Cheshire County, NH Real Estate Search

Cheshire County, NH Homes between $350,000 and $400,000 for Sale

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Newest Cheshire County, NH Homes between $350,000 and $400,000 for Sale

$389,900
3 Beds 2 Baths 5103134 MLS
Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door leading to the back deck a perfect spot to relax and take in the surrounding landscape. Upstairs, you’ll find two generously sized bedrooms, and a second full bath, providing comfortable space for family, guests, or a home office. A charming covered front porch enhances the home’s curb appeal. Outdoor enthusiasts will appreciate being close to Pisgah State Park, a breathtaking 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20-acre parcel of old-growth forest. The nearby Rails to Trails system offers additional opportunities for walking, biking, and enjoying the natural beauty of the area. Conveniently located in Hinsdale, just minutes from Vermont and I-91, this home combines rural charm with commuter-friendly access. Expected completion: mid to late September 2026. Photos are facsimile. This is a New Home Community.

10 Asheley Ave Unit 26, Hinsdale

Listing courtesy of Kim Curry from BHG Masiello Keene. ()

$395,000
5102758 MLS
Two homes, eight bedrooms, and one exceptional investment opportunity in the heart of Keene! 40 Myrtle Street is a two-unit multifamily property, with each unit offering four bedrooms and two full bathrooms. Both feature functional, two-level layouts with generous living spaces and in-unit washer and dryer hookups. One residence, originally built in 1870, was completely renovated in 2011, while the second was newly constructed that same year. Each unit has separate electric, heating, and water utilities. Additional features include a three-year-old tankless heating system in Unit 2, two 110-amp electrical panels, town water and sewer, vinyl siding, ample off-street parking, yard space, and tenant-paid utilities. The spacious layouts offer flexibility for comfortable everyday living, home offices, storage, or bonus space. While the property is ready for cosmetic updates, its major systems have been maintained. Conveniently located just minutes from Keene State College and downtown Keene, with shopping, restaurants, the bike path, and everyday amenities nearby. Nearby major highways provide convenient commuting options. Whether you’re seeking rental income or a smart live-in investment, this property is well positioned to become a cornerstone of your portfolio. Unit 1 is leased through December 31, 2026, and Unit 2 is leased through September 15, 2026. Tenant occupied; 48-hour notice is required for all showings.

40 Myrtle St, Keene

Listing courtesy of Isabella S Luhrs from BHG Masiello Keene. ()

$399,999
3 Beds 2 Baths 5102031 MLS
OPEN HOUSE 8/2 10:30-12:30 Thoughtfully updated, exceptionally well maintained, and tucked into one of Club Estates' most desirable locations, this end unit checks all the right boxes and boasts a setting that's hard to beat. Bordered by a wooded green space, this home offers a level of privacy that's hard to find in condo living, creating the feeling of having a much larger backyard..without the maintenance. Step inside from the attached garage directly into the kitchen, a convenience you'll appreciate every single day. The kitchen features quartz countertops, a newer appliance package, and a new sliding glass door that fills the dining area with natural light and leads to your private patio. Upstairs, you'll find three spacious bedrooms, including a primary suite with its own full bath, and a convenient half bath on the first floor rounds out the layout. Thoughtful improvements throughout the home add both comfort and efficiency. Newer windows throughout and added attic insulation help keep the home comfortable year-round while helping to keep heating costs down. Even the charming bay window has been upgraded with additional insulation and a redesigned bench seat, creating the perfect cozy spot to enjoy a book or your morning coffee on chilly mornings. Storage is one of this home's standout features. From generous closets to the expansive lower level, you'll be hard-pressed to run out of space. The laundry area includes a utility sink, the parking space directly in front of the attached garage has been professionally paved, and ample guest parking just steps away makes entertaining easy. Just minutes from Keene Country Club, Cheshire Medical Center, downtown shopping, restaurants, and everyday conveniences, you'll appreciate how close everything is while still enjoying one of the association's most desirable locations. Add in the ease of low-maintenance condo living, and you'll have more time to enjoy your home and do the things you love.

