Cheshire County Homes under $350,000

Welcome to Cheshire County, New Hampshire – a hidden gem nestled in the heart of the Granite State! Known for its picturesque landscapes, charming small towns, and vibrant community spirit, Cheshire County offers an idyllic setting for those seeking a tranquil lifestyle while still enjoying modern conveniences.

With its rolling hills, lush forests, and sparkling lakes, Cheshire County is perfect for outdoor enthusiasts. Whether you enjoy hiking the scenic trails of the Monadnock Region, kayaking on the serene waters of Lake Spofford, or exploring the quaint towns of Keene and Swanzey, there’s no shortage of natural beauty to inspire your next adventure.

For homebuyers looking for affordability without compromising on quality, Cheshire County presents an exciting opportunity. With a variety of homes available under $350,000, you can find the perfect residence that fits your lifestyle and budget. From charming historic homes with character to modern family houses in friendly neighborhoods, there’s something for everyone. Imagine settling into a cozy cottage surrounded by nature or a welcoming family home just a stone's throw from local amenities and schools.

Cheshire County is not just about beautiful landscapes; it boasts a strong sense of community, excellent schools, and a rich cultural scene. With farmers' markets, art galleries, and community events, you’ll find plenty of ways to connect with your neighbors and immerse yourself in local traditions.

Explore the possibilities that Cheshire County has to offer and discover your dream home today! Embrace a life where nature meets community, all within an affordable price range. Your new adventure awaits!

Newest Cheshire County Homes under $350,000

$339,900

4 Beds ⋅ 1 Baths ⋅ 5113382 MLS

This very sweet 4 bedroom Cape has been lovingly maintained by the current owner for 31 years. Nicely nestled into this wonderful family neighborhood, it is also in walking distance to downtown Keene, Keene State College, and Keene Ice Arena, as well as the extensive rail trail. Step inside the bright and spacious Great room, thoughtfully created by removing the wall between the Kitchen and the Living Room. This modern, open layout allows you to effortlessly prepare meals while staying connected to friends and family. Two bedrooms and full bath complete the first floor, creating the highly sought after option for convenient one floor living. Upstairs, you will find two additional generously sized bedrooms, providing ample space for children or guests. Extensive recent upgrades ensure convenience and peace of mind for years to come, including all new windows in 2006, new roof in 2021, new driveway, new water heater, updated electric and updated bathroom. The main staircase has been beautifully rebuilt to offer a more comfortable ascent, and now complements the home's gorgeous hardwood floors. Vinyl siding and sunny level yard make for an easy home to enjoy and maintain! Open Houses coming this weekend: Sat. Oct 10, 12:30-2, and Sunday Oct. 11, 10-11:30. Join us then, or schedule a tour today for your own private showing!

24 Colby St, Keene

$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

$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

$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

$174,900

3 Beds ⋅ 3 Baths ⋅ 5112560 MLS

Double-wide mobile home situated on 23 acres in a private country setting. The home needs work and updating, offering buyers a solid opportunity to renovate and add value. The property is currently being cleaned up, with open and wooded areas providing space for future improvements, gardens, or animals. A 2-car garage is on site and also needs work, giving additional potential for storage or workshop space once repaired. Good opportunity for buyers seeking land, utilities in place, and a project with upside. Sale is contingent upon seller finding suitable housing. Please do not enter the property and respect the sellers privacy. Showings only on Thursdays and Fridays per sellers request.

52 Rte 123, Marlow

$306,290

2 Beds ⋅ 1 Baths ⋅ 5112535 MLS

So much care and thought was put into the updates of this seller’s first home. Comfortable living is this two bedroom, one bath ranch style home on a .34 acre lot. Located on a corner lot in a friendly Jaffrey neighborhood. Short walk to town and the year-round activities. Nice rolling yard with stamped concrete walkway and patio, paved driveway and three season screen porch with storage built-ins. Easy to expand for gardens or just enjoy the shade in summer and the colors in the Fall. Come inside, new replacement windows throughout, entry door and storm unit off newly built entry deck. The hardwood floors were refinished, and new vinyl plank flooring was installed in the remainder of the home. Renovated living room area is bright and welcoming with Mini split multifunction unit, cool in the summer and warm in the winter. Home is also generator ready. Bathroom was tastefully updated with new fixtures and vanity. Come take a look! Great location for starter home or just ease of living.

