Cheshire County, NH Homes between $400,000 and $450,000 for Sale

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Newest Cheshire County, NH Homes between $400,000 and $450,000 for Sale

$439,900

4 Beds ⋅ 2 Baths ⋅ 5103146 MLS

Move-in ready!, This beautifully updated 4-bedroom, 2-bath home offers 1,542 sq ft of inviting living space just minutes from downtown Keene. Blending timeless character with thoughtful modern updates, this home is warm, welcoming, and ready for its next owners. The spacious kitchen addition creates the heart of the home, offering an ideal gathering space that flows seamlessly into the dining and living rooms. Original tin ceilings in the living room, dining room and foyer add historic charm, while abundant natural light and a comfortable floor plan make everyday living and entertaining a pleasure. The renovated second floor features refreshed bedrooms with refinished hardwood floors, new walls and ceilings, replacement windows, and updated electric. Over the years, the home has been extensively improved with a new shingle roof (2021), new vinyl siding (house, garage and shed), updated lighting, and significant electrical upgrades, providing peace of mind while preserving the home's classic character. Outside, enjoy the welcoming front porch overlooking the partially fenced .14-acre yard, perfect for relaxing, gardening, or spending time with family and friends. The detached garage and charming "she shed" offer endless possibilities for a workshop, art studio, hobby space, or additional storage. Steam heat and leased solar panels contribute to year-round comfort and energy efficiency. Conveniently located close to downtown Keene's shops, restaurants, parks, schools, and commuter routes, this move-in-ready home offers the perfect combination of charm, comfort, and convenience. Whether you're a first-time homebuyer, growing household, or simply looking for a home with character this home is one you won't want to miss.

67 Congress St, Keene

Listing courtesy of Cindy Von Recklinghausen from BHG Masiello Keene. ()

$429,900

3 Beds ⋅ 2 Baths ⋅ 5103136 MLS

Escape to the country and enjoy living in this to -be-built Full Dormer Cape set on a generous 1-acre lot. Upgraded 30x30 garage. Designed with comfort and functionality in mind, this home features a desirable first-floor bedroom complete with a walk-in-closet, along with a full bath for added convenience. The open-concept kitchen and living area create a bright, welcoming space perfect for entertaining or everyday living. The kitchen will showcase granite countertops, a center island, ample cabinetry, and a slider leading to the back deck - ideal for enjoying the surrounding landscape. Upstairs, you'll find two spacious bedrooms and an additional full bath, offering flexibility for family, guests, or home office space. A charming covered front porch adds to the home's curb appeal. Outdoor enthusiasts will love the location. Just minutes away is Pisgah State Park, a stunning 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20- acres old-growth forest parcel. Nearby trails, including the popular Rails to Trails system, offer even more opportunities for walking, biking and exploring nature. Conveniently located in Hinsdale, just a short drive to Vermont and major commuter routes, this property offers the perfect blend of rural charm and accessibility. Home is expected to be completed late Sept. 2026. Photos are facsimile. This is a New Home Community. We can build ranches, colonials Etc.

13 Asheley Ave Unit 7, Hinsdale

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

$449,000

4 Beds ⋅ 2 Baths ⋅ 5102671 MLS

Step back in time while enjoying the comforts of today at this exceptional historic New England home, beautifully set on 2 picturesque acres in the charming town of Richmond, NH. Known as the home of Leason Martin, this remarkable property was part of the historic Martin Mill site, where generations of the Martin family operated a gristmill and sawmill beginning in 1765 helping shape Richmond's earliest history. Rich in character and thoughtfully updated, this home offers timeless craftsmanship with the conveniences of modern living. Inside, you'll find hardwood floors, custom built-ins, classic tin ceiling, a thoughtfully designed kitchen, first-floor laundry, and flexible living space including a private in-law apartment. Recent improvements include updated electrical and a whole-house automatic generator. Outdoors, the beauty continues. Enjoy 2 beautiful acres featuring mature landscaping, a magnificent magnolia tree, fenced garden area, blackberries, raspberries, grapes and an apple tree. Follow trails to a peaceful babbling brook, or spend winter afternoons skating on your own pond. It's a setting that invites you to slow down and savor every season. Conveniently located just 20 minutes from Keene and approximately 15 minutes from the Massachusetts border, Richmond residents also enjoy access to the Town Beach at Cass Pond. More than a home, this is an opportunity to become the next steward of a property that has been part of Richmond's story for generations. If you've been searching for history, character, privacy, and a truly special place to call home, you've found it. 40 Mill Road, Richmond, New Hampshire. History. Character. Home. Schedule Your Private Showing Today. Open House Saturday August 8, 2026 from 9:00AM-11:00AM

