2 bedroom homes for sale in Cheshire County, NH

2 days on Rocket

$339,900

2 beds • 1 bath • 803 sqft

240 Pine Tree Ln Unit 240, Fitzwilliam, NH 03447

#73403316, Kelle O'Keefe, Listing office: Keller Williams Realty North Central

3 days on Rocket

$325,000

2 beds • 1 bath • 858 sqft

7 Sandy Hollow Rd, Fitzwilliam, NH 03447

#5050938, Paul Rodenhauser, Listing office: BHG Masiello Keene

Room to negotiate?

Median Sold Price

$425.2K

Based on our June 2025 Market Report.

4 days on Rocket

$339,000

2 beds • 2 baths • 1,980 sqft

31 Greenleaf Rd, Swanzey, NH 03446

#5050779, Elisabeth Branch, Listing office: LIG Properties, LLC

4 days on Rocket

$325,000

2 beds • 2 baths • 958 sqft

28 Owens Dr Unit 86, Swanzey, NH 03446

#5050603, Ashleigh Hutwelker, Listing office: BHG Masiello Keene

4 days on Rocket

$179,000

2 beds • 1 bath • 780 sqft

115 Brookside Dr Unit 2-12, Fitzwilliam, NH 03447

#5050592, Susan Love, Listing office: Duston Leddy Real Estate

5 days on Rocket

$339,900

2 beds • 1 bath • 803 sqft

240 Pine Tree Ln, Fitzwilliam, NH 03447

#73401006, Kelle O'Keefe, Listing office: Keller Williams Realty North Central

$400,000

2 beds • 1 bath • 1,111 sqft

134 Jaquith Rd, Harrisville, NH 03450

#5049929, Sadie Halliday, Listing office: EXP Realty

$237,000

2 beds • 2 baths • 892 sqft

4 Fern Cir, Fitzwilliam, NH 03447

#5049918, Laurie Mack, Listing office: BHG Masiello Keene

$389,000

2 beds • 1.5 baths • 1,080 sqft

995 Rte 9, Chesterfield, NH 03466

#5049001, Cynthia Westover, Listing office: Galloway Real Estate LLC

$549,900

2 beds • 2 baths • 1,788 sqft

57 Prescott Rd, Jaffrey, NH 03452

#5048805, Sharon Corr, Listing office: The Corr Group, LLC

$324,900

2 beds • 1 bath • 1,183 sqft

66 Squantum Rd, Jaffrey, NH 03452

#5048532, Paul Cervone, Listing office: Lamacchia Realty, Inc.

$1,495,000

2 beds • 1.5 baths • 1,927 sqft

40 N Shore Rd, Chesterfield, NH 03462

#5048010, Tere Clarkson, Listing office: RE/MAX Town & Country

$459,900

2 beds • 2 baths • 1,806 sqft

649 Court St, Keene, NH 03431

#5046233, Robert Calkins, Listing office: Calkins Realty LLC

$455,000

2 beds • 2 baths • 2,514 sqft

110 Oliver Hill Rd, Swanzey, NH 03446

#5046106, Linda Hitchcock, Listing office: BHG Masiello Keene

$735,000

2 beds • 1.5 baths • 1,351 sqft

27 Headlands Rd, Winchester, NH 03470

#5045812, Vincent Dolan, Listing office: RE/MAX Town & Country

$425,000

2 beds • 2 baths • 1,812 sqft

661AND663 Hancock Rd, Harrisville, NH 03450

#5045302, Hal Grant, Listing office: Hal Grant ReaL Estate

$1,250,000

2 beds • 1 bath • 1,070 sqft

241 Skatutakee Rd, Harrisville, NH 03450

#5043896, Pamela Thomas, Listing office: Coldwell Banker Realty Bedford NH

$299,901

2 beds • 1 bath • 792 sqft

45 Pine Rd, Fitzwilliam, NH 03347

#5042686, Donald Gingras, Listing office: Donald Gingras Realty Co

$720,000

2 beds • 1.5 baths • 2,036 sqft

63 Headlands Rd, Winchester, NH 03470

#5042562, Ben Prentice, Listing office: Keller Williams Realty Metro-Keene

$429,900

2 beds • 1 bath • 2,144 sqft

250 Athol Rd, Richmond, NH 03470

#5040790, Richard Thackston, Listing office: R.H. Thackston & Company/Bellows Falls

