Cheshire County, NH homes for sale & real estate

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ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Don’t miss this unique 13-unit multifamily property just a short drive to downtown Keene. Set on 1.7 acres, this property stands out in the market by offering tenants individual, standalone cabin-style homes. providing privacy and a neighborhood feel rarely found in rental properties. The property will be fully occupied as of July 2026 and will offer a strong 8.7% CAP rate, making it an attractive option for investors seeking reliable income. Several tenants have occupied their units for decades, demonstrating consistent demand and long-term stability. Significant recent improvements include the complete reconstruction of two cabins over the past two years, adding modern, high-quality

$1,500,000

— beds13 baths4,664 sq ft

90 Monadnock Hwy, North Swanzey, NH 03446

1.7 acres • 1.7 acre lot • Built 1950

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
INVESTORS WANTED. This property is just a few minutes away from downtown Winchester. 4 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further repairs. * This will need a CASH BUYER * . Please allow 48 hr notice. Weekend showings only.

$290,000

9 beds4 baths4,739 sq ft

292 Richmond Rd, Winchester, NH 03470

3 acre parcel • 3.02 acre lot • 4 garage spots

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
TO BE BUILT. 1500 squre ft 3 bed 2 bath 1 car garage, new construction on quiet South St in Troy, NH, granite countertops, gas fireplace. Construction has started; completion date of 10/10/2026

$395,000

3 beds2.5 baths1,520 sq ft

333 south St Lot 2 unit B, Troy, NH 03456

New construction • Gas fireplace • Granite countertops

VIDEO TOUR

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "

$2,250,000

8 beds7 baths8,000 sq ft

31 Wentworth Rd, Walpole, NH 03608

High-end gas range • Screened porch • Elegant library

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Open house this Friday, 4:30-6pm. Seller is offering $5k towards buyers closing costs! Thoughtfully updated, exceptionally well maintained, and tucked into one of Club Estates' most desirable locations, this townhouse checks all the right boxes and boasts a setting that's hard to beat. This home abuts an expansive wooded area, offering a level of privacy that's hard to find in townhouse living and creating the feeling of having a much larger backyard…without the maintenance. Step inside from the attached garage directly into the kitchen, a convenience you'll especially appreciate in winter. The kitchen features quartz countertops, a newer appliance package, new flooring, and a new sl

$380,000

3 beds1.5 baths1,484 sq ft

37 Base Hill Rd, Keene, NH 03431

Private patio • Utility sink • Ample guest parking

Property at 906 Shedd Hill Rd, Stoddard, NH 03464, 3 beds, 2 baths

$749,999

3 beds2 baths1,728 sq ft

906 Shedd Hill Rd, Stoddard, NH 03464

Property at 356 NH Rt 119, Rindge, NH 03461, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths2,005 sq ft

356 NH Rt 119, Rindge, NH 03461

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

$1,600,000

3 beds2 baths2,440 sq ft

484 Old Swanzey Rd, Spofford, NH 03462

Property at 495 N Shore Rd, Spofford, NH 03462, 2 beds, 3 baths

$689,000

2 beds3 baths2,532 sq ft

495 N Shore Rd, Spofford, NH 03462

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

$795,000

5 beds3.5 baths4,804 sq ft

26 Old North Main St, Walpole, NH 03608

Property at 24 Hunt Rd, Westmoreland, NH 03467, 3 beds, 3 baths

$549,000

3 beds3 baths4,001 sq ft

24 Hunt Rd, Westmoreland, NH 03467

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

$119,000

3 beds1 bath924 sq ft

18 Pine St, Hinsdale, NH 03451

Property at 40 Pine St, Hinsdale, NH 03451, 3 beds, 2 baths

$187,500

3 beds2 baths1,313 sq ft

40 Pine St, Hinsdale, NH 03451

Property at 133 Monadnock St, Troy, NH 03465, 3 beds, 2.5 baths

$575,000

3 beds2.5 baths2,300 sq ft

133 Monadnock St, Troy, NH 03465

Property at 41 Roberts Dr #26, Jaffrey, NH 03452, 3 beds, 2.5 baths

$894,000

3 beds2.5 baths2,559 sq ft

41 Roberts Dr #26, Jaffrey, NH 03452

Property at 21 Cedar St, Hinsdale, NH 03451, 3 beds, 2 baths

$157,900

3 beds2 baths1,387 sq ft

21 Cedar St, Hinsdale, NH 03451

Property at 00 Roberts Dr #8, Jaffrey, NH 03452, 3 beds, 2.5 baths

$829,000

3 beds2.5 baths1,840 sq ft

00 Roberts Dr #8, Jaffrey, NH 03452

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

$899,000

3 beds2.5 baths2,271 sq ft

56 Roberts Dr #7, Jaffrey, NH 03452

Property at 40 Roberts Dr #3, Jaffrey, NH 03452, 5 beds, 2.5 baths

$789,000

5 beds2.5 baths2,059 sq ft

40 Roberts Dr #3, Jaffrey, NH 03452

Property at 66 Roberts Dr #10, Jaffrey, NH 03452, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2,036 sq ft

