Cheshire County, NH Real Estate | Cheshire County, NH 4 Bedroom Homes for Sale

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. ()

$495,000

4 Beds ⋅ 2 Baths ⋅ 5102857 MLS

Welcome to 47 Maplewood Circle, where timeless New England charm meets modern comfort in one of Walpole's most desirable neighborhoods. This inviting 4 bedroom, 2 bath New Englander offers the perfect blend of character, warmth, and thoughtful updates. Step inside to discover beautiful architectural details, including a stunning stained-glass window that fills the staircase with colorful natural light and the iconic "witch's window," adding a touch of historic New England character. The updated kitchen provides a functional and stylish space for cooking and gathering, while brand-new carpeting throughout creates a fresh, move-in-ready feel. The home's flexible floor plan offers comfortable living spaces for everyday life, entertaining, or working from home including a first floor bedroom. A partially finished basement provides additional living, office, or recreation space, while the attic offers abundant storage for seasonal items and more. Outside, enjoy the peace of mind that comes with a durable standing seam metal roof designed for years of low-maintenance living. Nature lovers will appreciate direct access to the adjacent Mill Pond Conservation Area, offering scenic walking trails, wildlife, and year-round outdoor enjoyment just beyond your backyard. Conveniently located just minutes from I-91, this home provides an easy commute to Keene, Dartmouth Health Hospital, and downtown Walpole while maintaining the small-town charm and strong sense of community that make Walpole such a sought-after destination. Whether you're enjoying quiet evenings at home, exploring nearby conservation land, or taking advantage of the area's shopping, dining, and recreational opportunities, this property offers an exceptional lifestyle in a truly special setting.

47 Maplewood Cir, Walpole

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

$779,000

4 Beds ⋅ 3 Baths ⋅ 5102744 MLS

Tucked away almost 3 private acres and surrounded by colorful perennial gardens, this beautifully maintained 4 bedroom, 2.5 bath Colonial feels like a peaceful retreat. Step through the front door into a two story foyer, where gleaming red oak hardwood floors lead you into the heart of the home. The open concept kitchen, dining area and family room are designed for everyday living and effortless entertaining. The kitchen is truly a chef's dream, featuring an oversized granite center island with a built-in wine cooler, new stainless steel appliances, abundant cabinetry, generous prep space. On cooler days the Hearthstone high efficiency wood-burning stove fills the family room with warmth and keeps the home cozy. The stunning four-season sunroom offers tile flooring, a second new wood stove and tranquil views of the backyard. Upstairs, the spacious primary suite provides a private escape with a sitting area, walk-in closet, second oversized closet and updated ensuite bath featuring a large tiled shower, corner jetted tub and granite double vanity. Three additional bright bedrooms, a light filled loft area and convenient 2nd floor laundry complete this level. A new mini-split system efficiently cools the home. The partially finished walkout lower level offers flexible space for a family room, home office, gym, playroom or recreation area. Double doors bring in natural light and open to the private backyard, where walking trails continue beyond the property. The attached two-car garage includes oversized windows and built-in workshop shelving. Sold partially furnished, this home makes settling in easy. Enjoy nearby lakes for swimming, boating and fishing, plus hiking, biking, skiing, golf, shopping and dining. Open House Sunday, 8/2, from 11–1.

32 Atlantic Dr, Rindge

Listing courtesy of Tiffany Lee from EXP Realty. (Cell: 603-233-2799)

$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. ()

$725,000

4 Beds ⋅ 2 Baths ⋅ 5102435 MLS

Located in the village of Munsonville enjoy the best of both worlds, a private sunny contemporary home and a sandy beach on Granite Lake reached by just a quick walk down a grassy path. This four bedroom two bath home provides for an easy comfortable lifestyle. A well-planned kitchen looks out to a bright open dining and living area with sliders to a wrap around deck. The first floor also includes a bedroom, ¾ bath, flex space perfect for office or gym and a laundry room. A generously sized two car garage provides direct access. The large primary bedroom on the second floor has two walk-in closets, a connected full bath is shared with two other bedrooms. A new gas furnace backed up by a full house generator, and a pellet stove in the living room will make sure your sunny beach house is cozy all winter long, truly the best of both worlds. Open House Saturday August 1 12pm-2pm

88 Aten Rd, Stoddard

Listing courtesy of Sara Sheehan from Keller Williams Realty Metro-Keene. ()

