Cheshire County, NH Real Estate | Cheshire County, NH Single Family Homes for Sale

Country living at its finest! Nestled on 15 private acres, this expansive farmhouse offers the perfect blend of rural charm, versatility, and modern convenience. Weather your seeking a peaceful homestead, multi-generational living, or a property ideal for animals and hobby farming, this exceptional estate delivers. This property features a spacious main farmhouse, separate guest suite, along with a separate accessory dwelling unit. This property provides excellent flexibility for extended family, guest, rental income or a home-based business. The ADU is handicap accessible and includes a functional stair chair, offering enhanced accessibility and comfort. Outside you will find ample open space for horses, livestock, gardening or simply enjoying the privacy and beauty of the countryside. Mature fruit trees, raspberry bushes and grape vines for homemade treats await you. Enjoy the view from your covered porch that overlooks the pond and sprawling flat acreage that truly creates a special setting. Relax and entertain with the pool at your feet and enjoy the hot tub for the brisk winter weather. A rare opportunity to own a private country retreat with room to grow, explore and enjoy the lifestyle you have been dreaming of. Benefit from land in current and receive a property tax reduction. Walking distance to class VI road, great for snowmobiling, ATVs horseback riding or a nature walk. SHOWINGS START AT THE OPEN HOUSE 6/13/26 11:30AM-1:30PM

360 Jaffrey Rd, Marlborough

Listing courtesy of Katelyn A Heaney from Greenwald Realty Group. ()

$1,250,000

4 Beds ⋅ 6 Baths ⋅ 5092944 MLS

Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the modern systems and efficiency of a home built in 2006. Constructed of stone, brick, timber, and glass, the home's thoughtful design creates a rare opportunity to enjoy mountain living without the upkeep of an antique property. A striking exterior and soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire's most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile and rich wood flooring extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for taking in the mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. Located in the heart of the Monadnock Region, this grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough and nearby communities known for their dining, arts, and cultural offerings.

38 Shaker Farm Rd S, Marlborough

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$600,000

3 Beds ⋅ 3 Baths ⋅ 5092914 MLS

Welcome to this exceptional post-&-beam home in the charming town of Marlow, where timeless craftsmanship meets modern comfort. Set on a beautiful lot with views of the Ashuelot River, this property offers the perfect balance of convenience, and outdoor enjoyment. Relax on the inviting farmer's porch, entertain on the expansive deck & patio, or enjoy the large yard. Inside, soaring cathedral ceilings, exposed beams, and warm woodwork create an atmosphere of rustic elegance. The stunning floor-to-ceiling stone fireplace anchors the open-concept living space, providing a welcoming gathering spot year-round. The updated kitchen features a gas range, tiled backsplash, ample counter space, and seamless flow into the dining and living areas. A practical mudroom entry includes 1st-floor laundry with a built-in pet washing station. The attached 2-car garage offers oversized doors and direct access to the home. The primary suite serves as a private retreat with a walk-in shower and jetted soaking tub. Two additional bedrooms upstairs provide comfortable accommodations for family and guests. Above the garage, a spacious bonus room with plumbing access offers exciting possibilities for future expansion. Built for lasting quality and efficiency, the home features a metal roof, vinyl siding, Harvey windows, and a Buderus heating system. The full basement provides storage and utility space. Located in the heart of the Monadnock Region, Marlow is known for its scenic beauty, small-town charm, and abundant outdoor recreation. Enjoy easy access to nearby lakes, ponds, hiking trails, snowmobile routes, and skiing, while Keene and Newport are both within a convenient drive for shopping, dining, and services. Whether you're seeking a year-round residence or a peaceful New Hampshire retreat, this remarkable property offers a lifestyle you'll love coming home to.

648 Nh Route 10 S, Marlow

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$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. ()

$375,000

2 Beds ⋅ 1 Baths ⋅ 5092771 MLS

NEW REDUCED PRICE Charming and move-in ready, this beautifully updated 2 bedroom, 1 bath ranch offers comfort, convenience, and easy access to everything Keene and Swanzey has to offer. Recent improvements include fresh interior paint throughout, all new flooring, attractive new landscaping, and a welcoming new front walkway that enhances the home's curb appeal. Inside, you'll find bright and inviting living spaces, including a partially finished basement, with a large sunny window that provides abundant natural light—perfect for potential 3rd bedroom, family room, home office, or hobby space. An enclosed porch off the back of the home overlooks the backyard, creating a peaceful spot to relax and enjoy the outdoors year-round. The backyard offers direct access to the Rail Trail, making walking, running, and biking right from your doorstep a breeze. Additional features include a one-car garage and an attached deck ideal for entertaining guests or enjoying quiet evenings outdoors.

323 Matthews Rd, Swanzey

Listing courtesy of Alex Lesser from Monadnock Realty Group 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)

$479,900

3 Beds ⋅ 2 Baths ⋅ 5092617 MLS

** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

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

$339,720

3 Beds ⋅ 1 Baths ⋅ 5092612 MLS

AUCTION- OCCUPIED. Cozy rambler offers 3 beds, 1 bath with an unfinished basement and sits on a spacious lot. The property is sold as with NO property disclosure, or inspection report, NO lease in place, NO interior photos, NO ACCESS - the seller does not represent or guarantee occupancy status. Please DO NOT DISTURB the occupant. "As is" CASH ONLY sale with no contingencies or inspections. Buyer will be responsible for obtaining possession of the prop

21 Lorraine St, Keene

Listing courtesy of Andrea Butcher from RealHome Services and Solutions Inc/NH. ()

$199,900

2 Beds ⋅ 1 Baths ⋅ 5092359 MLS

Charming and affordable 2-bedroom cottage nestled in a peaceful natural setting. Freshly painted throughout, the interior features classic wainscoting, warm pine wood accents, and new vinyl plank flooring that add comfort and character. The bright eat-in kitchen comes with new cabinets, new appliances and showcases the new countertops for a fresh, updated feel. Plus, new doors and windows, and the furnace is less than a year old. Enjoy the perfect balance of relaxation and convenience with easy access to kayaking, canoeing, swimming, and fishing at nearby Wilson Pond, while still being just minutes from the shopping, dining, and everyday amenities of Keene.