40 Mill Rd, Richmond

Listing courtesy of Darlene Rossi from Morin Real Estate LLC. ()

$404,900

2 Beds ⋅ 2 Baths ⋅ 5102437 MLS

Fall in love with the timeless charm of this beautifully maintained 1871 New Englander, where character, warmth, and country living come together on over two picturesque acres just minutes from Keene. The level lot is beautifully landscaped with colorful perennials, blueberry bushes, wild strawberries, black raspberries, and a charming Concord grape arbor. Relax on the spacious back deck overlooking the peaceful backyard and distant views, or enjoy the newer 12' x 8' shed with ramp and chicken coop. Outdoor enthusiasts will appreciate direct access to the Ashuelot Rail Trail, offering hiking, snowmobiling, horseback riding, walking, and year-round recreation right from your backyard. Inside, historic character blends seamlessly with modern updates. The stunning kitchen, renovated by Bergeron Construction, features granite countertops, a farmhouse sink, floating shelves, recessed lighting, a center island, and direct access to the back deck. The dining room showcases beautiful exposed beams, while the inviting living room offers built-ins and warm wide pine floors. The first-floor primary suite includes a decorative fireplace and private full bath. An additional first-floor bath has been beautifully renovated with a full-size stackable washer and dryer, new vanity, and updated fixtures. Upstairs you'll find another bedroom plus a versatile bonus room perfect as an office, nursery, guest room, or playroom. Additional features include a two-car garage, replacement windows (2017), and a roof approximately 10 years old. Whether you're dreaming of a hobby farm, a place for children to play, room for a few small animals, or simply a peaceful country retreat with modern conveniences, this special home offers the perfect blend of history, comfort, and New England charm. You'll truly love coming home.

133 Holbrook Ave, Swanzey

Listing courtesy of Robin Smith from BHG Masiello Keene. ()

$420,000

3 Beds ⋅ 2 Baths ⋅ 5101873 MLS

Nestled along a quiet country road in desirable Chesterfield, this classic Cape-style home offers the perfect blend of timeless charm and thoughtful updates. Set on 1.4 beautifully landscaped acres, the property overlooks a picturesque pond and open meadow, creating a peaceful setting you'll enjoy year-round. Inside, natural sunlight fills the spacious living areas, highlighting the hardwood floors and warm, inviting character throughout. The flexible floor plan offers 3 bedrooms, a formal dining room, a comfortable living room with a cozy hearth and gas stove, plus a convenient first-floor laundry room and half bath. Classic details preserve the home's original charm while newer windows, vinyl siding, and an architectural shingle roof provide peace of mind. Step outside to enjoy the tranquil surroundings from the deck overlooking the backyard, where mature landscaping, open green space, and scenic views create the perfect backdrop for relaxing or entertaining. An attached one-car garage, drilled well, private septic, and easy access to Keene, Brattleboro, and nearby Spofford Lake make this property as practical as it is beautiful.