$975,000

4 Beds ⋅ 2 Baths ⋅ 5101977 MLS

YES!!!! that's right, TWO homes on 1 Parcel. Imagine the possibilities of having 2 homes on beautiful Spofford Lake. Come see the Rustic Charm of these classic, seasonal cottages. There certainly aren't many original vacation homes left on the lake, take advantage of owning (2) of your very own. The "Lakeside Cottage" is just a few feet from the water's edge where you can walk across the sand and dip your toes in the pristine, sandy bottom, clear water. Enjoy waterfront views and easterly sunrises from your enclosed porch as you enjoy your morning coffee. The lake front cottage also offers all the necessities of a cozy kitchen, living room with stone fireplace, 3/4 bathroom and two upstairs bedrooms to re-energize for the next day's lake excitement/activities. The "Roadside Cottage" sets only a few feet behind and is equally as charming. It also has views to the lake, use it as a guest home, rental property, or extra family space. This cottage features an enclosed porch, vaulted ceilings, brick fireplace, a loft, one downstairs bedroom, 3/4 bathroom and an upstairs bedroom. Each cottage features a time capsule of history, just waiting for your family to make more memories at Spofford Lake. Brand new septic system installed 2023 servicing both homes, updated 100amp electrical services, and new retaining wall on lake front cottage. Did I mention the convenient location? Easy access from Rte91, and just minutes from major shopping, restaurants, and grocery stores and more. See you at the Lake!

142 N Shore Rd, Chesterfield

Listing courtesy of Todd A Bassler from Greenwald Realty Group. ()

$375,000

4 Beds ⋅ 1 Baths ⋅ 5101464 MLS

.This talented owner and family have been involved in updating most of this lovely home for you to enjoy and appreciate. It is an oversized cape. Most of the friendly neighbors have been in this area for many years as has these owners. The pretty landscaping and special private areas where you can sit and relax have been structured to work with this home and the garage. Enter from the garage area into the house mudroom which is so important for hanging coats, leaving boots and school books keeping the rest of the house neat. Most everyone wants a spacious room for their dining room table and a living area and here it is. There is also a den and two other first floor rooms which could be bedrooms. LIVING on the FIRST FLOOR is possible here. There are also 2 bedrooms upstairs and some plumbing has been extended to the second floor so that a half bath could be added. The boiler and the oil tank are nearly new.. There are 2 sheds. So convenient to medical facilities, schools, the YMCA, pickleball, trails and just a few miles to shopping and downtown Keene. What a pleasure!

61 Dale Dr, Keene

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

$649,000

4 Beds ⋅ 3 Baths ⋅ 5100829 MLS

Character, craftsmanship, and privacy come together in this one-of-a-kind Nelson retreat. Set on over 8 picturesque acres, this distinctive 4 bedroom, 2.5 bath home is surrounded by the natural beauty and quiet charm that make the Monadnock Region so special. Thoughtfully designed living spaces create a home that is as enduring as it is inviting. Inside, warm wood finishes, exposed beams, and abundant natural light showcase the home's unique character and craftsmanship. Every room offers its own personality while maintaining a comfortable, welcoming feel that's perfect for everyday living or entertaining. A standout feature is the recently constructed 35' x 23' oversized attached garage with 10' ceilings, offering exceptional space for vehicles, hobbies, a workshop, or recreational equipment, with a large storage loft above providing endless possibilities for seasonal storage, a studio, or future expansion. New mudroom for easy entry. Whether you're enjoying peaceful mornings overlooking the beautiful grounds, exploring your own acreage, or simply appreciating the privacy and tranquility of the setting, this property offers a rare opportunity to own a truly special home in the sought-after town of Nelson, New Hampshire. Highlights include over 8 private acres in a scenic setting. Cedar shake siding and a new standing seam metal roof. Warm, character-filled interior with timeless craftsmanship. Bright, spacious rooms and 3 levels of living space with beautiful natural light. Peaceful country setting just minutes from Nelson Village and an easy drive to Keene. This is not a cookie-cutter home; it's a property with soul, offering the perfect blend of rustic elegance, functionality, and New England charm. Right down the road is Tolman Pond and a short drive to Granite Lake. Nelson is truly the ultimate Cheshire County destination! Subject to seller completing purchase of home already under agreement.

22 Tolman Pond Rd, Nelson

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

$699,000

4 Beds ⋅ 2 Baths ⋅ 5100059 MLS

Just what you have been looking for, 3 driveways off the Keene line in Surry with views over Keene. Ranch with 3-4 bedrooms, fireplace insert in living room with beautiful stonework, 2 baths, large 3 season sun room, new chimney and cap, newly sanded hardwood floors, private large deck(24x13), open porch to view (18.6x8.6), inground pool (20x40) with fancy pavers & pergola for shade, Large fenced garden space (30x60) with raised beds and black raspberry plants, oversized shed, Ready for a quick move-in. COMING SOON, ACTIVE JULY 19TH AT OPEN HOUSE 1PM-4PM.