7 Sunnyfield Dr, Jaffrey

$199,000

3 Beds ⋅ 2 Baths ⋅ 5112497 MLS

Classic New Englander in the heart of Marlborough ready for you to make it shine again. It has the charm of the old fashioned tin ceilings and wood floors. Other features include an enclosed front porch, potential 3rd floor use, and exterior storage. The home needs a new kitchen, baths updated, and other refinishing. It offers a newer roof, replacement windows and a new heating system. Close to downtown Marlborough means schools and shopping are nearby.

26 Terrace St, Marlborough

$298,888

4 Beds ⋅ 2 Baths ⋅ 5112424 MLS

Built in 1870, this classic New Englander has been carefully renovated and beautifully renewed for its next chapter. Come home to a sense of peace and tranquility while being just a short walk from Keene State College and the shopping, dining, and entertainment of Main Street. Filled with warmth, character, and thoughtfully refreshed spaces, this beautiful home offers a place to settle in, entertain, or explore its potential as an investment. After more than 150 years, this home is ready for someone new to write its next chapter.

32 Harrison St, Keene

$249,900

3 Beds ⋅ 1 Baths ⋅ 5112316 MLS

Adorable, beautifully renovated, and ready for you to move right in! Welcome to 12 Spruce Street in North Walpole, a charming 3-bedroom, 1-bath New Englander with extensive updates inside and out. Completely renovated down to the studs, this home offers newer insulation and wiring, along with new vinyl siding, roof, windows, deck, shed, and paved driveway. The work has been done, leaving you free to unpack, settle in, and enjoy your new home. Inside, hardwood and vinyl flooring complement the refreshed interior, while a first-floor primary bedroom and first-floor laundry bring everyday convenience. Two additional bedrooms provide room for guests, a home office, or your favorite hobbies. The fully enclosed front porch offers a welcoming spot to enjoy your morning coffee, read a book, or unwind at the end of the day. Out back, the large deck overlooks the Connecticut River, creating a wonderful setting for outdoor dining, entertaining, or simply taking in the view. A new shed adds useful storage for tools and outdoor equipment. Low taxes add to the appeal, making this property an inviting option for anyone seeking a home with substantial renovations already completed. Enjoy a location within walking distance of the shops in Bellows Falls, VT with convenient access to Keene, Claremont, I-91, and Dartmouth Hospital. Whether your day takes you across the river, out shopping, or farther afield for work, this North Walpole location keeps you connected while giving you a comfortable place to return home. From the enclosed front porch to the river-facing back deck, this New Englander offers spaces to enjoy throughout the day. With three bedrooms, a first-floor primary, convenient laundry, extensive improvements, and a lovely river view, 12 Spruce Street brings together classic charm and modern updates. Come see this move-in-ready home and start planning your next chapter!

12 Spruce St, Walpole

$329,000

4 Beds ⋅ 2 Baths ⋅ 5112172 MLS

Recently fully renovated, this beautiful 4-bedroom, 2-bath home offers an excellent opportunity as a primary residence or rental property. Conveniently located just minutes from downtown and only a short walk to Keene State College, the home combines comfort, style, and location. The first floor features a stunning updated kitchen with new shaker-style cabinets, granite countertops, and stainless-steel appliances. A full bath, first-floor laundry with a new washer and dryer, and the flexibility of a spacious 4th bedroom or additional living space complete the main level. Upstairs, you'll find a generously sized full bathroom with a double vanity, along with three additional bedrooms. The extensive renovations include new flooring, electrical, heating system, plumbing, bathrooms, gorgeous kitchen and more. With nothing left to do but move in, this home is ready to enjoy or add to your rental portfolio!

41 Manchester St, Keene

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