2 Bedroom homes for sale & real estate in Cheshire County, NH

37 homes

Sort:

Recommended

ABOUT THIS HOME
2 Bedroom Homes for Sale in Cheshire County, NH
Peaceful Country Living at 21 Heights Lane – Sullivan, NH Tucked away on a quiet lane in the charming town of Sullivan, this property offers the perfect blend of privacy, nature, and New England character. Surrounded by scenic beauty and fresh country air, 21 Heights Lane is ideal for those seeking a tranquil retreat while still being within reach of nearby towns and amenities. Just 10 minutes to Downtown Keene. Enjoy a serene setting with ample outdoor space, perfect for relaxing, entertaining, or exploring the natural surroundings. Whether you’re looking for a full-time residence, a weekend getaway, or an investment opportunity, this property offers the calm and simplicity of

$324,900

2 beds1 bath1,080 sq ft

21 Heights Ln, Sullivan, NH 03445

1.25 acre lot • Built 1957 • Listed 4 days

OPEN JAN 3, 10AM TO 1PM

ABOUT THIS HOME
2 Bedroom Homes for Sale in Cheshire County, NH
"Cute as a button" This newly constructed (2022) home features open concept living, recessed ceiling lights, large kitchen/dining area with architectural ceiling accents and a glass slider to the rear deck. First floor entry mudroom with sink, washer and dryer. The full basement has interior and exterior access and a wood stove hookup. Open house and showings start on January 3rd 2026

$379,000

2 beds2 baths1,420 sq ft

787 Route 10, Gilsum, NH 03448

Open concept living • Full basement • 1 acre lot

VIDEO TOUR

ABOUT THIS HOME
2 Bedroom Homes for Sale in Cheshire County, NH
Stunning & modern unique Post & Beam home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with separate parking entrance & Pad. Artistic & cathedral ceilings and incredible Mountain views, update & modern Kitchen featuring slow close cabinetry, Moroccan inspired cement tile backsplash, and quartz countertops. Just steps from the Kitchen you’ll find the sunk

$899,000

2 beds2 baths3,472 sq ft

259 Bolton Rd, Winchester, NH 03470

Private decks • Ct river views • Covered patio

ABOUT THIS HOME
2 Bedroom Homes for Sale in Cheshire County, NH
Charming 1925 Bungalow in N Swanzey, just minutes From downtown Keene and amenities. This 2-bedroom bungalow offers convenient one-level living and a great blend of classic character and modern improvements. Recent upgrades include some new windows and added insulation in the attic and basement for enhanced comfort and efficiency. While the home is move-in ready, it still offers the opportunity for updates and personal touches if so desired. The fenced-in backyard provides a cozy outdoor space for pets, gardening, or relaxing, and the low-maintenance lot keeps upkeep simple. A 1-car garage adds useful storage and convenience. This property makes an excellent starter home, a comfortable plac

$254,900

2 beds1 bath911 sq ft

64 Old Homestead Hwy, North Swanzey, NH 03431

Fenced in backyard • Low maintenance lot • 1 car garage

ABOUT THIS HOME
2 Bedroom Homes for Sale in Cheshire County, NH
Discover the potential in this 2-bedroom, 2-bath gem in Winchester, NH! Roll up your sleeves, earn instant sweat equity, and transform this house into the home you’ve always imagined. Spray insulation has been completed in the entire house, basement included! Old knob and tube was disconnected but is still in place. With great bones and endless possibilities, you could be settling into your new space before the New Year! Property is being sold AS-IS.

$189,900

2 beds2 baths1,060 sq ft

82 Howard St, Winchester, NH 03470

Old knob and tube • Spray insulation • Great bones

Property at 64 Summit Dr, Jaffrey, NH 03452, 2 beds, 2 baths

$105,000

2 beds2 baths924 sq ft

64 Summit Dr, Jaffrey, NH 03452

Property at 22 Blue Jay Ct, Keene, NH 03431, 2 beds, 1 bath

$59,999

2 beds1 bath924 sq ft

22 Blue Jay Ct, Keene, NH 03431

Property at 269 Branch Rd, Roxbury, NH 03431, 2 beds, 2 baths

$349,900

2 beds2 baths1,248 sq ft

269 Branch Rd, Roxbury, NH 03431

Property at 12 Wetherby Dr, Winchester, NH 03470, 2 beds, 2 baths

$130,000

2 beds2 baths924 sq ft

12 Wetherby Dr, Winchester, NH 03470

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

$109,900

2 beds2 baths952 sq ft

17 Blue Jay Ct, Keene, NH 03431

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 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 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 19 Monomonac Ter, Rindge, NH 03461, 2 beds, 2 baths