11 Wilson Pond Rd, Swanzey

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

$888,000

4 Beds ⋅ 3 Baths ⋅ 5092335 MLS

A truly exceptional home offering quality craftsmanship, generous living space, and a private setting with breathtaking mountain views. Thoughtfully designed and impeccably maintained, this stunning property combines elegance, comfort, and functionality throughout. The heart of the home is a chef’s dream kitchen, featuring premium stainless-steel appliances, including a Wolf range and Sub-Zero refrigerator, abundant cabinetry, and beautiful finishes. The kitchen flows seamlessly into the sun-filled great room, where gleaming hardwood floors and a cozy fireplace create a warm and inviting atmosphere for everyday living and entertaining. Step outside to the expansive deck and take in the peaceful mountain views an ideal setting for morning coffee, outdoor dining, or simply relaxing and enjoying the tranquility of your surroundings. The home offers four generously sized bedrooms, including a luxurious primary suite complete with a spacious walk-in closet and a well-appointed en-suite bath. The walkout lower level provides additional finished living space, perfect for a home office, media room, gym, or guest accommodations, along with ample storage space. An oversized garage offers plenty of room for vehicles, recreational equipment, and all your outdoor gear. Located in one of the area's most desirable neighborhoods, just minutes from beautiful Spofford Lake, this home also provides convenient access to both Brattleboro, Vermont, and Keene, New Hampshire. Enjoy nearby shopping, restaurants, healthcare facilities, cultural attractions, theaters, museums, churches, and several colleges, all within easy reach. This remarkable property offers the perfect balance of luxury, privacy, and convenience an extraordinary place to call home.

22 Phillip Dr, Chesterfield

Listing courtesy of Nancy Thompson from BHG Masiello Keene. ()

$250,000

3 Beds ⋅ 2 Baths ⋅ 5091884 MLS

Best for CASH BUYERS. Opportunity awaits in a desirable Swanzey neighborhood surrounded by well-maintained homes. This 1850 Cape sits on over 5 acres and offers tremendous potential for buyers looking to restore and build equity. The property features 3 bedrooms, 1½ baths, a newer barn built in 2023, and a chicken coop/shed, providing flexibility for hobby farming, storage, livestock, or workshop space. Several important improvements have already been completed, including a newer furnace, oil tank, well pump, 200-amp electrical service, and replacement windows, giving the next owner a solid foundation for future updates and renovations. The property extends to the scenic South Branch Ashuelot River, offering a peaceful natural setting and opportunities to enjoy wildlife and the outdoors. While the home requires rehabilitation and cosmetic improvements, its combination of acreage, outbuildings, major system upgrades, and location creates an exceptional opportunity for investors, contractors, or buyers seeking a rewarding restoration project. Conveniently located just minutes from Keene, shopping, schools, and local amenities. Property is being sold as-is, where-is.

102 Goodell Ave, Swanzey

Listing courtesy of Denise Thomas from BHG Masiello Keene. ()

$339,900

3 Beds ⋅ 2 Baths ⋅ 5091841 MLS

Step into this reimagined 1930s Villager Cape, where classic charm meets modern comfort in the heart of Jaffrey. Nearly every inch has been updated new flooring, renovated kitchen and baths, and smart conveniences like a first-floor bedroom and first-floor laundry. The soaring cathedral living room with loft creates an airy gathering space, enhanced by a mini-split and a slider leading to a private back deck perfect for morning coffee or evening unwinding. A second side deck offers a front-row seat to village life. Outdoors, enjoy lovely perennial gardens, a fenced yard, and a separate fenced garden area supported by a gutter-fed storage tank for easy watering. Solar panels add energy efficiency. An ideal blend of location, comfort, and everyday livability in the heart of Jaffrey. Come see 72 North St, Jaffrey, NH.

72 North St, Jaffrey

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

$539,000

3 Beds ⋅ 3 Baths ⋅ 5091793 MLS

On the outskirts of Jaffrey Center Village, nestled on its own 1.94 acre lot, this outstanding home was custom designed by its original owner. The attention to detail is evident from the time you walk through a large front porch into the charming front to back gas fireplaced living room with handsome built-in bookcases, and a roomy dining area. A vaulted ceiling enhances the spaciousness of this area. Toward the rear there is a delightful screened porch overlooking the landscaped lawn to the woods. The handsome kitchen with lovely maple cabinets, granite countertops and island, has high quality, almost new appliances. Off the kitchen, the inviting den accesses a rear deck. Beautiful hardwood floors are evident on the first floor. In the family bath you’ll find a laundry, there’s a nice guest bedroom and the front facing primary bedroom features a full bath with soaking tub and shower. This home has 1,472 SF on the first floor and it also offers a lower level apartment with bedroom, full bath, great room with kitchen area and separate entrance. The two car garage is accessed by a winding gravel driveway bordered by a split rail fence with granite posts. Lovely grounds include stunning landscaping with granite steps. This is an ideal home for many different lifestyles. 24 hour notice required.

78 Harkness Rd, Jaffrey

Listing courtesy of Marc Tieger from Tieger Realty Co. Inc.. ()

$549,900

3 Beds ⋅ 3 Baths ⋅ 5091645 MLS

WELCOME TO A HOME YOU CAN STRETCH OUT IN. NICE SIZED ROOMS WITH PLENTY OF LIGHT. GOOD WORKING KITCHEN OPENS TO THE DINING ROOM 3 SEASON PORCH OFF THE LIVING ROOM. LITTLE DEN TUCKED IN ON THE FIRST FLOOR. FIRST FLOOR BEDROOM.WALKOUT BASEMENT HAS WORKSHOP AND FINISHED FAMILY ROOM AND A SECOND PORCH OPENS TO THE BACK YARD. 2 NEARBY WALKING TRAILS. GARAGE HAS EXTRA LENGTH. IDEAL FOR AUTOS WITH FINS. BACK OF THE HOUSE FACES SOUTH. POTENTIAL FOR SOLAR GAIN. ROOF SHINGLES ON THE MAIN PART OF THE HOUSE REPLACED LAST SUMMER. SHOWINGS 3-5 WEEKDAYS, AFTER 10 AM SATURDAY AND SUNDAY.

418 Old Stoddard Rd, Nelson

Listing courtesy of Hal Grant from Hal Grant ReaL Estate. ()

$689,000

3 Beds ⋅ 3 Baths ⋅ 5091621 MLS

Tucked away in Stoddard, along a private road at Highland Lake, a unique 3-bdrm, 3-bath contemporary post-and-beam home offers a destination lifestyle centered on lake living, privacy, and gathering spaces. With beach and lake access and a boat slip at a private dock, this property captures the feeling of a private New England escape designed for every season. Crafted with architectural character, the home showcases soaring ceilings, exposed beams, dramatic lines, and expansive windows that draw the wooded surroundings indoors. Carlisle Ash wide-plank flooring spans the first level, adding warmth, texture, and timeless appeal throughout the living spaces. The 2018-remodeled kitchen blends design with functionality, featuring quartz countertops, a beadboard center island, a double-oven stainless gas stove, prep space, and seamless flow for entertaining. Whether hosting weekend guests or quiet evenings at home, the adjoining gathering spaces create an atmosphere that feels refined and welcoming. Both the family room and great room are anchored by stone fireplaces, while a wood stove adds warmth and ambiance through every season. A custom bar area with cool storage creates the perfect setting to gather after a day on the lake. The private primary ensuite loft overlooks the living space below and serves as a peaceful retreat. Two bonus spaces offer flexibility for guests, office space, fitness, media, or creative use. Outdoor living is equally impressive, with approximately 1,000 square feet of mahogany decking designed to take advantage of the secluded wooded setting. The hot tub enjoys its own spa-like room, offering a relaxing escape year-round. With this as home base, enjoy the recreational options (boating, skiing, hiking) or just relax into a slower everyday pace amidst the quiet natural beauty. With a 2-hour drive, the NH White Mountains or VT Green Mountains offer opportunities for exploring and Boston is 2 hours away!