95 Poocham Rd, Chesterfield

Listing courtesy of Joshua Benner from RE/MAX Town & Country. ()

$439,000

5 Beds ⋅ 2 Baths ⋅ 5101693 MLS

There’s more than meets the eye at this spacious Greenwood Avenue home! Nestled in Keene’s established and highly desirable Edgewood neighborhood, this inviting 5 bedroom, 2 bath home offers the perfect blend of classic character, modern updates, and exceptional versatility. Enjoy this beautifully renovated kitchen, featuring elegant quartz countertops, abundant cabinetry, and plenty of workspace for everyday living and entertaining. Just beyond, the bright four-season sunroom expands your living space with both heat and air conditioning, making it the perfect place to relax, work, or gather year round. Timeless architectural details add warmth and charm throughout, including graceful arched doorways, built-in shelving, and a fireplace that is being enhanced with new flue liners and a wood-burning insert. Hardwood floors run through most of the home, with professional refinishing already scheduled to begin in August, giving the next owner beautifully refreshed living spaces. In addition, the home's major systems are receiving their annual maintenance, providing added peace of mind. With five generously sized bedrooms, including two conveniently located on the first floor, this home easily adapts to your lifestyle, whether you need space for multigenerational living, a home office, guests, or creative hobbies. Additional highlights include central air conditioning, an attached garage, a fully fenced backyard, and the added security of a portable generator. Ideally located just minutes from downtown Keene, you'll enjoy easy access to shopping, restaurants, parks, walking trails, and recreation. If you've been looking for a home with generous space, thoughtful updates, enduring character, and the opportunity to make it your own, this Greenwood Avenue gem is one you won't want to miss.

25 Greenwood Ave, Keene

Listing courtesy of Gina Paight from Greenwald Realty Group. ()

$400,000

5100318 MLS

An extraordinary opportunity awaits on Burt Hill Road in Winchester, New Hampshire. Spanning a massive 118 +/- contiguous acres, this expansive wooded parcel offers an unbeatable blend of privacy, natural beauty, and strategic location. Situated directly at New Hampshire’s southwestern border, the property provides the ultimate tax-friendly NH lifestyle while remaining exceptionally accessible for Massachusetts commuters and weekenders alike. The land features a beautiful tapestry of rolling hills and mature forest. With a bit of clearing, the high elevations yield the potential for absolutely breathtaking, panoramic views of the surrounding Monadnock region. For the immediate investor or homesteader, the property holds significant timber value that could be harvested to offset initial costs or create custom clearings for your dream estate and 1 acre has been set out for building in the current use plan so no additional tax for buyer on that. Whether you are looking to build a private family compound, establish an off-grid sanctuary, or explore a larger project, the canvas is yours. With town approvals, this substantial acreage holds excellent potential for the future. Don't miss out on one of the largest available tracts in the area.

000 Burt Hill Rd, Winchester

Listing courtesy of Bob Barnard from Monadnock Realty Group LLC. ()

$449,000

3 Beds ⋅ 2 Baths ⋅ 5100301 MLS

Authentic Log Home Retreat on 2.75 Private Acres! Tucked away in a peaceful, wooded setting just minutes from downtown Keene, this beautifully maintained log home offers the perfect blend of rustic charm and modern updates. The heart of the home is the completely renovated 2025 kitchen, featuring custom cabinetry, quality finishes, and an oversized island that's ideal for cooking, gathering, and entertaining all while surrounded by the warmth of exposed log beams and timeless character. The inviting living room showcases soaring exposed beams, wide-plank wood floors, and a highly efficient Carrabassett wood stove, creating the cozy atmosphere only a true log home can provide. Step outside to the expansive full-length covered front porch, the perfect place to relax with your morning coffee while overlooking the private yard and surrounding nature. Additional highlights include vinyl replacement windows, a durable metal roof, generator hook-up for peace of mind, and a finished lower-level room that offers flexible space for a home office, family room, gym, or hobby area. Set on 2.75 private acres, this property provides the tranquility of country living while remaining conveniently close to Keene's shopping, restaurants, and amenities. If you've been dreaming of an authentic log home with modern updates, privacy, and timeless New England appeal, this exceptional property is one you won't want to miss!

