bathrooms, the home provides flexibility for guest r

$450,000

4 beds4 baths2,713 sq ft

658 Main St, Marlborough, NH 03455

Formal dining room • Multiple fireplaces • 5 acre lot

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Welcome to this one-owner home set on 3.7 beautifully landscaped acres. Lovingly maintained and surrounded by nature, this property offers a blend of comfort, functionality, and space inside and out. Enjoy mature landscaping, open yard space for play or gardening, plentiful blueberry bushes, and a versatile outbuilding ideal for storage or hobbies. The attached two-bay garage features separate doors and a spacious walk-up storage area above—perfect for a workshop, seasonal items, or future expansion potential. From the garage, step directly into the inviting three-season porch—a wonderful transition space to kick off boots and coats, enjoy morning coffee, or stay dry on rainy da

$425,000

3 beds1.5 baths1,625 sq ft

78 Mackey Rd, Troy, NH 03465

Blueberry bushes • Landscaped acres • Mature landscaping

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
ATTENTION INVESTORS!! Here is a great rehab project. House is being sold 'AS IS" . Cash sale or Rehab loan only. Old barn is unsafe and will need to be taken down. But the house has potential. Buyers do their own due diligence.

$225,000

3 beds1 bath1,533 sq ft

34 E Lake Rd, Fitzwilliam, NH 03447-9998

2.6 acre lot • Built 1885 • Listed 5 days

Property at 130 Watson Rd, Winchester, NH 03470, 3 beds, 2 baths

$694,900

3 beds2 baths2,145 sq ft

130 Watson Rd, Winchester, NH 03470

Property at 8 Tanner Rd, Keene, NH 03431, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths1,870 sq ft

8 Tanner Rd, Keene, NH 03431

Property at 48 Church St, Spofford, NH 03462, 3 beds, 2 baths

$429,000

3 beds2 baths2,611 sq ft

48 Church St, Spofford, NH 03462

Property at 64 Old Homestead Hwy, North Swanzey, NH 03431, 2 beds, 1 bath

$257,500

2 beds1 bath911 sq ft

64 Old Homestead Hwy, North Swanzey, NH 03431

Property at 66 Sugar Hill Rd, Swanzey, NH 03446, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,580 sq ft

66 Sugar Hill Rd, Swanzey, NH 03446

Property at 49-51 Howard St, Keene, NH 03431, 6 beds, 2 baths

$325,000

6 beds2 baths2,496 sq ft

49-51 Howard St, Keene, NH 03431

Property at 798 Court St Unit G, Keene, NH 03431, 2 beds, 1 bath

$219,000

2 beds1 bath1,190 sq ft

798 Court St Unit G, Keene, NH 03431

Property at 240 Forest Lake Rd, Winchester, NH 03470, 4 beds, 2.5 baths

$610,000

4 beds2.5 baths2,200 sq ft

240 Forest Lake Rd, Winchester, NH 03470

Property at 26 Terrace St, Marlborough, NH 03455, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths2,127 sq ft

26 Terrace St, Marlborough, NH 03455

Property at 194 Marlboro St, Keene, NH 03431, 2 beds, 2 baths

$279,900

2 beds2 baths1,824 sq ft

194 Marlboro St, Keene, NH 03431

Property at 4 Tara Hill Ln, Hinsdale, NH 03451, 3 beds, 1.5 baths

$220,000

3 beds1.5 baths1,248 sq ft

4 Tara Hill Ln, Hinsdale, NH 03451

Property at 21 Clark Rd, Winchester, NH 03470, 1 bed, 1 bath

$150,000

1 bed1 bath840 sq ft

21 Clark Rd, Winchester, NH 03470

Property at 9 Templeton Tpke, Fitzwilliam, NH 03447, 5 beds, 2.5 baths

$614,800

5 beds2.5 baths3,878 sq ft

9 Templeton Tpke, Fitzwilliam, NH 03447

Property at 82 Howard St, Winchester, NH 03470, 2 beds, 2 baths

$199,900

2 beds2 baths1,060 sq ft

82 Howard St, Winchester, NH 03470

Property at 29 Andrews Dr, Jaffrey, NH 03452, 2 beds, 2 baths

$85,000

2 beds2 baths924 sq ft

29 Andrews Dr, Jaffrey, NH 03452

Property at 40 Charlonne St, Jaffrey, NH 03452, 1 bath

$250,000

0 beds1 bath4,680 sq ft

40 Charlonne St, Jaffrey, NH 03452

Property at 206 New Hampshire Route 119 E, Fitzwilliam, NH 03447, 3 beds, 2 baths