$695,000

2 beds2 baths1,978 sq ft

19 Monomonac Ter, Rindge, NH 03461

Property at 33 Summit Dr, Jaffrey, NH 03452, 2 beds, 1 bath

$110,000

2 beds1 bath1,302 sq ft

33 Summit Dr, 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 792 Court St Apt A, Keene, NH 03431, 2 beds, 1 bath

$225,000

2 beds1 bath924 sq ft

792 Court St Apt A, Keene, NH 03431

Property at 7 Woodland Park, Troy, NH 03465, 2 beds, 2 baths

$139,900

2 beds2 baths858 sq ft

7 Woodland Park, Troy, NH 03465

Property at 11 Saint Jean St, Jaffrey, NH 03452, 2 beds, 1 bath

$190,000

2 beds1 bath1,433 sq ft

11 Saint Jean St, Jaffrey, NH 03452

Property at 28 Owens Dr #92, Swanzey, NH 03446, 2 beds, 2 baths

$299,900

2 beds2 baths1,031 sq ft

28 Owens Dr #92, Swanzey, NH 03446

Property at 6 Colby St, Keene, NH 03431, 2 beds, 1 bath

$425,000

2 beds1 bath1,175 sq ft

6 Colby St, 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 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 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 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 48 Robbins St, Hinsdale, NH 03451, 2 beds, 1 bath

$57,500

2 beds1 bath832 sq ft

48 Robbins St, Hinsdale, NH 03451

Property at 115 Brookside Dr Unit 2-12, Fitzwilliam, NH 03447, 2 beds, 1 bath

$164,000

2 beds1 bath780 sq ft

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

Property at 25 Schult St, Keene, NH 03431, 2 beds, 1 bath

$149,000

2 beds1 bath747 sq ft

25 Schult St, Keene, NH 03431

Property at 241 Skatutakee Rd, Harrisville, NH 03450, 2 beds, 1 bath

$1,150,000

2 beds1 bath1,070 sq ft

241 Skatutakee Rd, Harrisville, NH 03450

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 41 Willow Ln, Rindge, NH 03461, 2 beds, 2 baths

$450,000

2 beds2 baths1,151 sq ft

41 Willow Ln, Rindge, NH 03461

Property at 27 Headlands Rd, Winchester, NH 03470, 2 beds, 1.5 baths

$725,000

2 beds1.5 baths1,351 sq ft

27 Headlands Rd, Winchester, NH 03470

Property at 16 Hillcrest St, Hinsdale, NH 03451, 2 beds, 2 baths

$160,000

2 beds2 baths840 sq ft

16 Hillcrest St, Hinsdale, NH 03451

Property at 49 Forest Lake Cir, Winchester, NH 03470, 2 beds, 1 bath

$350,000

2 beds1 bath937 sq ft

49 Forest Lake Cir, Winchester, NH 03470

Property at 45 Camp Cir, Fitzwilliam, NH 03447, 2 beds, 1 bath

$165,000

2 beds1 bath754 sq ft

45 Camp Cir, Fitzwilliam, NH 03447

$50,000

— beds— baths— sq ft

6 Mill St, Marlow, NH 03456

Property at 1 Cherry Tree Ln, Swanzey, NH 03446

$250,000

— beds— baths— sq ft

1 Cherry Tree Ln, Swanzey, NH 03446

Viewing page 1 of 1

2 Bedroom Homes for Sale in Cheshire County

There are currently 37 2 bedroom homes in Cheshire County. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cheshire County stay on the market for 69 days and receive 1 offers. This map is refreshed with the newest listings in Cheshire County every 15 minutes.

In the past month, 73 homes have been sold in Cheshire County. In addition to houses in Cheshire County, there were also 37 condos, 1 townhouse, and 13 multi-family units for sale in Cheshire County last month. Find your dream home in Cheshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cheshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cheshire County. If you're looking to sell your home in the Cheshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cheshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Cheshire County, NH

Nearby Counties

Cities

Nearby Counties with 2 Bedroom Homes

Nearby Cities with 2 Bedroom Homes

More to explore in Cheshire County, NH

How to buy a house in Cheshire County, NH

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New Hampshire

Copyright 2025 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 Wed Dec 24 2025 on the search page

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.