530 Old Walpole Rd, Surry

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

$224,900

4 Beds ⋅ 3 Baths ⋅ 5099916 MLS

Step back in time and experience the timeless charm of this classic Post & Beam Cape. This home features fireplace, exposed beams, wood floors, some original trim and plaster, and beautiful interior doors with some glass and wood knobs. The architectural details reflect a bygone era while providing a wonderful canvas for updates. Set on more than 12 picturesque acres, the property offers mature landscaping and open space. Whether you're seeking a peaceful country retreat, or simply room to roam, this special property combines historic New England charm with the beauty of an expansive natural setting. This property is sold AS IS. It will not finance FHA or VA cash offer preferred.

80 Winchester Rd, Richmond

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

$249,999

4 Beds ⋅ 2 Baths ⋅ 5099623 MLS

Step back in time and discover the timeless charm of this classic New England home in the heart of Alstead. Rich with history and character, 26 Pleasant Street showcases all that have made these older homes so beloved. From its inviting presence to the unique features found throughout, this property offers a rare opportunity to own a piece of the town's past. While the home is in need of significant restoration and updates, its potential is undeniable. Whether you're passionate about preserving historic homes, searching for your next renovation project, or looking to bring new life to a property with generations of stories to tell, this is your chance to make a lasting impact. Whether you're drawn to historic homes, searching for your next restoration project, or looking for a property where your investment can make a lasting impact, this is a unique opportunity. Situated in the heart of Alstead, the "Emmitt Smith House" is ready for its next chapter. Bring your ideas, craftsmanship, and appreciation for New England history to breathe new life into this one-of-a-kind home. Wonderful opportunity create sweat equity as this home is suitable to live in as is or while you renovate. Please read private remarks

26 Pleasant St, Alstead

Listing courtesy of Zack LeRoy from BHG Masiello Keene. ()

$799,999

4 Beds ⋅ 3 Baths ⋅ 5099505 MLS

Distinctive contemporary waterfront home on Emerson Pond featuring private waterfront, exclusive access to a private neighborhood sandy beach, four bedrooms, three baths, soaring cathedral ceilings, dramatic floor to ceiling windows, and approximately 900 square feet of decking all set on over an acre of beautifully landscaped, wooded grounds. Designed to bring the outdoors in, this one of a kind timber style home is filled with warmth and character. Rich natural woodwork, expansive walls of glass, and vaulted ceilings create an inviting atmosphere where every season becomes part of the living experience. The spacious living room is anchored by a beautiful fireplace, while the walk-out lower level offers additional living space with a cozy wood stove, making it the perfect gathering place for family and friends. The thoughtfully designed floor plan includes a spacious primary suite that provides a peaceful retreat. Outdoor living is just as impressive, with approximately 900 square feet of decking overlooking the private wooded setting ideal for entertaining, dining outdoors, or simply relaxing while surrounded by nature. An oversized detached two-car garage provides exceptional space for vehicles, storage, and recreational equipment. Enjoy the privacy of your own waterfront on the Emerson Pond, where you can launch a kayak or canoe or fish from the shoreline. In addition to the property's private frontage, homeowners also enjoy exclusive access to the neighborhood's private sandy beach, providing an exceptional place for swimming, paddle boarding, sunbathing, and gathering with family and friends. This combination of private waterfront and private beach access offer a rare lifestyle that is difficult to find. Located in one of Rindge's most desirable waterfront neighborhoods, this exceptional home blends architectural character, quality craftsmanship, and the beauty of nature into a truly special property you'll be proud to call home.

20 Jay Dr, Rindge

Listing courtesy of Dean Deschenes from Arris Realty. ()

$1,700,000

4 Beds ⋅ 3 Baths ⋅ 5099380 MLS

Strawberry Farm is an estate like no other in the area. The property features 165 unspoiled acres behind the house on the north side of RT 123 and across the roads another 8.5 acres that lead down to the shore of Lake Warren. The main house originally built in 1800 and re-designed by William Hartley Dennett in 1910 features his signature windows and a unique front entry. The open plan living area has doors onto the long veranda with exquisite views of the property behind the house and an adjoining greenhouse complete with koi pond. The farm style kitchen has a wood stove and rich handmade cabinetry. There is a ground floor bedroom with half bath. Upstairs offers endless possibilities with bedrooms with adjoining small rooms and a variety of spaces that could be more bedrooms or offices or workrooms. There is a covered porch above the veranda that could be the greatest screened in sleeping porch ever seen. The house needs updating but is rich with history and atmosphere. The grounds and outbuildings are impeccably maintained. The gardens are established with specimen plantings, pathways and landscaping elements that will stop you in your tracks. Behind the barn is a hedge wall carved to look like a wave and there are stands of trees worthy of a photo in the most discerning coffee table book. On the parcel with the lake frontage there is a rustic cabin, and a dock – perfect for summer residency and visitors. The back acreage has a pond and road access on the South side of the property. Whether your goal is to run a small farm or use the big barn for events, Strawberry farm is a rare opportunity. Schedule plenty of time for your visit and wear suitable shoes; the grounds are extensive. The Lake cabin is currently occupied but will be vacant by closing.