155 Fox Run Rd, Stoddard

Listing courtesy of Linda A DiSilvestro from Coldwell Banker Realty Bedford NH. (Cell: 603-860-3685)

$689,000

2 Beds ⋅ 3 Baths ⋅ 5091566 MLS

Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Don’t miss this opportunity to own your slice of lake life, schedule your showing today!

495 N Shore Rd, Chesterfield

Listing courtesy of Charlotte A Marrocco-Mohler from BHHS Verani Nashua. (Cell: 603-620-2668)

$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. ()

$649,000

4 Beds ⋅ 2 Baths ⋅ 5091425 MLS

Set on more than 7 acres in desirable Jaffrey, this impressive property offers plenty of space both inside and outside; perfect for those seeking room to live, entertain, and enjoy New Hampshire living at its best. This home features 4 bedrooms, 2 full baths, 2 living room spaces and a separate dining room provide flexibility for large households, guests, or dedicated home office spaces. Outside, the substantial acreage offers privacy, open space, and endless potential; ideal for outdoor entertaining, recreation, or simply taking in the natural surroundings. This is a rare opportunity to own a property that combines size, versatility, and scenic setting all in one exceptional package.

103 Dean Farm Rd, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$379,900

2 Beds ⋅ 1 Baths ⋅ 5091395 MLS

Charming Cottage-Style Ranch on 2.4± Acres with Historic Mill Features & Location Welcome to 97 North Street in Rindge, NH, a cottage-style ranch set on 2.4± acres of what was once an old mill lot. The property still carries echoes of its past, with old stone foundations, the North Branch of the Miller’s running through, and views toward a picturesque meadow and pond that feed into the Converse Meadows. This location is truly about nature, privacy, and wildlife. Inside, the home offers two bedrooms—one a traditional bedroom and the second a walk-through room—along with a full bath. The brick-tile kitchen floor, Corian countertops, and pine cabinetry create a warm, rustic welcome as you enter. From the kitchen, step into the cozy living room featuring built-ins, pine paneling, parquet flooring, and three original windows overlooking the spacious family room. The family room adds even more character with cathedral ceilings, a propane heater, and a painted concrete floor, making it a flexible space for gatherings, hobbies, or relaxation. The land is the star here—wildlife galore, peaceful water features, and the feeling of stepping back into a simpler time. The property also includes a snowmobile shed and a detached two-car garage. This home has been in the same family since it was built, and it’s ready for its next chapter.

97 North St, Rindge

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

$569,000

3 Beds ⋅ 3 Baths ⋅ 5091107 MLS

Set on 2.03 private acres in one of Dublin's established neighborhoods, this meticulously maintained 3-bedroom, 3-bath Colonial offers the best of both worlds: lovely wooded surroundings and a neighborhood where country roads are perfect for strolling. The home opens to a three-season sun porch and an expansive deck overlooking the natural landscape. A hot tub provides another place to relax and enjoy the setting. Inside, the thoughtfully designed floor plan includes a formal living room with deck access, a separate dining room, and a spacious family room with vaulted ceilings, a wood stove, and direct access to the back deck. The updated kitchen features an electric range and French doors. A first-floor half bath, laundry, and potential bedroom or office add flexibility to the main level. Upstairs, the primary suite includes a walk-in closet and three-quarter bath, accompanied by two additional bedrooms and a full bath. Extensive system updates include a dual-fuel furnace, new hot water heater, well pump and pressure tank, replacement windows and patio doors, improved attic insulation, garage doors, a drainage system, and fiber optic internet, allowing the next owner to enjoy the home with confidence. Outside, natural stone steps, glacial erratics, a gardening shed, and wood storage complement the property's New England character. Just minutes from the heart of Dublin, home of Yankee Magazine, enjoy easy access to Dublin Lake, the village center, Dublin Community Center, general store, scenic country roads, hiking trails, and all the cultural, dining, shopping, and healthcare amenities of nearby Peterborough and Keene. This is an opportunity to enjoy the lifestyle that has long made Dublin one of the Monadnock region's most sought-after towns. Several photos are virtually staged and enhanced. Seller is a licensed New Hampshire real estate broker. Quick closing possible!

172 Boulder Dr, Dublin

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$810,000

4 Beds ⋅ 3 Baths ⋅ 5091047 MLS

Blow Out Clause - Continue to Show! CONTEMPORARY MEETS TRADITIONAL. Set just beyond a serene grove of trees, this exceptional contemporary colonial offers the perfect blend of modern design and timeless character. With natural privacy, peaceful surroundings, and beautifully connected living spaces, this home welcomes you with a sense of calm from the moment you arrive. Step into the impressive 2-story foyer, where a sweeping staircase and elegant chandelier create a stunning first impression. Sunlight pours in, highlighting the craftsmanship and inviting flow of the main level. A warm, versatile den or music room opens gracefully to the formal dining room, framed by large windows that bring the outdoors in. Just beyond, the heart of the home unfolds into a bright, open kitchen-dining–living area with 9’ ceilings. The kitchen features a generous 6’ granite island, beautiful oak cabinetry, and a dedicated organizer center. The living room centers around a cozy gas fireplace and a dramatic bay window. Sliders lead to a screened porch and expansive deck overlooking the private backyard—perfect for morning coffee or evening gatherings. A dedicated home office sits just off the main living area, offering privacy. Nearby, a spacious laundry/mudroom connects to the garage entry, keeping daily life organized and effortless. Upstairs, four generous bedrooms provide room for everyone. The primary suite is a true retreat, offering a large walk in closet, bath with soaking tub and separate shower. The finished lower level adds even more flexibility, featuring a 28'x16' recreation room with daylight windows, plus a separate room ideal for games, crafting, or hobbies. This property is a dream for anyone needing space with an extra wide 2 car garage in front and second 2 car garage in back, with storage above. An additional workshop and storage areas are in the lower level. Just steps from the rail trail and within walking distance to the YMCA and association pool.

