Cheshire County Homes under $1 million

Welcome to Cheshire County, New Hampshire—a hidden gem nestled in the heart of New England! Known for its picturesque landscapes, charming small towns, and a rich history, Cheshire County offers a unique blend of rural tranquility and vibrant community life. With its rolling hills, lush forests, and sparkling lakes, it's no wonder that residents and visitors alike are captivated by the natural beauty that surrounds them.

Cheshire County is home to a variety of outdoor activities, from hiking the breathtaking trails of the Monadnock Region to enjoying a leisurely day of fishing on one of the many serene lakes. The area is also steeped in history, with quaint towns like Keene and Swanzey showcasing beautiful architecture and inviting local shops. Whether you’re looking to explore local farmers' markets, indulge in delicious farm-to-table dining, or participate in community events, Cheshire County has something for everyone.

For those considering a move to this enchanting area, you'll be delighted to know that there are beautiful homes available for under $1 million. From charming historic houses to modern family homes, the real estate market in Cheshire County offers a diverse range of options to suit various lifestyles and budgets. With the perfect blend of rural charm and modern amenities, you can find a home that not only meets your needs but also provides a welcoming retreat after a long day.

Discover the allure of Cheshire County, NH, and find your dream home today! Embrace a lifestyle filled with natural beauty, community spirit, and endless opportunities for adventure.

Newest Cheshire County Homes under $1 million

$365,000

5 Beds ⋅ 1 Baths ⋅ 5113130 MLS

A rare opportunity to own a property where historic character, versatility, and an exceptional in-town location come together. Set behind a welcoming front porch, 87 Water Street offers the warmth and architectural details of an earlier era with thoughtful updates for today’s lifestyle. Inside, you’ll find an inviting eat-in kitchen with a distinctive tin ceiling and pantry, wood floors, bullseye molding, updated windows, a thoughtfully preserved original stained-glass window, and an abundance of oversized closets. Original character is thoughtfully woven throughout, creating a sense of warmth and authenticity that is increasingly difficult to find. Tidy, comfortable, and move-in ready, the home also features a newer boiler. The backyard offers ample space for gardening, entertaining, recreation, and outdoor enjoyment. A substantial outbuilding provides exceptional versatility, with generous workshop and storage space, vehicle parking, electricity, and a second floor. The structure has received City of Keene Planning Board approval for conversion to a one-bedroom residential unit, offering valuable potential for additional living space or other uses. Buyer to verify current status, approvals, and permitted use with the City. The location is equally compelling, with downtown Keene, the Co-op, playgrounds, schools, shops, restaurants, and other amenities all within easy walking distance. Enjoy the convenience of an in-town lifestyle with the added space and flexibility this property provides. With its character-filled interior, substantial outbuilding, inviting outdoor spaces, and walkable location, 87 Water Street offers a unique combination of history, functionality, and future potential. Most furnishings may also be available for purchase. Schedule your showing today!

87 Water St, Keene

$695,000

3 Beds ⋅ 3 Baths ⋅ 5113128 MLS

Welcome to 146 Bryant Road. Nestled on a serene, 5 acre tree-lined lot, this beautiful contemporary new construction home offers the perfect blend of privacy, comfort and function. The stamped concrete farmers porch across the front of the home is the perfect place to enjoy morning coffee. Open concept interior with engineered hardwood floors, central ac and natural light throughout. Chef's kitchen complete with solid surface countertops, tile backsplash and stainless steel appliances. 1st floor primary bedroom boasts a large tiled bathroom, tiled walk-in shower and generous closet. Upstairs, 2 spacious bedrooms and a full bathroom. Convenient Walkout basement for storage or future living space. 2 car garage and paved driveway. Call today to schedule a showing!

146 Bryant Rd, Jaffrey

$259,000

3 Beds ⋅ 1 Baths ⋅ 5113121 MLS

This sweet home is located on a dead end, neighborhood rd, situated close to shopping and amenities. There are 3 bedrooms and 1 full bath, a large living room and the addition of a 23x10ft fully enclosed sun porch. The yard has a mix of open grass and shade. There's a metal roof and vinyl siding for easy upkeep. The 1 car garage opens up to the full basement, with laundry and updated systems. Don't wait! Make 25 Pierce Rd your new home.