867 Forest Rd, Alstead

Listing courtesy of Vicki Gohl from Galloway Real Estate LLC. ()

$624,900

4 Beds ⋅ 3 Baths ⋅ 5099253 MLS

Rare opportunity to own a truly special waterfront DECK House offering exceptional craftsmanship, privacy, and year-round recreation. Set on 4.51 private acres with nearly 1,000 feet of owned frontage on Rodgers Pond, shared by only three property owners, this one-of-a-kind property is a nature lover's paradise. Enjoy your own wooded trails, fruit trees, berry bushes, and private access for canoeing, kayaking, fishing, and winter ice skating. Watch herons, eagles, and abundant wildlife from your backyard. Designed to capture the beauty of its surroundings, the home features soaring cathedral ceilings, expansive windows overlooking the pond, a stunning central fireplace, rich mahogany siding and interior trim, and an open, light-filled floor plan. The kitchen offers cherry cabinetry, granite countertops, stainless steel appliances, and a breakfast bar. The home includes 4 bedrooms, including a spacious primary suite with private bath, 3 full baths, a large family room, and a convenient laundry room with folding area. The finished lower level includes an additional bedroom and a beautifully tiled walk-in shower, providing flexible space for guests or extended family. Additional features include wall-mounted A/C, a pellet stove, composite deck, fenced pet area, and attached 2-car garage. Located just over the Surry line, this exceptional waterfront property offers the perfect combination of quality construction, natural beauty, and peaceful living. A rare chance to own one of the area's most distinctive homes!

83 Rte 12a, Surry

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

$575,000

4 Beds ⋅ 2 Baths ⋅ 5099018 MLS

Calling on all Antique home enthusiasts! This is a fine example of a truly authentic Antique home. It sits on 17.5 sub-dividable acres in the quaint little town of Sullivan, just across from the fire station. Sullivan is right outside of Keene with easy access to Route 9. The attached mud-room leads into the “summer kitchen", which leads to the massive 2 car garage/barn with walk up storage loft above. There is also a detached stable/studio on site. You have to see just how many authentic antique features this home has to offer! Wide plank floors throughout except the kitchen is hardwood. Newer roof and custom made reproduction thermal pane windows. Bedrooms are very spacious with closet space and the foyer is extra wide. The kitchen could use an update. The house is in the village but set back off the road for privacy. The 17.5 acres are abutted by several hundred acres of conservation land to reassure peace and quiet. Come to the open house or book your private showing. The garage is currently full of some very interesting antique furniture that is negotiable!

443 Centre St, Sullivan

Listing courtesy of Dana Ford from LAER Realty Partners/Goffstown. ()

$525,000

4 Beds ⋅ 3 Baths ⋅ 5098867 MLS

Welcome to this charming Walpole home, beautifully set on approximately five acres with a peaceful pond, mature landscaping, and a picturesque country setting. Full of warmth and character, this classic Cape features inviting living spaces, rich wood details, a cozy fireplace, and a sunny country kitchen with lovely views of the surrounding property. Enjoy the space, privacy, and natural beauty of this special setting while still being just minutes from Walpole Village, Hooper Golf Course, schools, and local amenities. With timeless charm and a wonderful location, this is a great opportunity to make a truly special property your own. There will be an open house on Sunday, June 12th, from 4:00 PM to 6:00 PM.

229 Prospect Hill Rd, Walpole

Listing courtesy of Nathan P Bisson from Galloway Real Estate LLC. ()

$400,000

4 Beds ⋅ 2 Baths ⋅ 5098691 MLS

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

87 Michigan Rd, Jaffrey

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

$899,000

4 Beds ⋅ 2 Baths ⋅ 5098279 MLS

Charming Farmhouse on 9 Picturesque Acres. Experience the perfect blend of country living and everyday convenience with this charming 3-bedroom, 2-bath farmhouse set on 9 beautiful acres of rolling fields. Ideally located just minutes from shopping, dining, and the Massachusetts/New Hampshire border, this property offers privacy without sacrificing accessibility. Inside, you'll find expansive, light-filled rooms that provide plenty of space for comfortable living and entertaining. Outside, the possibilities are endless with a 5-stall barn, making this an ideal property for horse enthusiasts, hobby farmers, or anyone seeking room to pursue their passions. The impressive exterior features an expansive paved driveway with ample parking, a detached 4-car garage, plus an additional 2-car attached garage offering abundant space for vehicles, equipment, workshops, or recreational storage. Whether you're looking for a peaceful country retreat, an equestrian property, or simply room to spread out, this exceptional farmhouse offers a rare opportunity in a highly desirable location. This unique property combines timeless farmhouse charm with the space, functionality, and location you've been searching for.