37 Base Hill Rd, Keene

Listing courtesy of Lily Gautot from Greenwald Realty Group. ()

$389,900
3 Beds 2 Baths 5100563 MLS
Once home to a former Mayor of Keene, this classic New Englander blends timeless character with thoughtful updates just a five-minute walk to Central Square. Situated on a spacious corner lot of over a quarter acre, this versatile property is ideal as a single-family home, multigenerational residence, or investment opportunity. You'll love the classic charm with two welcoming porches, two entrances, two staircases, a two-car attached garage, and an impressive attached barn. The fenced backyard is perfect for children and pets, while the generous side yard offers space for gardening, entertaining, or relaxing. The custom eat-in kitchen features beautiful blue cabinetry, large subway tile, a deep Ruvati stainless sink, French door refrigerator, and abundant workspace. It flows into a formal dining room, spacious living room, and flexible bonus room ideal as a home office, den, or first-floor bedroom. Refinished original hardwood floors add warmth throughout. Upstairs are three generously sized bedrooms with oversized closets, abundant natural light, fresh neutral paint, and beautiful wide-plank wood floors. Recent improvements include vinyl siding, replacement windows, updated 200-amp electrical service, waterproof flooring in the kitchen and baths, and efficient two-zone heating. The attached barn offers incredible potential for a workshop, studio, home business, gym, or future accessory dwelling unit with applicable approvals. Ample parking accommodates multiple vehicles, recreational equipment, or even a camper. Enjoy the convenience of walking or biking to downtown Keene's restaurants, shopping, parks, entertainment, and the Monadnock Food Co-op while enjoying the privacy and space of a generous in-town lot. A rare opportunity to own a home filled with history, charm, flexibility, and endless possibilities.

185 Roxbury St, Keene

Listing courtesy of Kirsten Perkins from BHG Masiello Keene. ()

$365,000
3 Beds 2 Baths 5098785 MLS
Located close to the historic Troy Town Common, and only a few miles from the one of the entrance points to the iconic Mount Monadnock, this charming home offers so many advantages, you might just want to call it HOME! Ideally positioned on a 1/2 acre lot that abuts the small family-friendly swimming and recreation area known as Village Pond, or Sand Dam, this property ALSO includes a separate, adjacent .45acre lot! Enjoy countless hours canoeing and exploring the natural wonders of pond life from your backyard, or pack a picnic and spend the day at the Troy town beach just 1/4mile up the road. The interior charm of this 1904 home is also so inviting. The rooms are all spacious and comfortable...the eat-in kitchen has original tin ceiling, a walk in pantry, and a back door to the spacious 22' deck. The adjacent Dining room with large Bay window will accommodate family gatherings throughout the year. The Living room, and 1/2 bath with laundry, round out the first floor. Upstairs there are 3 roomy bedrooms, ample closets, and a spacious updated and tiled full bath. Original wood floors througout and stained glass window too. There is a cozy screened-in porch as well as a covered porch in the front. The sunny and level open yard lends itself well to family games, endless gardening, and hosting large parties. You will be delighted to find established pear, apple & peach trees, flowerbeds, raspberries & blueberries. The garage has been converted to a classic 3 season "Man Cave/Game room" with a nice workshop attached and there are 2 sheds for storing your equipment. So many upgrades too: replacement windows throughout, 200 amp electric/wired for generator, newer roof, oil tank, furnace, water heater, washer, minisplit in Primary BR, rebuilt chimney and exterior painting, mostly in last 5 years. Enjoy the open, nearly 1 acre lot now and explore the potential of selling the adjacent lot in the future. A great family home and investment too! OH weekend of 7/11 and 7/12.

17 South St, Troy

Listing courtesy of Giselle LaScala from Greenwald Realty Group. ()

$389,000
2 Beds 1 Baths 5098821 MLS
Welcome home to this beautifully maintained ranch nestled on a level 2.31 acre lot in one of Fitzwilliam's established neighborhoods, just minutes from beautiful Laurel Lake. Thoughtfully updated over the past few years, this home combines comfortable one-level living with inviting spaces designed for everyday life. One of the first things you'll appreciate is the fantastic mudroom addition, creating the perfect everyday entrance. Complete with laundry hookups, durable flooring and a cozy wood stove, this versatile space keeps boots, coats and outdoor gear tucked away while offering an inviting spot to warm up after a New England winter day. Step into the bright, open living room where large front-facing windows fill the home with natural light. The comfortable layout flows seamlessly into the kitchen, making it easy to entertain family and friends. The full bathroom has been tastefully updated with painted tile and charming wainscoting, adding warmth and character while maintaining a clean, fresh feel. The home currently offers two bedrooms, including a spacious primary bedroom with a double closet. Downstairs, you'll find a full walkout basement with poured concrete walls, 200-amp electrical service and excellent storage or workshop potential. Whether you're dreaming of additional finished space, a home gym, hobby area or simply appreciate abundant storage, this lower level offers endless possibilities. Outside, enjoy the peaceful setting from the newly added back porch overlooking the spacious backyard. With over two acres of mostly level land, there's plenty of room for gardening, entertaining, pets, recreation or simply enjoying the privacy and quiet surroundings. Conveniently located near Laurel Lake while still offering easy access to nearby towns, this home provides the perfect balance of country living and everyday convenience.