25 Pierce Rd, Hinsdale

$319,000

2 Beds ⋅ 2 Baths ⋅ 5113066 MLS

OPEN HOUSE...SAT. OCTOBER 10, 2026 11 TO 1 PM. WHEN IS A CONDO A VERY SPECIAL HOME? Located a short walk to a pretty historic village, a river park, a sports complex and some local stores. Just a few minutes or two to Rte. 10 leading North to Keene, NH and heading South to Massachusetts. There are 3 units here at VILLAGE HILL CONDOS all sharing an OVERSIZED sunny level yard. So ideal for gardeners! Plenty of parking including 2 assigned spots. Let's step inside!! There is a spacious hallway entry area with a big closet and a half bath/laundry to the right. Then you will enter the comfortable living room leading to the easy to work in kitchen..Take your meals , coffee or drinks to the diningroom or the seasonal porch. The second floor has 2 large bedrooms. The master has a walk in closet with a desk . Keep those clothes and paperwork in this separate attached closet. The full bath is on this floor. Most condos don't have this full useable basement ideal for a workshop and for storing belongings. The Association fee is $350. a month and includes plowing, landscaping, exterior insurance, exterior building maintenance and more.** **

3 Swanzey St Unit 1, Swanzey

$649,900

4 Beds ⋅ 3 Baths ⋅ 5113039 MLS

Welcome to 9 Schuyler Way, a beautifully maintained 4 Bedroom, 2.5 Bath home offering an impressive blend of space, privacy, and flexibility on 1.21 acres. Step inside to find refinished hardwood floors (2025) that bring warmth and a classic feel throughout the home. With over 3,000sq.ft. of finished space there is an abundance of room to live, work, entertain, and grow. The spacious layout is designed for comfortable everyday living and effortless entertaining with both living and family room spacing boasting gas fireplaces. Generously proportioned bedrooms include a primary suite that provides a private retreat at the end of the day. Plus, the 2nd floor laundry room saves you time and energy. The home's substantial finished lower level is a standout feature, offering tremendous flexibility for a home office, recreation space, guest accommodations, studio, or potential for ADU -style living arrangement, subject to applicable approvals. Located on a nice private cul-de-sac, 9 Schuyler Way remains close to all that Keene NH has to offer, you will find this 1.21 acre setting provides plenty of room to relax, entertain, garden and cook a smore on the fire pit. Come experience the setting, space and possibilities for yourself. Showings to start Friday October 9th as well as Open House 10/9 4-6:30

9 Schuyler Way, Keene

$139,900

2 Beds ⋅ 1 Baths ⋅ 5112987 MLS

GREAT OPPORTUNITY to buy into the housing market at an AFFORDABLE PRICE! Use your sweat equity to update this property to reflect you and your style. Owned for two generations within the same family, this modest two-bedroom home with one car garage is like a blank slate welcoming a makeover limited only by your imagination and yearning to be enjoyed like it has been over the past years. Located in a desirable W. Keene neighborhood, the lot is level and not too big to maintain with open space for gardening or relaxing. The location is within walking distance of parks, schools, the YMCA, and paths throughout the area. Just step out your door and access Cheshire Rail Trail’s extensive network of nearby biking and walking trails or ride into town to your favorite coffee shop. Conveniently located within 5-10 minutes of shopping, restaurants, the theater, medical facilities, the library and other Keene amenities, this property also has easy access to Routes 9, 10, and 12. Why rent? Have fun making this be your home worth coming home to and to love and enjoy for years to come! Showings begin Friday, October 9th by appointment only.

87 Pinehurst Ave, Keene

$352,500

3 Beds ⋅ 2 Baths ⋅ 5112957 MLS

Proudly call this this stylish 3 bedroom, 2 bath Townhome at Forest View Estates your new home. The moment you enter, the grand 2 story foyer invites you in to an open, spacious and homey main living area, perfect for hosting friends and family. The newly updated kitchen features black stainless appliances, tile back splash, granite island for seating & serving and a pantry which is also plumbed for a stackable washer/dryer if you like your laundry on the main level. Hardwood floors throughout. A first floor bedroom, or den/office if you prefer, plus a 3/4 bath with oversized shower and decorative tile create the opportunity and convenience of first floor living. An open staircase takes you to the second floor landing which leads to 2 nice sized bedrooms with great closet space and a second full bath. The french door off the kitchen brings you to a newly rebuilt deck overlooking a private wooded setting and lush green lawn. On the lower level you'll find a bonus room perfect for office, hobbies, crafts, working out or watching TV. Also direct entry to your oversized, heated garage. At just $305 per month, the HOA fee is one of the lowest in the area and surprisingly includes both water & sewer, plus plowing, landscaping and trash removal. Just minutes to shopping/dining in Keene, and very convenient to the Mass border.