300 Robbins Rd, Rindge

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

$299,000

4 Beds ⋅ 1 Baths ⋅ 5098258 MLS

Offered for the first time outside of the founding family in over six generations, this historic Alstead home presents a truly rare opportunity to own a piece of local history. Rich with stories dating back to the late 1800's the property served many roles throughout the years-including housing the town's police station, Alstead Telephone Exchange, a coffin maker's workshop and local gathering place! Homes with this kind of provenance simply don't come along often. Set on a private .75 acre lot, the property offers 1800+ square feet of living space with three bedrooms, one full bath and a flexible floor plan ready for your vision. While the home is in need of updating, many of its original features and timeless character remain, providing the perfect canvas for restoration, renovation or simply preserving its historic charm while adding modern comforts. One of the property's standout features is the beautifully secluded backyard, offering an unexpectedly peaceful retreat with room for gardens, entertaining or simply enjoying the quiet surroundings. The three-season porch creates the perfect spot to relax while overlooking the backyard and the mudroom/laundry area with wood stove hookup adds practical everyday functionality. Outside, the impressive antique barns is bursting with potential. Whether you're dreaming of a workshop, studio, hobby space, antique storage or simply preserving an iconic piece of Alstead's history, the possibilities are endless. The home is served by 100-amp electric service, offers first -floor living flexibility with a bedroom and den or office space, and includes washer and dryer hookup, electric range and public village conveniences while still enjoying privacy. If you've been searching of a home with soul, history and the opportunity to make it your own, this one is unlike anything else on the market. Bring your imagination and become the next chapter in a property that has remained in one family's care for generations.

32 Mechanic St, Alstead

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

$315,000

4 Beds ⋅ 2 Baths ⋅ 5097645 MLS

Wonderful West Keene Opportunity! Spacious 4-bedroom, 1½-bath New Englander located in one of West Keene's most desirable neighborhoods. Enjoy the convenience of being within walking distance to Wheelock Park, schools, the YMCA, and scenic bike paths. The exterior features low-maintenance vinyl siding, a newer roof, and a lovely, level backyard with plenty of room for gardens, pets, or outdoor entertaining. Inside, you'll find generously sized rooms, including a large family room, comfortable living room, and formal dining room, offering endless possibilities for renovation and personalization. While the home could benefit from cosmetic updates, it has great bones and tremendous potential. Being sold "as is" and priced accordingly, this is a rare opportunity to purchase a home in a highly sought-after neighborhood and make it your own. Bring your ideas and create the home you've always wanted while building instant equity!

18 Blossom St, Keene

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

$665,000

4 Beds ⋅ 3 Baths ⋅ 5096591 MLS

Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a home, it's a place to put down roots and enjoy everything the Spofford community has to offer.

373 Rte 9a, Chesterfield

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

$775,000

4 Beds ⋅ 3 Baths ⋅ 5096368 MLS

Effortless Living, Reimagined – Every detail of this stunning single-level home has been thoughtfully redesigned in a complete top-to-bottom renovation. Four spacious bedrooms and three beautifully appointed baths flow seamlessly through an open concept floor plan built for the way people actually live. Fully ADA compliant throughout, this home proves that accessibility and luxury are not just compatible – they are complementary. Every element has been designed with intention. The search is over for buyers who refuse to choose between beauty and function – all on one level, all without compromise. Turnkey perfection nestled within the scenic beauty of southwestern NH; Keene offers the perfect balance of small-town warmth and everyday convenience. This is more than a home – it’s a place to put down roots.