61 Summit Ridge Dr, Keene

Listing courtesy of Norma Couture from BHG Masiello Keene. ()

$289,000

4 Beds ⋅ 3 Baths ⋅ 5090802 MLS

MOTIVATED SELLER! Come enjoy year-round living just moments from Highland Lake, offering swimming, boating, fishing, and all the best of New Hampshire lake life. Located within walking distance to Whitney's Beach, this spacious four-bedroom, 2.5-bath home includes deeded beach access, with optional association membership providing access to additional amenities including a boat launch, dock area with first-come, first-served dock space (subject to availability), swim platform, canoe and kayak racks, picnic tables, and a porta-potty. Inside, you'll find a large, updated open-concept kitchen, dining, and living area designed for gathering and entertaining. A walk-in pantry provides exceptional kitchen storage, while the generously sized primary suite features its own private en suite bath. Sustainable bamboo flooring runs throughout much of the home, adding warmth and character. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property checks so many boxes with low taxes, flexible living space, and close proximity to the lake and beach. Association membership is optional; active membership is required to use the additional amenities. The current annual membership fee is $30. A minimum of 24 hours' notice is required for showing requests. GPS often routes incorrectly; the best access is via Kings Highway (next to Town Hall), then right onto Turtle Rock. Cash or Conventional financing only.

150 Turtle Rock Rd, Stoddard

Listing courtesy of Mary Johnson from BHG Masiello Keene. ()

$2,150,000

4 Beds ⋅ 3 Baths ⋅ 5090589 MLS

Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation. Ideally situated across from Bretwood Golf Course and within walking distance to Goose Pond Recreation Area, the setting offers an exceptional blend of privacy, recreation, and natural beauty. The classic center chimney Cape with attached ell is an extraordinary example of early American craftsmanship, showcasing original woodwork, graceful arched fireplace surrounds, and six fireplaces connected to five separate flues within the massive central chimney. Thoughtfully updated while preserving its historic integrity, the home seamlessly blends period character with modern comfort. The renovated chef’s kitchen features a large center island, cathedral ceilings, ribbon windows, premium appliances including a six-burner Wolf gas range, and abundant natural light. The kitchen opens to a warm and inviting living room with fireplace, creating ideal gathering spaces for everyday living and entertaining. A separate walk-in pantry provides excellent additional storage. The attached ell includes a private office and half bath with beautiful views overlooking pastoral setting. Outside, perennial gardens and mature landscaping frame the home, while the striking in-ground pool with custom stonework & tennis court complements the estate setting beautifully. A spacious wraparound deck provides the perfect backdrop for outdoor entertaining The impressive two-story barn offers extensive workshop space along with a well-appointed two-bedroom apartment ideal for guests or caretakers. A truly exceptional offering where history, land, and lifestyle come together in one of the Monadnock Region’s most picturesque settings.

515 E Surry Rd, Surry

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$169,000

3 Beds ⋅ 2 Baths ⋅ 5090345 MLS

Welcome to 53 Plantation Way, a well-maintained rare 3-bedroom 1.5 bath home located in the desirable Woodbrook Camp and Tennis Club gated community in Fitzwilliam NH. Situated on a beautiful flat well landscaped lot, this property offers access to exceptional association amenities including an in-ground pool, clubhouse, beautiful sandy beach, and great bass fishing. Expansive screened in porch for those warm Summer nights entertaining. Over flow storage in the newly constructed shed. Sellers have left nothing for you to do but move in and enjoy! This location within the community is amongst well maintained homes and the least traveled area. Conveniently located near shopping, dining, golf courses, Mount Monadnock, and many other lakes and outdoor recreation opportunities. Annual association fee of $1,800 includes water, sewer, road maintenance, and electricity. Time to make this one a great seasonal getaway for family and friends or become a snowbird and live here from April 15th to October 15th and enjoy the warmer climates all Winter long.

53 Plantation Way, Fitzwilliam

Listing courtesy of Amy Reisert from Borderline Realty, LLC. ()

$1,440,000

3 Beds ⋅ 2 Baths ⋅ 5090295 MLS

A rare historic property, this circa-1920 Sears & Roebuck kit home sits on 22.42 private acres with 58 feet of exclusively owned frontage on beautiful Highland Lake. Rich in character and meticulously maintained with substantial recent upgrades, the home blends timeless charm with modern comfort. A grand covered front porch welcomes you into the impressive foyer, where the stunning “good morning staircase” serves as the architectural centerpiece of the home. The main level features spacious living and dining rooms with fireplaces, a butler’s pantry, updated kitchen, 3/4 bath, and a sunroom currently used as a traditional sleeping porch. Upstairs offers three bedrooms, ample closet space, a full bath, family sitting area, and a second sleeping porch filled with natural light and glimpses of the water. The beautifully landscaped grounds include Bluestone front steps, mature trees, lush lawns, a two-car garage, and three charming cabins with electricity. A backyard cottage offers a private one-bedroom space, while a larger cabin near the driveway accommodates four beds. At the water’s edge, the lakeside carriage house features one bedroom and sweeping lake views. A shaded woodland road winds through the property to the private waterfront, just a two-minute golf cart ride from the main house and also accessible by vehicle. A truly unique New Hampshire lakefront home offering history, privacy, and exceptional lifestyle appeal. Most furnishings negotiable, including tractor, pontoon boat and golf cart!

1158 Rte 123 N, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$379,000

4 Beds ⋅ 1 Baths ⋅ 5090274 MLS

Step back in time and imagine the possibilities with this 1850s farmhouse and barn set on over 2 level acres along Main Street (Route 101) in the heart of Marlborough. Zoned Village Commercial, this property offers flexibility for residential, business, or mixed-use potential (subject to local approvals). The classic farmhouse features 4 bedrooms, 1 bathroom, and the charm and character expected from a home of this era, while offering an opportunity for updates and improvements to make it your own. The level lot abuts Minnewawa Brook, adding a peaceful natural setting to the property. The barn provides additional storage, workshop, or hobby space, and the prominent Route 101 location offers excellent visibility and accessibility. Conveniently located near the Marlborough Elementary School, shopping, dining, and gas stations, and just a short 7-minute drive to downtown Keene. Bring your ideas and explore the potential this unique property has to offer. Being Sold AS-IS.

