921 properties for sale in Cheshire County

Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today

Historic Mixed Use Gem with Endless Possibilities, Formerly Whitney's Mercantile. Own a treasured piece of local history! configured as three one bedroom apartments, the building has served many roles over the years, including a family residence, antique shop, dental office, and now a fully residential income property. Its flexible layout and mixed use potential (subject to local zoning) provide endless possibilities for investors, owner occupants, or entrepreneurs seeking a unique live/work opportunity. Inside, you'll find original architectural details, timeless craftsmanship, and pride of ownership throughout. Each unit has been thoughtfully maintained, making this a truly turnkey investment with strong appeal for tenants or future owners. Adding to its one of a kind setting, the property overlooks a picturesque waterfall, creating a peaceful backdrop and a memorable first impression. Whether you're enjoying the soothing sounds of the cascading water or welcoming guests to this hist

Experience year-round lakefront living at its finest on the pristine shores of Lake Monomonac. Offering more than 100 private feet of exceptional sandy beach frontage, this rare waterfront retreat captures breathtaking 180-degree panoramic views stretching across the lake, including a front-row view of Commodore Island, the heart of the lake's vibrant boating and social scene. Privately situated this coveted property offers an unparalleled opportunity to enjoy one of the region's most desirable lakes. Spend your days boating, fishing, kayaking, paddleboarding, or simply unwinding on one of the best sandy swimming areas on the lake. The gradual entry and expansive shoreline create an ideal setting for swimming, boating, entertaining, and making lasting memories right from your own waterfront oasis. Listen to the loons and watch eagles soar overhead and explore nearby Blueberry Island and Paradise Island for endless days of adventure. Inside, the home is thoughtfully positioned to maximi

Enjoy classic New England charm and year round recreation at 11 Old Towne Road in Nelson. Built in 1900, this bright and inviting three-bedroom, one-bath Colonial is filled with natural light and offers views of nearby Granite Lake. The updated kitchen provides a fresh and functional space for everyday living, while the sunroom and enclosed porch create additional areas to relax and enjoy the peaceful surroundings. Unwind in the hot tub on the enclosed porch after a day of hiking, skiing, fishing, or exploring the many outdoor recreational opportunities nearby. Set on 1.2 acres, the property features a spacious, level yard with plenty of room for gardening, gatherings, recreation, or simply enjoying the quiet country setting. A detached two-car garage offers convenient parking along with additional storage for vehicles, tools, and outdoor equipment. Located within walking distance to Granite Lake for fishing and water sports, this home provides an ideal balance of small-town living and

Whether you're looking for your first home or an investment property, this charming home offers a solid foundation with plenty of potential. Featuring 1-2 bedrooms, 1 full bath, and 780 square feet of living space, the home retains character with hardwood floors and classic tin ceilings. The kitchen is ready for your personal updates, but the home has already seen several important improvements, including a new roof, new oil tank, new hot water tank, refrigerator and the addition of a pellet stove for efficient supplemental heat. The full basement provides laundry. Outside, you'll enjoy a lovely, private backyard which is perfect for gardening, relaxing, or entertaining. Conveniently located just minutes from downtown shopping, restaurants, and local amenities. With the potential to add a dormer and expand the living space, this home presents an excellent opportunity to build equity while making it your own

Ready to trade shoveling, mowing, and weekend yard work for pool days and pickleball'* Here's your opportunity to enjoy an easier lifestyle in one of Keene's best-kept secrets. Willowbrook! Beautifully landscaped and tucked away from the road, Willowbrook offers a peaceful, welcoming setting that feels more like a neighborhood than a traditional condo community. Spend summer days relaxing by the pool, meet friends for a game of pickleball, or simply enjoy having more time to do the things you love. All this, just 5 minutes from downtown Keene and shopping, and right around the corner from Keene Country Club. This spacious END UNIT offers wonderful natural light, Central Air (2021) and a stamped concrete patio perfect for morning coffee, summer dinners, or simply unwinding outdoors. Inside, the large kitchen opens to the dining area with sliders to the patio, while the front-to-back living room features a wood-burning fireplace and a fabulous wall of built-ins, creating a warm and invit

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

FRESHLY UPDATED AND FILLED WITH POSSIBILITY! HOME, WORKSPACE AND SO MUCH MORE! Conveniently located on a main thoroughfare near historic Thompson covered bridge, the Ashuelot River and quaint local dining and shopping, this refreshed and spacious home offers a versatile layout and thoughtful updates for comfortable living. A covered porch welcomes you into a sizable living room where warm sunshine pours in. Easy-care luxury vinyl flooring provides a continuous and modern look while bright white walls create a fresh backdrop. Relax in the living room with guests before escorting them to the kitchen where solid wood cabinetry and a large island provide work and dining space. Serve sit-down meals in the dining area or repurpose as an office, family room or casual gathering area as you see fit. On balmy days retreat to the paneled sunroom with vaulted ceiling. It's the perfect spot for reading, coffee and quiet reflection. A convenient first-floor bedroom, refreshed bath and laundry make o