$410,000

3 beds2 baths1,388 sq ft

206 New Hampshire Route 119 E, Fitzwilliam, NH 03447

Property at 24 Village Rd, Surry, NH 03431, 3 beds, 2 baths

$499,000

3 beds2 baths2,111 sq ft

24 Village Rd, Surry, NH 03431

Property at 603 Route 12A, Surry, NH 03431, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths2,026 sq ft

603 Route 12A, Surry, NH 03431

Property at 18 Stanton Ct, Keene, NH 03431, 2 beds, 1 bath

$389,000

2 beds1 bath1,476 sq ft

18 Stanton Ct, Keene, NH 03431

Property at 106 Pako Ave, Keene, NH 03431, 2 beds, 2 baths

$299,000

2 beds2 baths2,312 sq ft

106 Pako Ave, Keene, NH 03431

Property at 484 Old Swanzey Rd, Spofford, NH 03462, 3 beds, 2 baths

$1,900,000

3 beds2 baths2,440 sq ft

484 Old Swanzey Rd, Spofford, NH 03462

Property at 142 Brattleboro Rd, Hinsdale, NH 03451, 3 beds, 1 bath

$279,000

3 beds1 bath1,053 sq ft

142 Brattleboro Rd, Hinsdale, NH 03451

Property at 37 Church St #3, Keene, NH 03431, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths1,052 sq ft

37 Church St #3, Keene, NH 03431

Property at 123 Poocham Rd, West Chesterfield, NH 03466, 2 beds, 2 baths

$375,000

2 beds2 baths1,473 sq ft

123 Poocham Rd, West Chesterfield, NH 03466

Property at 18 Pine St, Hinsdale, NH 03451, 3 beds, 1 bath

$120,000

3 beds1 bath924 sq ft

18 Pine St, Hinsdale, NH 03451

Property at 17 Blue Jay Ct, Keene, NH 03431, 2 beds, 2 baths

$114,900

2 beds2 baths952 sq ft

17 Blue Jay Ct, Keene, NH 03431

Property at 26 Old North Main St, Walpole, NH 03608, 5 beds, 3.5 baths

$845,000

5 beds3.5 baths4,804 sq ft

26 Old North Main St, Walpole, NH 03608

Property at 50 Forest St, Keene, NH 03431

$395,000

— beds— baths2,490 sq ft

50 Forest St, Keene, NH 03431

Property at 95 Plain Rd, Hinsdale, NH 03451, 5 beds, 4 baths

$499,000

5 beds4 baths2,795 sq ft

95 Plain Rd, Hinsdale, NH 03451

Property at 110 Arch St #42, Keene, NH 03431, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,470 sq ft

110 Arch St #42, Keene, NH 03431

Property at 61 Elm St, Walpole, NH 03608, 5 beds, 3.5 baths

$750,000

5 beds3.5 baths3,958 sq ft

61 Elm St, Walpole, NH 03608

Property at 98 Perry Rd, Jaffrey, NH 03452, 3 beds, 2.5 baths

$539,900

3 beds2.5 baths2,384 sq ft

98 Perry Rd, Jaffrey, NH 03452

Property at 39B Windsor Ct Unit B, Keene, NH 03431, 2 beds, 2 baths

$279,900

2 beds2 baths1,071 sq ft

39B Windsor Ct Unit B, Keene, NH 03431

Property at 7 Emerson Dr, Rindge, NH 03461, 3 beds, 1 bath

$399,900

3 beds1 bath1,044 sq ft

7 Emerson Dr, Rindge, NH 03461

Property at 471 Chapman Rd, Keene, NH 03431, 3 beds, 1.5 baths

$575,000

3 beds1.5 baths2,560 sq ft

471 Chapman Rd, Keene, NH 03431

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Average home prices near Cheshire County, NH

Cities

Counties

Windham County homes for sale
$495,000
Hillsborough County homes for sale
$549,900
Merrimack County homes for sale
$499,900

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

How to buy a house in Cheshire County, NH

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