$185,000

2 beds • 1 bath • 924 sqft

810 Court St Unit C, Keene, NH 03431

#5039956, Bob Barnard, Listing office: Monadnock Realty Group LLC

$460,000

2 beds • 2 baths • 2,648 sqft

368 Chesham Rd, Harrisville, NH 03450

#5039880, Joshua Matthews, Listing office: Coldwell Banker Realty Gilford NH

$325,000

2 beds • 1 bath • 1,236 sqft

253 N Main St, Troy, NH 03465

#5034374, Marc Tieger, Listing office: Tieger Realty Co. Inc.

$425,000

2 beds • 1 bath • 973 sqft

59 Wilson Pond Rd, Swanzey, NH 03431

#5033615, Alejandra Patton Spruill, Listing office: RE/MAX Town & Country

$525,000

2 beds • 2.5 baths • 1,820 sqft

000 Woodmans Ln, Peterborough, NH 03458

#5028496, Andrew Peterson, Listing office: Four Seasons Sotheby's International Realty

$360,000

2 beds • 1 bath • 937 sqft

49 Forest Lake Cir, Winchester, NH 03470

#5025747, Vincent Dolan, Listing office: RE/MAX Town & Country

$170,000

2 beds • 1 bath • 1,032 sqft

20-22 Green Rd, Walpole, NH 03609

#5013284, Julie Emerson, Listing office: EXP Realty

$600,000

2 beds • 1 bath • 1,224 sqft

32 Old Stoddard Rd, Nelson, NH 03457

#5008129, Hal Grant, Listing office: Hal Grant ReaL Estate

Cheshire County, NH Real Estate Market Overview

There are 28 2-bedroom homes for sale in Cheshire County, NH. The following market insights reflect all property types in the Cheshire County, NH real estate market. In June 2025 in Cheshire County, NH there were 38.9% more homes for sale than in May 2025. Listings spent 0 days on the market in June 2025, and had a median list price of $425,250 during the same period. In June 2025 more than 35 listings in Cheshire County, NH were sold above the asking price. During the same period more than 15 listings were sold at asking price, while more than 26 were sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Cheshire County, NH

Overview

Cheshire County is located in New Hampshire. There are roughly 76,896 residents, living in 30,069 households. The average temperature for Cheshire County this time of the year is low of 56F and high of 80F. On average, Cheshire County gets about 4.06 inches of precipitation in July. Most residents are home owners (67%), have a post secondary degree (48%) and are single, no kids (42%).

Data provided by Home Junction

Schools near Cheshire County, NH

Elementary Schools

Jaffrey Grade School
18 School St
Public District PK-5
John H. Fuller Elementary School
422 Elm St
Public District KG-5
North Walpole School
17 Cray Rd
Public District 2-4

Middle Schools

Vilas Elementary School
82 Mechanic St
Public District 5-8
Hinsdale Middle High School
49 School St
Public District 6-8
South Meadow School
108 Hancock Rd
Public District 5-8

High Schools

Hinsdale High School
49 School St
Public District 9-12
Bellows Falls High School
Route 5 South
Public District 9-12
ConVal Regional High School
184 Hancock Rd
Public District 9-12

Data provided by Great Schools

2 bedroom homes for sale in Cheshire County, NH

Cheshire County, NH Real Estate Market Overview

What is it like to live in Cheshire County, NH

Overview

Schools near Cheshire County, NH

Housing market reports in Cheshire County

Homes for sale near Cheshire County, NH

Top real estate cities in New Hampshire