39 Kendall Rd, Keene

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

$899,000

4 Beds ⋅ 3 Baths ⋅ 5095654 MLS

Meander through a neighborhood of gracious contemporary homes to the very top where vistas of the Monadnock range meet you. This home, at the end of the road on a quiet cul-de-sac, is ideal as a primary residence or a country vacation home. The interior of this luxury home is one of stunning expansiveness created by vaulted 11 ft ceilings, skylights and banks of windows. The free-standing, white brick fireplace in the living room adds to the dramatic feel of the home’s striking architecture with hardwood and marble flooring throughout. A 28 foot deck invites you to step outside to savor the calm of this serene location. Maximize the mountain range views to be enjoyed from the bedroom decks. Three bedrooms have balconies offering you your own restful escape. The fourth bedroom accesses the private back deck-patio. The gourmet kitchen features Bosch appliances with a chef’s 36” oven; gas range, a granite island & stylishly sleek cabinetry. The open-floor designed main level creates a great-room combining a dining room and living room that flow as one. This main level also has a bedroom/ office, full bath and laundry. The top floor retains the feel of expansiveness with 10 foot ceilings. The primary bedroom has virtually 20 ft of his and her closets and separate dressing areas. The bath has a jacuzzi tub. There are 2 additional bedrooms and full bath. Built on the hillside, with lower and upper driveways, all 3 levels of this home have direct outside access. The ground level has a 400+ foot game room with fireplace and garage with direct entry into the home. If you are searching for a new home offering the joy of luxury, look no farther.

21 Pheasant Hill Rd, Keene

Listing courtesy of Randi Ziter from Brattleboro Area Realty. ()

$469,000

4 Beds ⋅ 2 Baths ⋅ 5095456 MLS

Welcome home to this charming 4-bedroom Cape set on 6.3 beautiful acres, offering the perfect blend of privacy, space, and functionality. The thoughtfully designed floor plan features two bedrooms on the main level and two additional bedrooms upstairs, providing flexible living options for family, guests, or a home office. There is a deck, perfect for relaxing, and taking in the peaceful surroundings. A full walk-out basement offers abundant storage, workshop space, or future expansion potential. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 3-car garage, complete with full 2nd floor that could be finished for additional space. Surrounded by open space and natural beauty, this property provides the tranquility of country living while still being conveniently located to local amenities. A wonderful opportunity to own a versatile home with acreage and room to grow.

88 Walpole Valley Rd, Alstead

Listing courtesy of Linda Hitchcock from BHG Masiello Keene. ()

$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)

$299,900

4 Beds ⋅ 2 Baths ⋅ 5095053 MLS

Experience the charm of this delightful home, ideally situated on a quiet dead-end street in a peaceful Keene neighborhood just a short walk from downtown. This character-filled home blends historic appeal with everyday comfort and features numerous recent updates, including a newer boiler, oil tank, roof, new vinyl plank flooring, fresh paint throughout, new blinds, and overhead lighting throughout. Beautiful hardwood floors flow through most of the home, while the bright kitchen-dining area offers abundant natural light. The spacious living room is ideal for relaxing or entertaining, and a versatile first-floor bonus room can serve as a home office, study, guest room, or additional bedroom. The desirable first-floor primary bedroom is located next to a full bath, and first-floor laundry adds convenience. Upstairs, you'll find two generously sized bedrooms, a half bath, and charming built-in hallway drawers for added storage. The spacious basement offers ample room for storage, a workshop, hobby space, or whatever best suits your needs. Outside, enjoy the level landscaped yard and detached two-car garage with plenty of room for vehicles and storage. Relax on the inviting covered front porch, perfect for enjoying your morning coffee, spending a quiet afternoon, or unwinding in the evening. Whether you're searching for a primary residence or an investment opportunity, this home has a proven history as a successful rental property. Combining timeless character, modern updates, and an unbeatable location, this Keene gem is ready to welcome its next owner. Schedule your showing today!

33 Proctor Ct, Keene

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

$895,000

4 Beds ⋅ 2 Baths ⋅ 5094892 MLS

Attention Homesteaders, or those looking for prime open land. Here you'll find a unique opportunity. A wonderful home plus 2 abutting, surveyed, town approved building lots. There's a lot to love about this Circa 1780 Colonial set on 3 acres of open land perfect for farming/animals. Thoughtfully updated & structurally restored w/an impressive list of renovations & 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 w/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 a peaceful scenic view. 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 its new owner. Purchase includes the home on 3.0 acres plus lots 237-52-1 (4.924 acres) and 237-52-3 (6.017 acres). Giving you almost 14 acres of beautiful, open rolling meadow. Home can be purchased with 3.00 acres for $599,950