82 Main St, Marlborough

Listing courtesy of Denise Thomas from BHG Masiello Keene. ()

$1,475,000

3 Beds ⋅ 2 Baths ⋅ 5090130 MLS

Perched on 21 breathtaking acres with sweeping western views and unforgettable sunsets, this cherished family-owned property is being offered for the first time since 1987. Set along one of the area's most desirable country roads, this exceptional property offers the perfect blend of privacy, beauty and opportunity. Whether your dream is a hobby farm, horse property, homestead or simply room to spread out, the open fields, mature trees and rolling landscape provide an incredible canvas. Raise animals, cultivate gardens, establish orchards or simply enjoy the peaceful rhythm of country living while taking in panoramic mountain views from nearly every corner of the property. Inside, the home is filled with warmth, natural light, and timeless New England Character. Beautiful pine floors run throughout much of the home while oversized windows perfectly frame the surrounding countryside. The heart of the home is the stunning living and dining room where expansive west-facing windows showcase spectacular sunsets and distant mountain vistas. Anchored by a cozy fireplace this inviting gathering space offers the perfect setting for entertaining or quiet evenings at home. Just beyond the main living area is an additional den tucked beside the sunroom, creating an ideal reading nook, home office or cozy retreat. The efficient kitchen flows directly to the rear sun porch, making morning coffee overlooking your fields and evening sunsets part of your everyday routine. A second front sunroom further connects the home to its exceptional surroundings, offering flexible living space in every season. Every room has been thoughtfully positioned to embrace the property's incredible setting. The spacious primary suite features a custom tiled en-suite bath, while two additional upstairs bedrooms share a beautifully finished tiled three-quarter bath. An attached garage adds convenience to this meticulously maintained home. Only minutes from Hooper Golf Course and local amenities!

253 Ramsay Hill Rd, Walpole

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

$1,399,950

5 Beds ⋅ 4 Baths ⋅ 5089798 MLS

BREATHTAKING VIEWS, STUNNING SUNSETS, ACREAGE, & PRIVACY! Purposely sited to take advantage of long-range mountain views, this METICULOUSLY maintained property is the epitome of the QUALITY OF LIFE New Hampshire is known for. A winding driveway will lead you with anticipation into this very special Country Estate nestled on 30 acres of open and forested land w/stone walls. Once you arrive, it feels like you are on top of the world, away from it all in your own private sanctuary! A covered porch will greet you with a welcoming entry to step inside, and then the experience begins… Attention to detail and quality of construction are evident throughout this custom-built open concept 5,600 sq. ft home. There are dramatic angles, lots of windows, and beautiful wood & tile flrs. A spacious Gourmet kitchen w/granite countertops, double ovens, large center island w/breakfast bar, and wet bar opens to adjoining living areas conducive for entertaining family & friends. At the end of the day, step outside onto the expansive deck to watch the SPECTACULAR colors as the sun sets followed by stars in the quietness of the night. Other features include a 1st flr primary bdr suite w/walk-in closet, jetted tub, & tiled shower w/jets, a home office w/French drs & fireplace, a spacious family rm w/custom stonework, beamed ceilings, and views, plus a mudrm & laundry. There are 2 bdrms and a full bath on the 2nd flr w/balcony overlooking a 2-story wall w/windows that radiate natural light throughout. The walkout lower level offers more finished living area - 2 bdrms, a bath, a recreation rm w/stone fireplace, private gym area, and a sitting rm w/views. The floor plan is versatile and lends itself to multi-generational living, w/Central Air, Stand-Alone Generator, & High-Speed Internet. For the outdoor enthusiast, hike, bike, ski and enjoy your natural surroundings and all that the activities the Monadnock area and NH offer. Approx.15 min to Central Keene. Showings by appt.

72 Corey Mine Rd, Sullivan

Listing courtesy of Deborah L Lucey from RE/MAX Town & Country. ()

$695,000

3 Beds ⋅ 3 Baths ⋅ 5089691 MLS

Set on 3.8 picturesque acres with beautiful established landscaping, and the Contoocook River flowing peacefully across the street, this stately Colonial offers spacious living with refined details throughout. The home features 3 generously sized bedrooms, including a luxurious primary ensuite with a tray ceiling, relaxing jacuzzi tub, and spa-like ambiance. Inside, you’ll find large crown moldings and upgraded trim work, a hardwood foyer entryway, formal dining room, and elegant sitting room. The carpeted sunken living room is highlighted by a cozy gas fireplace, creating the perfect gathering space. The ceramic tiled kitchen boasts granite countertops, maple cabinetry, and a dining area with access to the rear deck featuring a partial pergola for outdoor enjoyment. Additional highlights include convenient second-floor laundry and a bonus room above the attached 2-car garage. Showings to begin on Sunday 5/24/26 at open house from 1:00 to 4:00

175 Hadley Rd, Jaffrey

Listing courtesy of Matthew Despres from Keller Williams Realty-Metropolitan. ()

$650,000

3 Beds ⋅ 2 Baths ⋅ 5089279 MLS

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

295 Manning Hill Rd, Winchester

Listing courtesy of Paul Rodenhauser from BHG Masiello Keene. ()

$595,000

3 Beds ⋅ 2 Baths ⋅ 5088998 MLS

Tucked away at the end of the road, this one-of-a-kind contemporary hexagon home offers peace, privacy, and inspiring views of Spofford Lake. Set on 1.1 acres with flowering gardens and a thriving vegetable garden, the property feels like a private sanctuary. Inside, warm pine floors lead through inviting living spaces including a sun-drenched glass sunroom, cozy den, artist studio, and living room with fireplace and wood stove. With 3 bedrooms, 2 baths, a large laundry room, and attached 2-car garage, this special home blends comfort, creativity, and nature beautifully.

57 Wildwood Rd, Chesterfield

Listing courtesy of Tere Clarkson from RE/MAX Town & Country. ()

$850,000

4 Beds ⋅ 4 Baths ⋅ 5088928 MLS

Nestled along Reservoir Road, one of Walpole’s most scenic and desirable streets, this 4-bedroom, 3.5 bath home offers a thoughtful blend of character, flexibility, and privacy. Set on a level one-acre lot abutting Reservoir Woods Conservation Land, the property enjoys direct access to 56 acres of walking trails and a peaceful, wooded setting, which is a natural, protected environment. A classic stone wall welcomes you from the road, while inside, a 2025 addition has expanded the home's living space with a spacious great room featuring a floor-to-ceiling stone fireplace and an adjoining sunroom filled with natural light. Newer kitchen appliances, washer/dryer, flooring, front walkway, garage heater, French doors, and water softener speak to the seller’s attention to detail and pride of ownership. The home's flexible layout includes a first-floor office and den, offering potential for a first-floor bedroom and bath configuration, while the finished walkout lower level provides additional living space with a bedroom, full bath, living and dining area, kitchenette, and French doors leading to a stone patio, well-suited for guests, extended family, or potential ADU use. Outside, a large composite deck overlooks the wooded surroundings. A two- car heated attached garage and a separate one-car detached garage offer ample storage and workspace. Conveniently located about 30 minutes from Keene and 50 minutes from Dartmouth Hitchcock Medical Center and Lebanon, the property offers a comfortable balance of privacy, convenience, and access to outdoor recreation. Anxious to begin their retirement plans, the sellers are eager to welcome the next owners to enjoy everything this remarkable, move-in-ready property has to offer, from its flexible living spaces and recent improvements to its peaceful setting and direct access to beautiful scenic trails.