24 Westminster Dr, Fitzwilliam

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

$400,000
4 Beds 2 Baths 5098691 MLS
Move-in ready and extensively updated, this well-maintained 4-bedroom home offers comfortable living, flexible space, and a long, long list of improvements that make it easy to simply unpack and enjoy. Set on a sunny, level one-acre lot just 2 minutes from downtown Jaffrey, the property offers plenty of room to garden, play, entertain, or simply relax. There are an abundance of lovely trees for shade and privacy, which, together with the pear trees, garden space, and freshly painted rear deck, make it easy to enjoy the outdoors. Inside, you'll find bright, open living spaces featuring updated flooring, fresh paint, recessed lighting, a stylish backsplash, and numerous thoughtful upgrades throughout. A pellet stove creates a warm focal point in the family room, while the recently installed mini-split provides both heating and cooling for year-round comfort. The attached oversized two-car garage is more than just a place to park, with plenty of room for vehicles, storage, hobbies, and a workshop. Additional lighting, shelving, tool storage, extra outlets, and built-in speakers make it a space you'll actually enjoy using. The lower level adds even more flexibility with a beautifully finished bonus room and brand new second bathroom, creating an ideal setup for guests, a home office, workout room, or additional living space. Numerous improvements - including updated smoke detectors, generator hookup, frost-free exterior faucets, invisible dog fence, and many other upgrades completed during the seller's ownership - provide peace of mind for years to come. All this just 2 minutes from downtown Jaffrey or the town beach on lovely Contoocook Lake, and 15 minutes to Mt. Monadnock trails or the MA border! If you want to move in and live, really live, instead of always having to work on maintaining your home, this is the one for you. Schedule your appointment and take a look!

87 Michigan Rd, Jaffrey

Listing courtesy of David Hansen from Keller Williams Realty-Metropolitan. ()

$375,000
3 Beds 3 Baths 5096798 MLS
Welcome home to this lovely 3-bedroom, 3-bath Cape on Windy Fields Lane in Jaffrey, just two minutes from downtown yet tucked into a quiet neighborhood with a rural feel. The first floor offers a private primary suite and an updated kitchen, with hardwood flooring across most of the main level, newer tile in the kitchen and hall, and fresh tile in the bath. Main-level laundry is conveniently located in a full bath, while pellet heat helps keep the first floor efficient and comfortable. Upstairs, you’ll find two additional bedrooms with ample closet space, a large storage closet, and a full bathroom. Downstairs, the basement is already framed and ready to finish as a media room, den, exercise area, or other flexible living space. Outside, a Trex deck off the kitchen overlooks a partially fenced backyard with mature plantings, while a storage shed and one-car garage provide plenty of room for vehicles, projects, and gear. The home is served by a leased solar system that helps keep electric bills low, and the property includes an appurtenant 1/12 undivided interest in approximately 2.4 acres of shared land, with trails accessible just beyond the far side of the cul-de-sac. The former homeowners association was formally terminated in 2015, and there are no current HOA dues. Fresh, comfortable, and ready for immediate occupancy. Don’t let this one pass you by!