66 Roberts Dr #10, Jaffrey, NH 03452

Property at 66 Roberts Dr #9, Jaffrey, NH 03452, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2,036 sq ft

66 Roberts Dr #9, Jaffrey, NH 03452

Property at 60 Roberts Dr #8, Jaffrey, NH 03452, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,011 sq ft

60 Roberts Dr #8, Jaffrey, NH 03452

Property at 66 Roberts Dr #19, Jaffrey, NH 03452, 3 beds, 2.5 baths

$779,000

3 beds2.5 baths1,944 sq ft

66 Roberts Dr #19, Jaffrey, NH 03452

Property at 14 Shadow Ln, Keene, NH 03431, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,784 sq ft

14 Shadow Ln, Keene, NH 03431

Property at 9 Emery Rd, Jaffrey, NH 03452, 3 beds, 1 bath

$409,000

3 beds1 bath1,776 sq ft

9 Emery Rd, Jaffrey, NH 03452

Property at 90 & 90A Bradford Rd, Keene, NH 03431

$975,000

— beds— baths3,702 sq ft

90 & 90A Bradford Rd, Keene, NH 03431

Property at 199 Oxbow Rd, Hinsdale, NH 03451

$90,000

Land5.01 acres (lot)

199 Oxbow Rd, Hinsdale, NH 03451

Property at Hutch St Unit Map16 lot 20-4, Swanzey, NH 03446

$95,000

Land1.30 acres (lot)

Hutch St Unit Map16 lot 20-4, Swanzey, NH 03446

Property at Dublin Rd #7, Jaffrey, NH 03452

$225,000

Land6.50 acres (lot)

Dublin Rd #7, Jaffrey, NH 03452

Property at 0 Town Farm Rd Unit 02 & 04, Stoddard, NH 03464

$179,900

Land110.03 acres (lot)

0 Town Farm Rd Unit 02 & 04, Stoddard, NH 03464

Property at 00 South Rd, Swanzey, NH 03446

$199,900

Land20.00 acres (lot)

00 South Rd, Swanzey, NH 03446

Property at 0off Langley Rd Lot 10, Keene, NH 03431

$175,000

Land15.20 acres (lot)

0off Langley Rd Lot 10, Keene, NH 03431

Property at Old Swanzey Rd Unit 21-1, Winchester, NH 03470

$65,000

Land2.64 acres (lot)

Old Swanzey Rd Unit 21-1, Winchester, NH 03470

Property at Sullivan St Lot 131 | Lot 14 | Lot 15, Keene, NH 03431

$200,000

Land3.98 acres (lot)

Sullivan St Lot 131 | Lot 14 | Lot 15, Keene, NH 03431

Property at 0 Bancroft Rd Unit 2-1-2, Rindge, NH 03461

$200,000

Land2.01 acres (lot)

0 Bancroft Rd Unit 2-1-2, Rindge, NH 03461

Property at 0 Old Walpole/Valley View Rd #4, Keene, NH 03431

$179,500

Land11.00 acres (lot)

0 Old Walpole/Valley View Rd #4, Keene, NH 03431

Property at Manning Hill Rd #17, Winchester, NH 03470

$59,000

Land1.00 acre (lot)

Manning Hill Rd #17, Winchester, NH 03470

Property at 000 Burt Hill Rd, Winchester, NH 03455

$310,000

Land118.60 acres (lot)

000 Burt Hill Rd, Winchester, NH 03455

Property at 03 Fay Martin Rd, Richmond, NH 03470

$179,500

Land40.29 acres (lot)

03 Fay Martin Rd, Richmond, NH 03470

Property at 04 Fay Martin Rd, Richmond, NH 03470

$199,000

Land40.45 acres (lot)

04 Fay Martin Rd, Richmond, NH 03470

Property at Lot 10A Bush Hill Rd, Ashburnham, MA 01430

$149,000

Land20.64 acres (lot)

Lot 10A Bush Hill Rd, Ashburnham, MA 01430

Viewing page 6 of 8

Average home prices near Cheshire County, NH

Cities

Counties

Belknap County homes for sale
$594,000
Hillsborough County homes for sale
$535,000
Merrimack County homes for sale
$525,000

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)

$379,151

-0.86% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Cheshire County, NH

$379,151

-0.86%

See more Cheshire County, NH market insights

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How to buy a house in Cheshire County, NH

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5 Redfin agents serving Cheshire County

181

Deals*

4.8

Satisfaction

1095

Homes closed*

* Data from the last year

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Fri Nov 06 2026 on the search page

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