Cheshire County, NH homes for sale & real estate

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ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Discover the perfect setting for your dream home on this secluded 20.64-acre wooded parcel located on a private dirt road in Ashburnham. Offering exceptional privacy and a peaceful country setting, this property features underground electric service available at the street and conservation land directly across the road, helping preserve the natural beauty and tranquil surroundings. Enjoy abundant wildlife, mature trees, and plenty of space to create your own private retreat while still being just a short distance from local amenities, schools, shopping, and major commuter routes. Buyers are responsible for conducting their own due diligence regarding intended use, permitting, and building r

$149,000

Land20.64 acres (lot)

Lot 10A Bush Hill Rd, Ashburnham, MA 01430

Private dirt road • Abundant wildlife • Conservation land

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Level Building lot in a great neighborhood with new septic design and town water. 2 driveways into property. corners are marked. Easy access to route 12 & I91. Grocery Shopping 5 mins away. Close to schools, daycare, walking trails and golf course.

$125,000

Land0.39 acre (lot)

21 Maplewood Cir, Walpole, NH 03608

Close to schools • New septic design • Town water

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
15 scenic acres along peaceful Joslin Road in Surry, NH, this beautiful parcel offers a rare opportunity to build your dream home or create your own private retreat. A picturesque Merriam Brooks meanders through the property, providing a tranquil natural setting that can be enjoyed year round. As you make your way to the top of the hill, you'll discover an existing clearing that showcases beautiful views of Mount Monadnock, an ideal location for a future home, cabin, or simply a place to relax and take in the surrounding landscape. The combination of wooded acreage, flowing water, and mountain views creates a setting that is increasingly difficult to find. Whether you're looking for privacy

$125,000

Land15.30 acres (lot)

Lot 4B-29-2 Joslin Rd Unit A, Surry, NH 03431

Existing clearing • Flowing water • Private retreat

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Property is recreational and about 3/4 of a mile in from all entry points, not meant for building, 18 acre wooded lot has not been logged in many years, Plot has many large trees and is very rural, per surveyors affidavit at Cheshire County Registry of Deeds B2943 P55 States Property is 18 acres in 1855 deed. Buyers todo their own due diligence.

$49,000

Land13.10 acres (lot)

00 Monadnock Hwy, Swanzey, NH 03446

Large trees • Very rural

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ABOUT THIS HOME
Cheshire County, NH Homes for Sale
An extraordinary opportunity awaits on Burt Hill Road in Winchester, New Hampshire. Spanning a massive 118 +/- contiguous acres, this expansive wooded parcel offers an unbeatable blend of privacy, natural beauty, and strategic location. Situated directly at New Hampshire’s southwestern border, the property provides the ultimate tax-friendly NH lifestyle while remaining exceptionally accessible for Massachusetts commuters and weekenders alike. The land features a beautiful tapestry of rolling hills and mature forest. With a bit of clearing, the high elevations yield the potential for absolutely breathtaking, panoramic views of the surrounding Monadnock region. For the immediate investo

$360,000

Land118.60 acres (lot)

000 Burt Hill Rd, Winchester, NH 03455

Wooded parcel • Mature forest • Rolling hills

Property at 00 Loyd Ln, Harrisville, NH 03450

$250,000

Land4.92 acres (lot)

00 Loyd Ln, Harrisville, NH 03450

Property at M13 L8 Tower Hill Rd #8, Hinsdale, NH 03451

$125,000

Land6.22 acres (lot)

M13 L8 Tower Hill Rd #8, Hinsdale, NH 03451

Property at Tower Hill Rd Lot 1&2, Hinsdale, NH 03451

$190,000

Land22.57 acres (lot)

Tower Hill Rd Lot 1&2, Hinsdale, NH 03451

Property at 00 Hurricane Rd Unit Backland, Westmoreland, NH 03467

$120,000

Land40.00 acres (lot)

00 Hurricane Rd Unit Backland, Westmoreland, NH 03467

Property at Oxbow Rd #22, Hinsdale, NH 03451

$127,000

Land15.72 acres (lot)

Oxbow Rd #22, Hinsdale, NH 03451

Property at 525 Richmond Rd, Winchester, NH 03470

$115,000

Land21.20 acres (lot)

525 Richmond Rd, Winchester, NH 03470

Property at 18-22 Elliot St, Keene, NH 03431, 6 beds, 4 baths

$200,000

Land6,534 sq ft (lot)

18-22 Elliot St, Keene, NH 03431

Property at 48 Activity R, Winchester, NH 03470

$10,900

Land0.38 acre (lot)

48 Activity R, Winchester, NH 03470

Property at M13 L7 Tower Hill Rd #7, Hinsdale, NH 03451

$149,000

Land11.33 acres (lot)

M13 L7 Tower Hill Rd #7, Hinsdale, NH 03451

Property at 00 Monadnock St, Troy, NH 03465

$105,000

Land2.00 acres (lot)

00 Monadnock St, Troy, NH 03465

Property at 0 Cobble Hill Rd #43, Swanzey, NH 03446

$195,000

Land52.20 acres (lot)

0 Cobble Hill Rd #43, Swanzey, NH 03446

Property at Baine Rd Unit Map 47 Lot 1 & Map 11 Lot 2, Alstead, NH 03602

$459,000

Land307.00 acres (lot)