68 Reservoir Rd, Walpole

Listing courtesy of Tracy Nangeroni from BHHS Verani Upper Valley. (Cell: 603-667-8923)

$535,000

2 Beds ⋅ 2 Baths ⋅ 5088404 MLS

WATER VIEWS! Located directly across the street from 138-acre Harrisville Pond, this charming bungalow enjoys sweeping water views without the higher tax burden often associated with direct waterfront ownership. Perfect as a year-round home or weekend retreat, the property has been thoughtfully updated. A large front deck overlooks the pond, while established flowering perennials, a vegetable garden, and a fire pit create inviting outdoor living spaces. The remodeled kitchen features a farmhouse sink, striking stone countertops, soft-close cabinetry, pantry storage, stainless steel appliances, and a gas range. Cathedral ceilings with skylights brighten the living room, where hardwood flooring, a propane fireplace, and sliding glass doors create a warm and welcoming atmosphere. The primary suite includes blackout shades and opens to a paneled, insulated porch designed to take full advantage of the views. Additional improvements include fresh interior paint, cedar shingles, gutters, a crushed-stone driveway, a newer washer and dryer, and sustainable features such as a compost enclosure, a clothesline, partial fencing, and a water filtration system. The lower level offers a cozy guest room, a half bath, a utility room, and a one-car garage with an automatic opener and a workbench area. Move-in ready and close to the preserved red-brick mills and the timeless village center of Harrisville, this property offers the rare opportunity to enjoy scenic pond views, small-town New England charm, and one of the lowest tax towns in Cheshire County.

65 Nelson Rd, Harrisville

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$349,900

3 Beds ⋅ 1 Baths ⋅ 5087798 MLS

Relisted due to buyer financing falling through (no fault of the seller or the property)! This could be your last chance to own this home! Don't just move in, move on up. This meticulously updated 3-bedroom home lets you skip the "to-do" list and settle right into comfort. Offering the best of both worlds, you'll enjoy the quiet calm while being just minutes from downtown Keene. It's convenient location, just minutes to Route 9, Route 12, and Route 10, makes commuting a breeze. The flexible layout is designed to grow with your needs, featuring three bedrooms plus multiple bonus rooms perfect for a dedicated home office, a vibrant playroom, a guest suite, or even a future additional bathroom. Your imagination is the only limit! Offering peace of mind with a brand-new roof, updated vinyl windows, a freshly paved driveway, and a new entry door. Inside, enjoy a beautifully updated bathroom with a walk-in shower and custom doors. The professionally sealed basement, complete with a sump pump and dehumidification system, offers ample dry storage. Outside, summer evenings await in your fully fenced backyard, featuring a patio and two storage sheds, including a new 10x20 structure ideal for hobbies or extra storage. The sellers genuinely love this home and are incredibly sad to leave, but family obligations necessitate their difficult move. This is truly a turnkey gem, ready for its next owner.

65 Sullivan St, Keene

Listing courtesy of Cassie Eaton from H. G. Johnson Real Estate. ()

$899,000

3 Beds ⋅ 3 Baths ⋅ 5087767 MLS

Welcome to the newest luxury home now ready for its new owners in Stony Brook Village! The view of Mount Monadnock from nearly every room in the home and deck are outstanding! This home has many extra and unique features such as an oversized slider with accent wall to honor the views, an upgraded kitchen with attractive fixtures and hardware (complete with a drawer microwave as well). The primary bedroom is nicely tucked away off of the main living space creating a peaceful and private retreat. Upstairs offers a great seating area center stage offering additional views of Mount Monadnock and the 2 bedrooms with oversized closet also offer views! To top things off there is a large bonus room perfect for gatherings, games, and stretching out! This home carries a personality that is welcoming and energizing. Come and visit, you won't be disappointed!

41 Roberts Dr Unit 26, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$249,900

4 Beds ⋅ 2 Baths ⋅ 73515203 MLS

PRICE IMPROVEMENT! Opportunity knocks! This 4-bedroom, 2 full bath Antique Farmhouse is ready for your vision and sweat equity. Being sold as-is, the property currently has no operational utilities and will require renovation and rehab, but offers tremendous potential for the right buyer. The flexible floor plan includes a convenient first-floor bedroom, offering versatility for a variety of living needs. Additional features include a sizeable one-two car garage, dedicated workshop space, HUGE Storage Loft area and another Bonus Space which was purposed for a home business with past owners. With solid bones and generous space, this is a great opportunity to restore and customize to your liking. Ideally located just minutes from both the Massachusetts and Vermont borders, providing easy access to surrounding areas while enjoying a quiet setting. Bring your ideas and unlock the possibilities! Deed may show a 2nd parcel across the street to be verified by the buyer. Cash & Rehab Loans may be required!

5 Gap Mountain Road, Fitzwilliam

Listing courtesy of Listing Agent: Paul J. Cervone from Listing Office: Lamacchia Realty, Inc..

$249,900

4 Beds ⋅ 2 Baths ⋅ 5087747 MLS

Opportunity knocks! This 4-bedroom, 2 full bath Antique Farmhouse is ready for your vision and sweat equity. Being sold as-is, the property currently has no operational utilities and will require renovation and rehab, but offers tremendous potential for the right buyer. The flexible floor plan includes a convenient first-floor bedroom, offering versatility for a variety of living needs. Additional features include a sizeable one-two car garage, dedicated workshop space, HUGE Storage Loft area and another Bonus Space which was purposed for a home business with past owners. With solid bones and generous space, this is a great opportunity to restore and customize to your liking. Ideally located just minutes from both the Massachusetts and Vermont borders, providing easy access to surrounding areas while enjoying a quiet setting. Bring your ideas and unlock the possibilities! Deed may show a 2nd parcel across the street to be verified by the buyer. Cash & Rehab Loans may be required!

5 Gap Mountain Rd, Fitzwilliam

Listing courtesy of Paul Cervone from Lamacchia Realty, Inc.. ()

$675,000

4 Beds ⋅ 3 Baths ⋅ 5087690 MLS

New and improved price!!! Set on 6.6 open, flat acres of lush grassland, this historic New England property offers the best of both worlds: timeless character paired with the peace of mind of a concrete foundation poured in 2005. Recently painted exterior siding and shutters create a fresh first impression, while the setting captures everything people love about country living, quiet mornings, wide open lawn, room for gardens, animals, hobby farming, and a slower, more peaceful lifestyle. Inside, the home is filled with warmth and character, including original wide-plank white pine floors, detailed woodwork, and beautifully crafted window and door frames that showcase the workmanship of a bygone era. The kitchen was updated in 2005, blending everyday function with the home’s historic charm. The sunny pool room is a cheerful place to spend time on cold New England days. The home has two working brick fireplaces the family room has a working wood stove, a rare feature that brings comfort, charm, and cozy memories to the home. Outdoor living is just as special, with a lovely side porch and swing where you can enjoy the quiet surroundings and peaceful breeze. The standout feature is the spectacular post-and-beam barn, measuring 100 feet end to end. The breeze that flows through it adds to the calm country feel, while the barn itself offers incredible potential for animals, storage, hobbies, a workshop, equipment, or creative future use. The land carries generations of story, from the mature black walnut trees planted in the 1970s, to rebuilt stone walls, open back lawn, apple trees, wildlife, pasture area, and small pond with a natural spring. The classic Colonial home was built in 1810, when James Madison, the 4th U.S. President, was in office. This is more than just a property — it is a rare opportunity to own a piece of New England history with heart, land, craftsmanship, and room to live the lifestyle you have been dreaming of.