28 Owens Dr Unit 40, Swanzey

$899,000

5 Beds ⋅ 4 Baths ⋅ 5112933 MLS

Beautifully updated and move-in ready in Harrisville! This like new home offers a bright, welcoming layout with plenty of space to spread out, entertain, and enjoy both inside and out. The light and bright kitchen is nicely appointed and flows easily into the spacious living area, while the beautifully updated bathrooms add to the fresh, finished feel throughout the home. The three-season room features large windows and creates the perfect place to relax and enjoy the surrounding scenery. The primary suite has been thoughtfully updated and features tray ceilings, offering a comfortable retreat at the end of the day. Downstairs, the finished walkout lower level adds even more living space along with an additional half bath—ideal for a family room, game room, home office, or guest space. Step directly outside to the patio and hot tub, or enjoy evenings around the separate fire pit area. Outside, the beautiful landscaping and well-kept yard create an inviting setting with plenty of room to enjoy. A newer deck adds even more outdoor living space, while the outbuilding provides convenient additional storage. The home also features gutters and a solar system designed to help offset electric costs. With multiple spaces for gathering, relaxing, and entertaining, this home offers the flexibility today’s buyers are looking for. So many updates, so much usable space, and a property that is truly ready to enjoy. Don’t miss this fantastic Harrisville home!

139 Lampman Rd, Harrisville

$349,900

4 Beds ⋅ 2 Baths ⋅ 5112930 MLS

When you look for a good family home, I hope you're lucky enough to find one like this! Same owners for the past 35yrs, mountains of updates and improvements, and investment! From the plumbing, heating system, 200A electrical, hot water, appliances, siding and so much more! (see the disclosures) The icing on the cake is the 24x36' garage with two full stories! You'll walk into a large sunroom, then step into a big family kitchen, with doorways to the office and living room. A full ADA bath on the first floor has a large step in shower, whirlpool tub and laundry! Beautiful floors throughout, replacement windows and tall ceilings will make you feel right at home. The garage is absolutely amazing, has dedicated electrical service, GOBS of storage or hobby space! (Garage was $75k) This is an affordable family home in a quiet setting that you can move into with confidence and pride.

44 Gunn Mountain Rd, Winchester

$195,000

2 Beds ⋅ 1 Baths ⋅ 5112914 MLS

Investment Opportunity in Westmoreland, NH! Bring your vision and explore the potential this property has to offer. An opportunity for investors, contractors, or buyers looking for their next project. Whether you're considering a renovation, rental investment, or redevelopment potential, this property offers a chance to put your plans into action. Conveniently located in Westmoreland, with access to the surrounding communities of Keene, Brattleboro, and the Massachusetts border. Property is being sold AS IS. CASH or REHAB Loan ONLY. Rehab Needed, Buyers must conduct their own due diligence regarding the property's condition, permitted uses, and potential.

884 Nh Route 12, Westmoreland

$489,000

5112878 MLS

Great Investment Opportunity in Keene! This versatile property offers an excellent combination of rental income, storage, and future development potential, all situated on 1.3 acres of level, cleared land in a desirable Keene location. The property features a two-family residence with a spacious 4–5 bedroom home plus an additional 1-bedroom apartment, providing valuable rental income or flexible living arrangements. A large commercial-style garage offers plenty of room for storage, a workshop, vehicles, or other uses. Adding even more potential, there is the possibility of constructing an ADU or additional residence, creating an opportunity for a buyer to build their own home while using the existing two-family property as an income-producing asset to help offset the cost. Conveniently located within walking distance of the clinic and hospital, downtown Keene, shopping, restaurants, and a network of biking and hiking paths. A rare opportunity to own a property with income potential, substantial land, and exciting possibilities for future development. Bring your ideas and make the most of this exceptional Keene property!

470 Elm St, Keene

$365,000

4 Beds ⋅ 2 Baths ⋅ 5112873 MLS

This is a great 4-bedroom 2-bath house on a .20 acres corner lot. The yard is level and waiting for you to enjoy with the kids, dog and friends. And plenty of room for a firepit. New kitchen with brand new appliances and a counter with stools. The dining room opens to a spacious living room. Enter through the front door and pass through the enclosed porch and into the generous size foyer. Upstairs you will find 4 bedrooms with great closets, a completely renovated full bathroom and a walkup attic. One car detached garage with auto open. This home is within walking distance to downtown Keene, close to Carpenter Field, Robin Hood Park, tennis courts and Gathering Waters, a Waldorf school. Newer windows, 7-year-old roof, 9-year-old hot water heater. Great location with easy access to all the amenities and services you will need. This home is ready for its new owner and all the happy memories to be made.

259 Church St, Keene

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