Baine Rd Unit Map 47 Lot 1 & Map 11 Lot 2, Alstead, NH 03602

Property at 00 Mountain Rd Unit Map 25, Block A, Lot 2.43 Lot Size 2.11, West Chesterfield, NH 03466

$295,000

Land2.11 acres (lot)

00 Mountain Rd Unit Map 25, Block A, Lot 2.43 Lot Size 2.11, West Chesterfield, NH 03466

$45,000

Land4.81 acres (lot)

00 Rt 9, Sullivan, NH 03445

Property at 222 Monadnock St, Troy, NH 03465

$175,000

Land20.46 acres (lot)

222 Monadnock St, Troy, NH 03465

Property at 234 Old Cheshire Tpke, Walpole, NH 03608, 2 beds, 1 bath

$168,900

Land6.00 acres (lot)

234 Old Cheshire Tpke, Walpole, NH 03608

Property at Pine Cliff Rd Unit 13-A, Alstead, NH 03602

$69,000

Land0.82 acre (lot)

Pine Cliff Rd Unit 13-A, Alstead, NH 03602

Property at 00 Thompson Rd, Keene, NH 03431

$92,000

Land2.91 acres (lot)

00 Thompson Rd, Keene, NH 03431

Property at 101 Gilsum Rd #2, Sullivan, NH 03445

$135,000

Land6.85 acres (lot)

101 Gilsum Rd #2, Sullivan, NH 03445

Property at 140 Great Rd, Jaffrey, NH 03452

$250,000

Land5.00 acres (lot)

140 Great Rd, Jaffrey, NH 03452

Property at M409 L66 Old Turnpike Rd #66, Richmond, NH 03470

$159,000

Land30.67 acres (lot)

M409 L66 Old Turnpike Rd #66, Richmond, NH 03470

Property at 0 Thompson Rd Unit 21-6.0100, Keene, NH 03431

$85,000

Land1.54 acres (lot)

0 Thompson Rd Unit 21-6.0100, Keene, NH 03431

Property at Map 6 Off Opportunity Dr Lot 15-5, Richmond, NH 03470, 3 beds, 2 baths

$109,500

Land6.98 acres (lot)

Map 6 Off Opportunity Dr Lot 15-5, Richmond, NH 03470

Property at Maple Ln #8, Marlborough, NH 03456

$329,000

Land29.25 acres (lot)

Maple Ln #8, Marlborough, NH 03456

Property at 35 W Shore Rd, Swanzey, NH 03446, 2 beds, 1 bath

$350,000

Land0.56 acre (lot)

35 W Shore Rd, Swanzey, NH 03446

Property at 00 Route 10, Winchester, NH 03470

$2,100,000

Land1,002.00 acre (lot)

00 Route 10, Winchester, NH 03470

Property at 21 Deacon Ln Unit C, Troy, NH 03465

$200,000

Land3.71 acres (lot)

21 Deacon Ln Unit C, Troy, NH 03465

Property at New Hampshire Route 119 #73, Rindge, NH 03461

$65,000

Land0.73 acre (lot)

New Hampshire Route 119 #73, Rindge, NH 03461

Property at 151 Red Coat Ln, Stoddard, NH 03464

$80,000

Land1.60 acres (lot)

151 Red Coat Ln, Stoddard, NH 03464

Property at 90 Old Swanzey Rd, Winchester, NH 03470

$90,000

Land4.98 acres (lot)

90 Old Swanzey Rd, Winchester, NH 03470

Property at 21 Deacons Ln Unit D, Troy, NH 03465

$250,000

Land9.48 acres (lot)

21 Deacons Ln Unit D, Troy, NH 03465

Property at 21 Deacon Ln Unit E, Troy, NH 03465

$250,000

Land6.44 acres (lot)

21 Deacon Ln Unit E, Troy, NH 03465

Property at 21 Deacon Ln Unit F, Troy, NH 03465

$250,000

Land2.96 acres (lot)

21 Deacon Ln Unit F, Troy, NH 03465

Property at 0 Old Rixford Rd #15, Winchester, NH 03441

$48,000

Land2.00 acres (lot)

0 Old Rixford Rd #15, Winchester, NH 03441

Property at 0 Old Walpole/Valley View Rd #204, Keene, NH 03431

$204,900

Land11.00 acres (lot)

0 Old Walpole/Valley View Rd #204, Keene, NH 03431

Property at M409 L66-2 Old Turnpike Rd Unit 66-2, Richmond, NH 03470

$169,000

Land37.26 acres (lot)

M409 L66-2 Old Turnpike Rd Unit 66-2, Richmond, NH 03470

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Average home prices near Cheshire County, NH

Cities

Counties

Windham County homes for sale
$485,000
Hillsborough County homes for sale
$565,900
Merrimack County homes for sale
$549,000

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)

$398,666

+6.3% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Cheshire County, NH

$398,666

+6.3%

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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5 Redfin agents serving Cheshire County

169

Deals*

4.8

Satisfaction

1065

Homes closed*

* Data from the last year

Popular Markets in New Hampshire

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 Mon Sep 21 2026 on the search page

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