423 Old Walpole Rd, Keene

Listing courtesy of Joshua Greenwald from Greenwald Realty Group. ()

$409,500

5 Beds ⋅ 3 Baths ⋅ 5098806 MLS

This is a charming must-see property set on a generous .71-acre lot in beautiful Swanzey NH. with the added benefit of an income producing in-law apartment! The main residence has 3 bedrooms and 2 baths along with a large living, dining area, wonderful full kitchen as well a 3-season porch and office/craft area. The attached in law suite has its own private paved driveway entry, light filled living area with French doors leading onto a trex patio deck, large kitchen, laundry area with sunroom, and 2 bedrooms on the 2nd level. (Tenant currently in place with a 12-month lease at $1,600 per month) Add in the expansive level front yard, versatile and expansive stand-alone workshop with electricity, pellet stove, and carport plus plenty of parking for all your friends and you have the total package!

112 S Winchester St, Swanzey

Listing courtesy of Joshua Benner from RE/MAX Town & Country. ()

$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. ()

$435,000

5097930 MLS

Dreaming of riverfront living with income potential? This one-of-a-kind multi-family property overlooks the scenic Cold River, renowned for its excellent fishing opportunities. Rich in history, the building was originally a grist mill and has been thoughtfully converted into a three-unit multi-family property while preserving much of its original character. The first floor apartment is a beautifully updated one bedroom unit offering comfortable, modern living. The remainder of the first floor serves as an inviting common area featuring the building's stunning original brick walls, showcasing the property's historic charm. From this shared space, you'll find access to the expansive basement, ideal for storage or workshop space, as well as the staircase leading to the second-floor apartment. The second-floor apartment is truly exceptional, featuring soaring cathedral ceilings and original wide plank hardwood floors. The spacious layout includes a bedroom, full bath with laundry, and an open-concept living area with designated spaces for the kitchen, dining, living room, and a family room or home office. Two unique lofts, each with its own staircase, provide flexible space for sleeping, hobbies, or additional storage. A detached two-car garage offers plenty of room for vehicles along with a generous workshop area. Above the garage is a private one-bedroom apartment complete with its own entrance, a side deck, and a rear deck overlooking the picturesque Cold River the perfect place to relax and enjoy the peaceful waterfront setting. Whether you're looking for an investment property, multi-generational living, or a unique riverside retreat with rental income, this remarkable historic property in Alstead NH on 5 plus acres offers endless possibilities in a truly special location.

87 Mechanic St, Alstead

Listing courtesy of Robin N Sanctuary from Traditions Real Estate LLC. (Cell: 603-313-9165)

$425,000

3 Beds ⋅ 2 Baths ⋅ 5097567 MLS

Welcome to Hidden Lake Association, one of the area's most sought-after lake communities! This beautifully maintained 3-bedroom, 2-bath open-concept ranch offers comfortable one-level living with a 2-car garage and an exceptional lifestyle both inside and out. A brand-new heating system, whole-house generator, central air conditioning, fresh interior paint, and hardwood flooring throughout make this very easy to just move right in! The thoughtfully designed floor plan features a spacious living area that flows seamlessly into the dining and kitchen spaces, making it ideal for everyday living and entertaining. The primary suite offers a walk-in closet and private 3/4 bath, while two additional bedrooms provide flexibility for guests, home office space, or hobbies. Need more space? Plenty of room in the basement just waiting to be finished into additional sleeping areas or a spacious family room. Set on a private 2.6-acre wooded lot, this property offers a peaceful retreat while still providing access to outstanding community amenities. Two driveways provide ample parking for family and friends visiting for summer fun at the lake. Enjoy deeded lake access, a shared dock, in-ground pool, tennis courts, basketball court, playground, and clubhouse.

316 Fox Hill Rd, Stoddard

Listing courtesy of Jean Monahan from BHHS Verani Londonderry. (jean.monahan@verani.com)

$445,000

3 Beds ⋅ 2 Baths ⋅ 5096976 MLS

This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living.

71 Headlands Rd, Winchester

Listing courtesy of Anna Schierioth from HKS Associates, Inc.. ()

$414,900

3 Beds ⋅ 2 Baths ⋅ 5096960 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, office, 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, while the attached 24x24 garage offers ample room for vehicles, storage, or hobbies. 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.