58 Proctor Rd, Jaffrey

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

$1,400,000

4 Beds ⋅ 6 Baths ⋅ 5094608 MLS

This exceptional contemporary home offers over 4,400 square feet of thoughtfully designed living space, set on 60 private acres of forest, streams, and scenic hiking trails. Custom built, the home reflects a deep commitment to quality craftsmanship and comfortable, relaxed living. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace—an inviting space perfect for cooking and entertaining. Beautiful windows overlook the deck and surrounding landscape, while quartz countertops, cherry cabinetry, a center island, and a built-in bench add both style and functionality. The spacious living room with fireplace is filled with natural light, creating a warm and welcoming atmosphere. A cozy den with built-ins, an elegant first-floor primary suite including a soaking tub and tile shower, a charming pine-paneled dining room, and a well-designed mudroom full of closets all contribute to the home’s easy livability. Gorgeous hardwood floors extend throughout much of the home. Front and back staircases lead to the second level, where open sitting areas were thoughtfully placed outside each bedroom. A large office anchors one end, and each bedroom features its own private bath. A recently added in-law suite offers exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, a bedroom w/large walk-in closet and full bath. It can be accessed from the main house or through a separate entrance via the garage. The walkout heated lower level provides expansive space for recreation and entertainment, including areas for exercise, games, a bunk room, and a full bath. There is storage galore in this home. With endless opportunities to explore your own private acreage and a convenient location just minutes from schools and shopping, this property seamlessly blends privacy, convenience, and understated luxury.

662 Hurricane Rd, Keene

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

$565,000

4 Beds ⋅ 3 Baths ⋅ 5094047 MLS

This charming Cape-style home in Dublin, NH offers comfort, character, and peaceful seclusion. Tucked away in a beautiful private setting, step inside to discover a spacious and welcoming living room that flows effortlessly into the dining area, creating an ideal space for gathering and entertaining. The thoughtfully designed kitchen features gleaming granite countertops and abundant workspace for the home chef. Beyond the kitchen, a warm and inviting family room showcases a cozy wood stove, perfect for relaxing on chilly New England evenings. Just beyond, a sun-filled porch provides the ideal setting for thriving houseplants, morning coffee, or simply enjoying the changing seasons. OPEN HOUSE JULY 2, 4:30 - 6:00 PM The main level includes a convenient first-floor bedroom with generous closet space and a nearby full bath. Upstairs, you'll find two additional bedrooms and another bath, providing comfortable accommodations for family and guests. The space continues to a large and versatile bonus room offering endless possibilities as a home office, studio, recreation room, or guest retreat. Surrounded by privacy and natural beauty, this special property provides the perfect balance of tranquility and everyday convenience. More Photos Coming! Open House June 13th 11-1pm

276 Boulder Dr, Dublin

Listing courtesy of Alexa Thayer from Four Seasons Sotheby's International Realty. ()

$579,000

4 Beds ⋅ 2 Baths ⋅ 5093781 MLS

Conveniently located just off of Rte 202, minutes from shopping conveniences and the Massachusetts border, down a quiet, tree-lined road sits this charming, well-cared-for raised ranch. The home features 4 bedrooms, 2 baths, a standalone two-car garage, and beautiful wood flooring throughout the main level of the home. The newly renovated, open-concept kitchen features a stunning granite countertop, stainless steel appliances, and leads into a spacious dining area to gather family and friends around the table - the perfect space for entertaining. Off the kitchen is a lovely three-season shingled porch built to spend your days relaxing with a good book. Head out onto the deck or head down to the patio to grill with friends and family in the summertime and overlook the expansive, sun-dappled green lawn and mature landscaping. With its impeccable landscaping, perfect location, privacy, and plenty of space to entertain, this home has something to offer for everyone.

407 Middle Winchendon Rd, Rindge

Listing courtesy of Sadie Halliday from EXP Realty. (Cell: 603-660-2321)

$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. ()

$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. ()

$199,900

4 Beds ⋅ 2 Baths ⋅ 5091816 MLS

Rare opportunity to own the largest home in the park! Offering an impressive 1,792 square feet of living space, this exceptional double-wide combines the space, comfort, and functionality that are rarely found in manufactured home communities. Designed with both everyday living and entertaining in mind, the expansive floor plan features 4 bedrooms, 2 full bathrooms, and generous living spaces throughout. The spacious kitchen serves as the heart of the home, offering abundant cabinetry, ample counter space, a center island, pantry, and an effortless flow into the dining and living areas. The oversized primary suite provides a private retreat complete with a large ensuite bathroom featuring double sinks, a soaking tub, separate shower, and walk-in closet. Three additional bedrooms, each with their own walk-in closet, offer flexibility for family, guests, hobbies, or a home office while providing exceptional storage seldom found in homes of this type. A dedicated laundry room adds everyday convenience and additional storage space. Outside, enjoy a private backyard setting bordered by mature trees, creating a peaceful backdrop for relaxation and outdoor enjoyment. The beautifully crafted gazebo is the perfect place to enjoy your morning coffee, host friends and family, or unwind at the end of the day. Multiple storage sheds provide room for tools, outdoor equipment, and seasonal belongings. With its rare 4-bedroom layout, walk-in closets throughout, expansive floor plan, and private setting, this home stands apart from anything else currently available in the community. Offering the perfect blend of space, comfort, and value, this is a truly special opportunity you won't want to miss.