401 Alstead Center Rd, Alstead

Listing courtesy of Cinthia Ulloa from Keller Williams Realty-Metropolitan. ()

$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. ()

$599,950

4 Beds ⋅ 2 Baths ⋅ 5087446 MLS

A fantastic value for a move in ready home! There's a lot to love about this Circa 1780 Colonial set on 3 acres of open land perfect for farming/animals. Thoughtfully updated and structurally restored with an impressive list of renovations and improvements available. This spacious home has been brought up to modern living standards while retaining old world charm featuring a new fully equipped center island kitchen with exposed beams, granite counters, stainless appliances and hearth with convenient propane heating stove. 2 new bathrooms with tile flooring, one with a soaking tub and oversized tile/glass shower. The flexible floor plan provides potential for a first floor bedroom. 3 season sunroom flows into a handy mudroom entry. Pine and hardwood floors throughout the majority of the home and decorative fireplaces/mantles in most every room. A couple of the bedrooms are ready for you to personalize by adding your own wall and trim paint colors. Need more space? There are 4 additional unfinished rooms on the walk-up 3rd floor. Relax on the new spacious stamped concrete patio overlooking rolling green meadow. Other significant updates performed by professional contractors include an efficient heating system, structural basement supports added to level out/stabilize the floors, replacement windows and exterior doors, upgraded electrical (including portable generator), plumbing (including PVC waste line), blown-in insulation, exterior siding, roof shingles and seamless gutters, chimneys repaired and caps added just to name a few. Detached 2 car garage. If you appreciate an historic home this special property is ready for it's new owner. Can be purchased with the 2 abutting, surveyed, town approved building lots 237-52-1 (4.924 acres) and 237-52-3 (6.017 acres) for $895,000. Giving you almost 14 acres of beautiful, open rolling meadow. An excellent homesteading property.

58 Proctor Rd, Jaffrey

Listing courtesy of Wesley St. Pierre from Keller Williams Realty Metro-Keene. ()

$844,500

3 Beds ⋅ 4 Baths ⋅ 5087441 MLS

Spectacular rural retreat offering the perfect blend of privacy, craftsmanship, and lifestyle. Set on 6 serene acres and approached by a long, winding, newly paved drive, with underground utilities, this stunning true log home showcases timeless style, highlighted by an inviting 42-foot front porch. Inside, soaring cathedral ceilings and a bright, open-concept design seamlessly connect the living, dining, and kitchen spaces—ideal for both everyday living and entertaining, anchored by a warm and inviting fireplace. The first-floor primary bedroom provides comfort and convenience, a steam shower, whirlpool and a walk in closet, while expansive windows bring the beauty of the outdoors in. The second level offers large cathedral-ceiling bedrooms with double door closets, and a versatile loft area, perfect for additional living space, office, or lounge. The walk-out lower level expands the home’s functionality with a spacious family room, dedicated media room, and playroom—ideal for recreation and entertaining. Modern comforts include air conditioning, custom levolur shades throughout, a newer heating system, automatic generator and an attached, oversized, insulated and sheetrocked 3-car garage with epoxy floors. Step outside to enjoy a beautiful stone patio, tranquil waterfall and koi pond ,and an impressive, multi-tiered 38' x 23' Trex deck with a retactable awning, perfect for relaxing or hosting gatherings. A charming octagon screen gazebo, with chandelier, adds a unique touch and offers a peaceful spot to unwind. Garden enthusiasts will appreciate the 18 raised-bed gardens, three sheds, multiple apple, pear, plum and peach trees, blueberry, raspberry, blackberry and mulberry bushes. A substantial 30' x 23' insulated space above the attached oversized 3-car garage provides exceptional flexibility—ideal for a studio, workshop, home office, or future finished living area. Surrounded by nature, this exceptional property delivers space, privacy, and enduring appeal!

693 Fitzwilliam Rd, Richmond

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

$155,000

3 Beds ⋅ 1 Baths ⋅ 5087422 MLS

For cash sale or rehab only. property is being sold in "as is" condition. Buyer to do their own due diligence. Lots of potential in this home for the right person. Barn across the street will need to be taken down.

34 E Lake Rd, Fitzwilliam

Listing courtesy of Henry Whipple from EXP Realty. (Phone: 603-903-2415)

$698,000

3 Beds ⋅ 2 Baths ⋅ 5087379 MLS

Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity!

39 Headlands Rd, Winchester

Listing courtesy of Nancy S Panza from BHG Masiello Keene. ()

$599,900

5 Beds ⋅ 3 Baths ⋅ 5087336 MLS

Nestled in the heart of New Hampshire’s beloved Monadnock Region, this remarkable circa 1830 Colonial blends rich history, timeless craftsmanship, and breathtaking natural beauty into one extraordinary offering. Set against the backdrop of iconic Mount Monadnock views and overlooking a tranquil mill pond and brook, the property captures the very essence of classic New England living. A rare treasure for antique home enthusiasts, the residence proudly features original murals attributed to renowned folk artist Rufus Porter, whose historic works are celebrated throughout New England. Inside, the expansive home offers five spacious bedrooms, oversized sun-filled rooms, and a warmth and character rarely found today. The renovated kitchen seamlessly blends period charm with modern convenience, complete with a functional antique cookstove and a cozy dining nook with serene water views. From the large screened porch, enjoy sweeping views of Mt. Monadnock while listening to the peaceful sounds of the brook below. The rear second-floor living area—featuring a sitting room, three bedrooms, full bath, and private staircase—offers outstanding flexibility for extended family, guest quarters, or potential Airbnb opportunities. Outside, a stately carriage house provides abundant space for vehicles, hobbies, equipment, or a home-based business, while the surrounding pasture and open fields create an idyllic setting for equestrian pursuits or simply enjoying the beauty of the countryside. Rich in history, impressive in scale, and set within one of New Hampshire’s most sought-after scenic regions, this is far more than a home—it is a rare opportunity to own a true piece of New England heritage. Come tour this remarkable home! Motivated Sellers