11 Asheley Ave Unit 6, Hinsdale

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

$439,900

2 Beds ⋅ 2 Baths ⋅ 5096835 MLS

To be built- Pictures are reasonable facsimile - Model home available to see. Enjoy low-maintenance living in this beautifully designed ranch-style condo, located just minutes from shopping, the Massachusetts border, and direct access to the rail trail. Set in a quiet community, this thoughtfully planned home offers single-level living with modern finishes and an open-concept layout perfect for both relaxing and entertaining. Step inside to find a spacious living area with cathedral ceilings and a large living room as the focal point. The kitchen features quartz countertops and stainless steel appliances- all open to the dining and living spaces for effortless flow. Just off the dining area, a sliding door leads to a private deck overlooking a spacious backyard, offering plenty of room to enjoy outdoor dining or quiet mornings.The home offers two generous bedrooms and two full bathrooms, including a primary suite with a walk-in closet and a step in shower. Additional conveniences include an attached two-car garage and first-floor laundry. Part of a small condo community, this unit is one of four in the current building, with a second four-unit building to be constructed. Whether you're downsizing, looking for ease of living, or seeking a well-located home near the NH/MA border, this condo delivers comfort, style, and convenience all in one. Open House Saturday August 1st from 11am to 1pm hosted at 41 Willow Lane, Rindge, NH. Visit the completed model home to experience the quality, layout, and finishes featured in this to-be-built home.

Unit 3 Willow, Rindge

Listing courtesy of Jim Weidner from EXP Realty. (Cell: 603-491-6993)

$425,000

3 Beds ⋅ 2 Baths ⋅ 5096805 MLS

This charming Cape in the picturesque New Hampshire town of Harrisville is the one you've been waiting for! Nestled in a serene setting with deeded access to Chesham Pond and a brook gently running through the property, this home offers the perfect blend of comfort, privacy, and outdoor enjoyment. Whether you're kayaking, fishing, enjoying nature walks, or simply taking in the peaceful surroundings, this property is a true nature lover's dream. The current homeowners have invested more than $100,000 in improvements, providing peace of mind and exceptional value for the next owner. Recent updates include a new leach field and whole-house Generac generator installed in 2024, as well as a drilled well and holding tank that are only four years old. Inside, this 3+ bedroom home (supported by a 1,000-gallon septic system) offers a flexible floor plan with additional rooms ideal for guests, a home office, hobby space, or whatever best suits your lifestyle. Durable vinyl plank flooring flows throughout the home, while the well-appointed kitchen features stainless steel appliances and ample space for everyday living and entertaining. The spacious primary suite serves as a private retreat, complete with a generous walk-in closet. The spa-like bathroom featuring both a shower and relaxing jetted tub over look the brook to the back of the property. The thoughtfully finished walkout basement provides additional living and entertaining space, making it perfect for gatherings, game nights, or a cozy family room. Step outside and enjoy the beauty of every season, from colorful fall foliage to summer days spent soaking in the gorgeous pond. Whether you're looking for a year-round residence or a peaceful getaway, this special Harrisville property offers the best of New Hampshire living.

368 Chesham Rd Unit 1, Harrisville

Listing courtesy of Team Marion Sharich from BHG Masiello Concord. ()

$420,000

2 Beds ⋅ 2 Baths ⋅ 5096375 MLS

This is a must see 2-bedroom, 2 full bath home set in a private country setting on 1.1 acres, yet minutes to all local amenities or downtown Keene. The home features a gorgeous custom kitchen with gleaming granite counters and stainless appliances, wood flooring, fireplaced dining area, sunny open living space plus an expanded primary suite with full bath and soaking tub. Add in the partially finished usable lower level, wonderful front porch with retractable awning, landscaped back area with jacuzzi tub, plus the attached 2 car garage and you have the total package! PLEASE, NO SHOWINGS BEFORE 10:30 AM