23 Windy Fields Ln, Jaffrey

Listing courtesy of Samuel L Abbott III from Duston Leddy Real Estate. (Cell: 603-732-2728)

$379,900
2 Beds 2 Baths 5096317 MLS
Welcome to a charming 1885 New Englander nestled on a picturesque half-acre lot in Fitzwilliam, NH. Full of character and thoughtful updates, this 2-bedroom, 2-bath home beautifully blends historic charm with today's conveniences. The farmhouse-style kitchen offers butcher block countertops, a center island with refrigeration storage, updated appliances, and a large bay window that fills the space with natural light. Step into a formal dining room complete with built-ins and French sliders that open to a backyard retreat with a deck, pergola, fire-pit, and fenced yard—perfect for furry friends and entertaining.The dining room opens to the cozy living room, where a wood-burning fireplace creates an inviting atmosphere. Beautifully refinished hardwood floors extend throughout, preserving original charm and timeless character. Just off the main hall you are welcomed by a 3-season porch that provides the perfect spot for morning coffee or afternoon reading. Upstairs, the spacious primary bedroom offers two closets, while the full bath features 2nd floor laundry and a luxurious towel warmer. The second bedroom is bright and inviting - a flexible space for guests, remote work or creative pursuits. Outside, you'll find mature flowering trees and shrubs, an oversized one-car garage with a large workshop and additional storage above—ideal for hobbyists or anyone needing extra space. The current owners have completed numerous improvements during their ownership, including a new oil tank, insulated attic, roof updates, and the addition of a space alongside the garage for RV parking. These thoughtful updates make this home move-in ready while preserving the charm and character that have defined it for more than a century. Enjoy year-round recreation with Rhododendron State Park, Mount Monadnock, & Laurel Lake all nearby.Downtown Keene local restaurants & shopping are minutes away and a short commute to the Mass border. Open House Saturday 6/27 11:00 AM-1:00 PM

11 Robbins Rd, Fitzwilliam

Listing courtesy of Laurie Mack from BHG Masiello Keene. ()

$399,900
3 Beds 2 Baths 5094737 MLS
Forget the old property history - this home has been completely re-imagined from the inside out. Masterfully reconfigured within its existing footprint, the original 2-bedroom, 1-bathroom layout has been entirely reborn as a highly functional 3-bedroom, 2-bathroom turn-key residence. This down-to-the-studs reconstruction didn’t just replace cosmetics - it re-engineered the interior floor plan. By cleverly maximizing the space, this home now seamlessly delivers a highly functional layout with the ease of main-level living. Meticulously rebuilt, it offers a rare opportunity to own a virtually brand-new home within an established, desirable Jaffrey neighborhood. Tucked away at the end of a quiet dead-end road, the lot perfectly balances peaceful privacy with walkable in-town charm. Every square inch has been thoughtfully redesigned with quality modern finishes, and energy efficiency in mind. From the moss-green kitchen cabinetry and bright quartz countertops to the brand-new detached garage/workshop with an impressive 8,000 lb weight capacity, the upgrades are a true must-see. Just a short list of new upgrades: New architectural shingle roof, energy efficient windows, 2nd full bathroom, vinyl siding, whole house insulation, oil tank, kitchen, and more! Skip the stress of renovations and contractor fees. Designed for the savvy buyer looking for low-maintenance living, this home offers ultimate peace of mind in New Hampshire's scenic Monadnock Region.

11 Saint Jean St, Jaffrey

Listing courtesy of Katherine Scott from Epique Realty. (Phone: 603-400-9317)

$360,000
3 Beds 2 Baths 5092773 MLS
Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that bring the beauty of the surrounding nature indoors. Seamlessly connected is the galley-style kitchen and a dining bump-out offering panoramic woodland views on three sides. The main level also includes a convenient half-bath and a versatile bonus room, ideal for a home office, den, or main-floor guest space. Upstairs, the open landing and second-floor foyer look down over the living room below, leading to three distinct bedrooms and a large full bathroom. The walk-out lower level is built for functional New England living, featuring a practical mudroom with a separate entrance, a dedicated laundry room, and direct access to the integrated one-car garage. Exterior highlights include a durable metal roof and a spacious wrap-around front deck, perfect for relaxing and watching the local wildlife. Situated with 371 feet of public road frontage in a quiet rural residential area, this property offers a peaceful, private retreat ready for your personal touch. Join us for an open house on Saturday 6/6/26 from 11am-1pm, or schedule your private tour today!