137 Prescott Rd, Jaffrey

Listing courtesy of Dean Deschenes from Arris Realty. ()

$549,000

4 Beds ⋅ 2 Baths ⋅ 5087088 MLS

Motivated seller: Nestled in complete privacy with no neighboring homes in sight, this inviting 4-bedroom, 2 bath home blends warmth, character, and exceptional functionality. The main level features a comfortable living room and a well-appointed kitchen highlighted by beautiful oak cabinets, detailed moldings, and handcrafted woodwork that adds timeless charm throughout. In addition to the main living spaces, the home offers extra rooms ideal for a home office, playroom, studio, or guest space, giving you flexibility for any lifestyle. A standout feature of the property is the large carriage house, finished with a tiled floor,perfect for hosting gatherings, pursuing hobbies, or accommodating car collectors. The home has an attached 3 car garage which provides even more storage and convenience. Outdoors, the setting is truly special. The Ashuelot River flows just across the street, and can be seen from the 2nd floor bedroom, and a sweet little brook meanders through the property, adding peaceful natural ambiance. A 13×10 shed offers additional storage, while the fenced garden keeps your vegetables safe from deer. Whether you’re gardening, relaxing, or exploring, the land offers both beauty and privacy. All major systems are in great condition, including amazing roof, newer windows, double oil tanks, newer well pump and expansion tank, making this home move-in ready and easy to maintain. This is a rare opportunity to enjoy privacy, nature, and versatile living spaces all in one thoughtfully cared-for property

849 Rte 10th Rd, Gilsum

Listing courtesy of Cynthia M Westover from Galloway Real Estate LLC. ()

$4,250,000

4 Beds ⋅ 6 Baths ⋅ 5086956 MLS

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

398 Scofield Mountain Rd, Winchester

Listing courtesy of Susanna Corriveau from Coldwell Banker Realty Bedford NH. (Cell: 603-566-6806)

$585,000

4 Beds ⋅ 3 Baths ⋅ 5086700 MLS

Rustic farmhouse and barn on nearly 7 acres in Swanzey, NH home of covered bridges and bucolic lifestyle. With wide lawns, a former apple orchard and private woodland on the lower edges of Mt Caesar, this locally iconic property known as “The Old Homestead” has much to offer. This 4 bed 2.5 bath home has wood floors and a solid structure but ready for fresh cosmetic updates. The living room with exposed beams and wood burning fireplace will be a favorite gathering spot. The bright and tidy eat-in kitchen is open to an expansive outdoor terrace and garden. A first floor primary en suite makes a perfect office or guest space with its own bathroom. A powder room and large dining room make up the main living area. Three bedrooms, a full bath and upstairs sitting room complete the second floor. Don’t miss the two-story barn currently used as a garage. This New England gem will make a lovely weekend getaway spot or year-round home just minutes from Keene. Walk to schools, library or hiking trails and the convenience of nearby Keene airport.

24 Sawyers Crossing Rd, Swanzey

Listing courtesy of Christine Houston from Greenwald Realty Group. ()

$339,000

5 Beds ⋅ 2 Baths ⋅ 5086571 MLS

*Back on the market due to the Buyers financing falling through* Step into a piece of history with this grand 1885 residence, where timeless character, impressive scale, and endless potential come together. Rich in original architectural details, this spacious home features generous living areas, soaring ceilings, oversized windows, hardwood floors, and the craftsmanship that simply can't be replicated in today's construction. Offering plenty of room for family and entertaining, the home's expansive layout provides the perfect canvas to restore its historic beauty while incorporating modern updates. From the elegant staircase to the period details found throughout, this property is filled with charm waiting to be brought back to life. Set in a desirable location, this is a rare opportunity for restoration enthusiasts, or buyers looking to create their dream home. With vision and renovation, this historic gem can once again become the stunning showpiece it was meant to be. Property is being sold as-is.

12 Prospect St, Hinsdale

Listing courtesy of Elisabeth G Branch from EXP Realty. (Phone: 603-230-0902)

$499,999

5 Beds ⋅ 3 Baths ⋅ 5086353 MLS

Welcome to this spacious five-bedroom, three-bath New England home, where timeless charm meets endless potential. Set on a picturesque lot surrounded by rolling hills and tranquil countryside, this inviting property offers the perfect balance of privacy, space, and opportunity. Designed with versatility in mind, the property features a barn and a detached two-car garage with radiant heat—ideal for year-round projects, hobbies, storage, or a workshop. Above the garage, unfinished space provides a blank canvas for your vision, whether you're imagining a guest suite, home office, studio, or additional living quarters. Inside, expansive living spaces are filled with natural light and highlighted by beautiful floors milled directly from the property, creating warmth, character, and a unique connection to the land. With generous room throughout and the opportunity to make it your own, this home is ready for its next chapter while retaining the authentic charm that makes it so special. Conveniently located near Keene, Brattleboro, the Massachusetts border, and just minutes from Pisgah State Park, you'll enjoy easy access to shopping, dining, hiking, and year-round outdoor recreation, all while savoring the peace and beauty of country living. Whether you're seeking a primary residence, a place to pursue your passions, or simply more room to spread out, this exceptional property offers endless possibilities. Schedule your private showing today and discover everything this special home has to offer.

231 Chesterfield Rd, Hinsdale

Listing courtesy of Megan Manley from North New England Real Estate Group. (Cell: 603-903-3907)

$1,550,000

5 Beds ⋅ 5 Baths ⋅ 5086270 MLS

Set atop a majestic, private setting with sweeping views—including a stunning balcony vista of Mt. Monadnock—this exceptional 5-bedroom home in Swanzey offers the perfect blend of elegance, comfort, and quality craftsmanship. Designed for both everyday living and entertaining, the home features multiple inviting gathering spaces, from the sun-drenched sunroom to the beautifully appointed living and family rooms. A gracious morning staircase adds charm and functionality, while the first-floor office with custom built-ins provides an ideal work-from-home retreat. The expansive kitchen impresses with generous workspace, abundant cabinetry, and seamless flow into the surrounding living areas. Thoughtful architectural details, warm wood finishes, and high-end construction are evident throughout. Large island, wine fridge. Enjoy extensive hardscaping, including a spacious patio perfect for outdoor dining, relaxing, and taking in the serene landscape. Gazebo with hot tub, multiple outbuildings for projects and landscaping storage. The property continues to impress with an additional detached 3-bay garage and beautifully maintained grounds that enhance the home’s sense of privacy and scale. A rare offering combining refined living, breathtaking views, and timeless quality—this is New Hampshire living at its finest. Additional 7.5 acre building lot abutting included for $1,650,000.

101 Highland Cir, Swanzey

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

Cheshire County, NH Single Family Homes for Sale

Newest Cheshire County, NH Single Family Homes for Sale