178 Eaton Rd, Swanzey

Listing courtesy of Robert Inman from RE/MAX Town & Country. ()

$429,900

4 Beds ⋅ 2 Baths ⋅ 5095332 MLS

Set on nearly 19 acres in the quiet town of Nelson, this 1825 Cape offers a rare combination of land, water, and homestead potential just 15 minutes from Keene and roughly an hour from Concord. A year-round brook crosses the property with a small waterfall, and a network of established trails leads through the woods to a camp site — a setting that rewards an owner who wants to spend real time outside. The 2,235-square-foot home includes a 3-bedroom, 2-bath main residence with first-floor primary, plus a separate 1-bedroom, 1-bath in-law apartment well suited for extended family, guests, or rental income. Original character throughout reflects the home's vintage and leaves room for the next owner to put their stamp on it. A 1,152-square-foot, three-story outbuilding sits behind the home — previously fit out with power and plumbing (since disconnected), now well suited for storage, workshop, or hobby use. With substantial frontage on a paved town road, there may be potential for further development subject to municipal approval and buyer due diligence. Established gardens, a chicken coop, and substantial woodland make this a working homestead opportunity. Granite Lake's public boat launch is 1.5 miles away, with Route 9 access nearby and the Monadnock region's trail systems within easy reach. See it today!

202 Granite Lake Rd, Nelson

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

$425,000

1 Beds ⋅ 1 Baths ⋅ 5095024 MLS

Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

Listing courtesy of Susan A Doyle from BHG Masiello Keene. ()

$408,000

5093890 MLS

Opportunity, flexibility, & character come together in this exceptional bungalow style multi family property offering over 2,300 sq ft of living space & endless possibilities for owner occupants, investors, multi generational living, or those seeking a live/work lifestyle. The spacious main residence features 4 to 5 bedrooms & 1 full bath, showcasing the timeless charm of a classic bungalow with beautiful hardwood floors, original woodwork, tall ceilings, abundant natural light, & generously sized rooms throughout. The well appointed kitchen features granite countertops, stainless steel appliances, custom cabinetry, & exposed brick accents, blending modern convenience with the home's character & craftsmanship. The oversized living room serves as the heart of the home, highlighted by a gas fireplace, expansive windows, & views overlooking the stunning covered front porch. The primary bedroom also features its own gas fireplace, creating a warm & inviting retreat. A standout feature of the main level is the front bedroom with its own private exterior entrance, previously utilized as a business, offering exceptional flexibility for a home office, studio, guest space, or additional bedroom. The second floor features an exceptionally large 1 bdrm apt complete w a full kitchen, bath, spacious bedroom, & an enormous living room that sets it apart from typical rental units. Ideal for rental income, multi generational living, or extended family accommodations. Outside, the expansive covered front porch serves as a true extension of the home, providing the perfect place to relax, entertain, or enjoy your morning coffee. Properties offering this level of flexibility, character, architectural charm, & income producing potential are increasingly difficult to find. Whether you're looking to offset your mortgage w rental income, accommodate extended family, or expand your investment portfolio, this unique property delivers exceptional versatility, space, & opportunity.

77 High St, Hinsdale

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

$425,000

1 Beds ⋅ 2 Baths ⋅ 5093714 MLS

2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout with 2 baths, open concept LR/DR/KIT area and a main bedroom with walk-in closet. Hickory cabinetry in the cooks kitchen with a Viking gas range anchoring the space is ready for all your cooking adventures. A walk-in pantry makes meal prep easy and has plenty of room for canned goods and your seldom used appliances. The full basement is high and dry with ample room for workshop, family room or storage. There really is nothing not to like about this home! Close to state park, snow mobile and walking trails.