174 Pond Brook Rd, Chesterfield

Listing courtesy of Breandan Garland from Logic Realty, LLC. ()

$400,000
3 Beds 2 Baths 5092659 MLS
Back on Market!! Buyers loss is YOUR gain!! Welcome home to this thoughtfully designed, open-concept ranch that perfectly blends comfort, convenience, and efficiency. Located on a .66 acre lot with quiet neighbors, this property offers the ideal retreat for anyone seeking the ease of true one-level living. Step effortlessly from the attached two-car garage into a welcoming breezeway—the perfect "mudroom" space to kick off your shoes and drop your bags. Moving inside, you are greeted by a seamless, tile and hardwood floor connecting the kitchen, dining, and living areas. This open-concept is tailormade for both effortless daily living and easy entertaining. The spacious primary suite is a private haven, featuring low-pile carpeting, generous closet space, and a dedicated ensuite bathroom complete with a step-in shower. Two additional well-appointed bedrooms and a second full bath ensure plenty of room and privacy for family, guests, or a home office. Step through the sliding glass doors to discover your favorite new spot: an oversized sunroom that opens directly to the back patio. Whether you are enjoying a quiet morning coffee or winding down for a relaxing evening, this indoor-outdoor transition is pure bliss. Outside, the fenced-in yard offers security and peace of mind, while a second, detached one-car garage provides excellent bonus storage for tools, toys, or a workshop. Down stairs an additional finished space provides owners with teen hang out spot, entertaining space or home gym. To top it all off, this home is equipped with a solar panel system locked in at an excellent rate, keeping your electric costs low!

789 Old Homestead Hwy, Swanzey

Listing courtesy of Onyx Real Estate Group from Coldwell Banker Realty Bedford NH. (Phone: 603-234-1316)

$375,000
4 Beds 3 Baths 5087481 MLS
Welcome to 10 Marlboro Rd, a captivating single-family residence in the heart of Troy, where classic charm meets unexpected architectural flair. Spanning an impressive 2,288sqft, this expanded two-story home is designed for those who appreciate both space and personality. The journey begins on the main level, which serves as the hub for daily life and entertaining. You'll find a large eat-in kitchen ready for morning coffee and conversation, a formal dining room for holiday gatherings, and an oversized family room that offers plenty of space. There is also a bonus room on the first floor that could be used as an additional bedroom or office. Venturing upstairs, the accommodations are generous, featuring three bedrooms and a primary suite that truly steals the show. This isn't your standard bedroom; it's a sanctuary complete with soaring vaulted ceilings, an expansive closet, and a soaking tub for unwinding after a long day. There is also a unique spiral staircase that adds character and connects the primary suite to the laundry room. With a total of 4 bedrooms and 3 bathrooms, this home ensures everyone has ample space to call their own. Practicality is also front and center, as the property is connected to public water and sewer systems. Location is the final piece of the puzzle. Conveniently located to downtown Troy, you are moments away from local shopping and dining. Please join us for open houses this Mother's Day weekend: 5/9/26 12pm-2pm and 5/10/26 1pm-3pm.

10 Marlboro Rd, Troy

Listing courtesy of Breandan Garland from Logic Realty, LLC. ()

$357,000
5 Beds 2 Baths 5082393 MLS
New beginnings start here. This classic 1880 New Englander sits prominently on Main Street in Marlborough, blending timeless charm with thoughtful system updates. Rich in character, the home showcases hardwood floors and original details throughout, including a striking tin ceiling in the kitchen. A spacious mudroom entry leads into the updated kitchen, complete with granite countertops, updated appliances, and an oversized pantry designed for everyday functionality. Just off the kitchen, a screened porch overlooks a private courtyard, offering the perfect setting for outdoor dining, gardening, and relaxing to the peaceful sounds of the nearby babbling brook. The flexible floor plan includes a first-floor bedroom and three-quarter bath, ideal for multigenerational living or guests. The light-filled dining room provides an inviting space for gathering, while the second floor offers multiple living areas to suit a variety of lifestyle needs. A true standout, the attached three-story barn opens the door to endless possibilities, whether for storage, workshop space, or an in-home business. Recent improvements include a newer roof, oil tank, hot water heater, and new HVAC 4 Zone heat pump offering, offering added efficiency and peace of mind. A property filled with character, versatility, and opportunity. Come experience all that this special home has to offer. Village setting, 10 minute commute to Keene and 20 minutes to Peterborough. Seller offering a $15,000 concession towards exterior painting.

291 Main St, Marlborough

Listing courtesy of Hvizda Realty Group from EXP Realty. (Cell: 603-557-6661)

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