57 Sparrow St, Keene

Listing courtesy of Kirsten Perkins 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. ()

$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)

$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. ()

$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)

$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. ()

$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. ()

$285,000

4 Beds ⋅ 2 Baths ⋅ 5086470 MLS

Do you have a home business and are looking to relocate? This could be your opportunity to live where you work on a nice lot with a fenced-in dog yard bordering a pasture that has horses you can watch. This is a mobile home with an addition on stilts, so you have a storage area underneath. If you boxed it all in, it would create a space similar to a basement. Comes with a newer shed. Easy commute to Massachusetts and Vermont. There are four Bedrooms and two full bathrooms. All this for under 300 K. Make an appointment today. Seller is actively looking but needs suitable housing.

19 Back Ashuelot Rd, Winchester

Listing courtesy of Julie Emerson from EXP Realty. (Cell: 603-785-1865)

$509,000

4 Beds ⋅ 5086183 MLS

Welcome to 84 Elm Street, an exceptional two-family property offering flexibility, charm, and income potential, just a five-minute walk from bustling downtown Keene. Whether you're looking to owner occupy while offsetting your mortgage, or need a smart layout for multi-generational living, this home is ideally suited for both. Each unit provides comfortable, separate living spaces, while the property itself offers a rare combination of character and modern updates. The first-floor unit features a beautifully renovated kitchen and bathroom (2023), blending functionality with thoughtful design. Upstairs, you’ll find unique details, including a striking tile mosaic of Mount Monadnock in the kitchen, adding a true sense of place and craftsmanship. Recent improvements include new 200-amp electrical service for both units (2023), all new windows (2025), and a new water heater (2026), giving the new owner peace of mind for years to come. Outside, the property continues to impress. A large, paved driveway provides ample parking for multiple vehicles, as well as space for an RV or boat. The expansive backyard is a standout feature, complete with trees, blueberry bushes, a large grape arbor, raised vegetable gardens, and established perennials, perfect for relaxing, entertaining, or gardening enthusiasts. Additional highlights include a two-car garage equipped with a Level 2 EV charger, along with a spacious barn and workshop offering excellent storage or hobby space. This is a rare opportunity to own a well-built, thoughtfully updated multi-family home in a highly walkable Keene location, ideal for both homeowners and investors alike. The owner is a licensed real estate salesperson in the State of New Hampshire.

84 Elm St, Keene

Listing courtesy of George Hansel from H. G. Johnson Real Estate. ()

$699,500

4 Beds ⋅ 4 Baths ⋅ 5085330 MLS

Set on a beautifully landscaped lot enhanced by mature plantings , this exceptional 4-bedroom, 4-bath ranch reflects years of thoughtful investment and pride of ownership. Designed and improved with long-term living in mind, every enhancement was chosen for quality, comfort, and enjoyment. The open-concept main living area is complemented by an updated kitchen featuring a double oven, vented range hood, dishwasher, refrigerator, and abundant workspace for everyday living and entertaining. A remodeled mudroom and high-speed fiber internet add modern convenience. Outdoor living is where this property truly shines. Magnificent stonework anchors the grounds, including an expansive patio, custom brick pizza oven, outdoor fireplace, brick shower wall, and extensive landscape lighting. An indoor fireplace provides a warm gathering place during New England's cooler months. The private accessory dwelling unit offers exceptional flexibility with its own entrance, balcony, bedroom, living room, kitchen, bath, and laundry, ideal for multi-generational living, guests, or income potential. Additional improvements include a detached garage with finished bonus space currently used as a game room, gym, office, and storage area; updated bathrooms with newly tiled counters and showers; replacement exterior doors; privacy fencing; sauna addition with new brick wall; new flooring; rebuilt fire pit; and a partial roof replacement. The owners renovated with permanence in mind, making substantial investments that far exceed what is reflected in today's offering price—a value proposition that would be difficult to duplicate in the current building environment. Located in desirable Rindge, this is a home that was renovated not for resale, but for owners who expected to stay, resulting in a property that offers space, flexibility, craftsmanship, and exceptional value.

803 Nh Route 119, Rindge

Listing courtesy of Michelle R Carter from Four Seasons Sotheby's International Realty. ()

Cheshire County, NH 4 Bedroom Homes for Sale

Newest Cheshire County, NH 4 Bedroom Homes for Sale