152 Old Chesterfield Rd, Winchester

Listing courtesy of Edith Fifield from BHG Masiello Keene. ()

$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)

$405,000

3 Beds ⋅ 3 Baths ⋅ 5091528 MLS

Escape to the country and enjoy living in this to -be-built Full Dormer Cape set on a generous 1.0-acre lot. Designed with comfort and functionality in mind, this home features a desirable first-floor bedroom complete with a walk-in-closet, along with a full bath for added convenience. The open-concept kitchen and living area create a bright, welcoming space perfect for entertaining or everyday living. The kitchen will showcase granite countertops, a center island, ample cabinetry, and a slider leading to the back deck - ideal for enjoying the surrounding landscape. Upstairs, you'll find two spacious bedrooms and an additional full bath, offering flexibility for family, guests, or home office space. A charming covered front porch adds to the home's curb appeal. Outdoor enthusiasts will love the location. Just minutes away is Pisgah State Park, a stunning 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20- acres old-growth forest parcel. Nearby trails, including the popular Rails to Trails system, offer even more opportunities for walking, biking and exploring nature. Conveniently located in Hinsdale, just a short drive to Vermont and major commuter routes, this property offers the perfect blend of rural charm and accessibility. Home is expected to be completed mid to late August 2026. Photos are facsimile. This is a New Home Community.

9 Asheley Ave Unit LOT 5, Hinsdale

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

$420,000

4 Beds ⋅ 4 Baths ⋅ 5071213 MLS

Step into the timeless character of this 1875 New Englander farmhouse, where classic charm meets modern comfort. Just waiting for your imagination to make this gem shine again. Set on 5 full acres with established garden space and sweeping mountain views, this property offers the perfect blend of history, beauty, and New Hampshire living. Inside, you’ll find amazing wood flooring that carries the warmth and craftsmanship of the era throughout the home. The layout includes multiple fireplaces ready to be restored, a formal dining room, ideal for hosting gatherings or enjoying quiet meals with a view. With three-plus bedrooms and four bathrooms, the home provides flexibility for guest rooms, home offices, or creative spaces. The acreage invites endless possibilities, gardening, hobby farming, outdoor recreation, or simply relaxing and taking in the scenery. Located conveniently between Keene and Concord, you’ll enjoy the peace of a rural setting with easy access to vibrant downtowns, shopping, dining, and major routes. Whether you’re seeking a historic homestead, a weekend retreat, a versatile property with room to grow or bed and breakfast possibilities, this farmhouse delivers New England charm at its finest. Sadly, the stately barn did not survive as well but does offer unique salvage options!

658 Main St, Marlborough

Listing courtesy of Bruce M Murphy from Keller Williams Realty Metro-Keene. ()

$440,000

5068083 MLS

Prime 8.82± acre land opportunity with high visibility on NH Route 12 (Monadnock Highway), 5 miles south of the Route 101/Main St. interchange. The site's prominent frontage on a primary corridor and nearby east–west access position an owner-user or developer for strong regional reach to Keene, Peterborough, Nashua, and Massachusetts. Neighbors include Harley Davidson, Nissan/Toyota/Honda dealerships, Extra Space Storage. Two contiguous lots back up to the South Branch Ashuelot River, offering placement on a primary corridor with steady traffic exposure for customer-facing uses while maintaining efficient routing for employees, service vehicles, and logistics across the Monadnock and southern New Hampshire markets. An existing slab and foundation (25x40) remains onsite. Key Highlights: *Superb signage and brand visibility along a key north–south artery connecting the Monadnock region to southern NH/MA. *Zoned C4 – Rt 12 Commercial: By-right pathways include office, retail/personal services, restaurants (incl. drive-thru), medical, auto sales/service, self-storage, and wholesale (site plan review required). *Expanded flexibility: Indoor recreation and light manufacturing/assembly may be allowed by Special Exception, subject to town approvals. Location Highlights: *Frontage on NH-12(Monadnock Hwy) - primary north–south corridor for the area. *Minutes to Route 101, the main east - west Seacoast–Monadnock connector. *Regional access to Keene, Peterborough, Nashua, and MA

126 Monadnock Hwy, Marlborough

Listing courtesy of Krissy LaPorte from Keller Williams Realty-Metropolitan. ()

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