Welcome to your own piece of waterfront paradise! Located directly on the beautiful Lake Monomonac, 87 Dolly Lane offers an exceptional opportunity to own a waterfront home with 98' of sandy beach frontage, in a fantastic location right on the Massachusetts/New Hampshire border. This distinctive timber-frame home is filled with natural light and offers the warmth, character, and timeless appeal of timber-frame construction. Step outside and enjoy approximately 47 feet of lake frontage, complete with a sandy beach perfect for swimming, relaxing by the water, launching a boat, or simply enjoying breathtaking days on the lake. Lake Monomonac encompasses more than 594 acres of water and is well known for outstanding opportunities for fishing, swimming, boating, kayaking, and recreation. Whether you're looking for a peaceful year-round residence, a weekend getaway, or a place to create generations of family memories, this property delivers the quintessential New England waterfront lifestyle

At the end of a quiet street bordering on conservation land, find this well maintained two-family home. Partially fenced yard and a one car garage. Two units, each with one bedroom and one bath. Most of the rooms have been freshly painted. Hardwood flooring throughout. Oil heat in Unit #1 and electric baseboard in Unit #2. Separate meters for hot water and electric. Public water and sewer. A great opportunity to own a two-family home in a great Keene location. Unit 1 will be unoccupied by 9/30. Unit 2 is occupied

Whether you're looking for your first home or an investment property, this charming home offers a solid foundation with plenty of potential. Featuring 1-2 bedrooms, 1 full bath, and 780 square feet of living space, the home retains character with hardwood floors and classic tin ceilings. The kitchen is ready for your personal updates, but the home has already seen several important improvements, including a new roof, new oil tank, new hot water tank, refrigerator and the addition of a pellet stove for efficient supplemental heat. The full basement provides laundry. Outside, you'll enjoy a lovely, private backyard which is perfect for gardening, relaxing, or entertaining. Conveniently located just minutes from downtown shopping, restaurants, and local amenities. With the potential to add a dormer and expand the living space, this home presents an excellent opportunity to build equity while making it your own

Enjoy lake area living just minutes from the spacious, beautifully maintained Contoocook Lake town beach, downtown Jaffrey, and Mount Monadnock. Welcome to 153 Squantum Road, a beautifully remodeled raised ranch set on a private one acre lot. Inside, the bright and inviting main level features an open concept layout with new flooring and a stylish kitchen offering white cabinetry, quartz countertops, stainless steel appliances, a generous center island and modern finishes. The living room is filled with natural light and highlighted by a cozy wood stove. Three bedrooms and a renovated full bathroom complete the main level. Downstairs, the partially finished lower level provides additional flexible living space, perfect for a family room, home office, gym or playroom along with a convenient built-in bench and direct access to the under home garage. Step outside to enjoy the covered porch overlooking the peaceful, wooded backyard. With Mount Monadnock and Contoocook Lake close by, this l

Welcome to 39 Church Street in Walpole! Offering over 2,100 square feet of living space, this 3-bedroom, 1-bath home provides plenty of room to make your own. In addition to the three bedrooms, a bonus room offers flexible space for a home office, hobby room, or additional storage. Inside, you'll find plenty of character, generous room sizes, and opportunities to continue to update and personalize over time. Several significant updates have already been completed, including windows and doors replaced within the last five years, a new oil tank and furnace in 2023, and a new water heater in 2022. Two levels of enclosed porch space provide even more versatility, while the basement offers room for utilities, storage, and a workshop area. Situated on a manageable 0.26-acre lot, the property also features off-street parking and additional garage/outbuilding space. With its spacious layout, recent updates, and classic New England character, 39 Church Street is ready for its next chapter! Come

Tastefully updated end unit Townhome perfectly located in the desirable Willowbrook community. The kitchen features granite counters, subway tile, stylish gray cabinets, stainless appliances, new lighting, pantry and breakfast bar that connects you to the open dining area. A spacious living room with wood burning fireplace, built-in storage and sliders to a peaceful patio overlooking White Brook and a private wooded view. Hardwood floors. Updated vinyl windows. Upstairs you will find 2 generous bedrooms and a full bath. A convenient first floor half bath with laundry. Attached 1 car garage with storage above. Established gardens and lush mature landscaping. In-ground pool, pickleball and tennis. Enjoy life while the association maintains your lawn care and snow removal. The West Keene location gives you easy access to the YMCA, Alumni Field for sporting events, and VT

OPEN HOUSE* Saturday September 19 10AM-1PM! Open and spacious, filled with light and so many upgrades, this recently built 3 bedroom 3.5 bathroom colonial sits on 3+ acres on a beautiful quiet street in Fitzwilliam. The covered farmers porch gives entry through the formal front door or the side door to the mudroom/drop zone. The thoughtfully planned kitchen features custom cabinetry and lighting, a large island with seating and open sightlines through the dining and living areas and a sliding door for access to the large deck with stairs leading to the back yard. A flex space off the main entry hall has many options for use, and a second hall accesses the pantry, half bath, mudroom and oversized 2 car garage. On the second level the primary suite offers vaulted ceilings a beautifully appointed bath with a large glass-enclosed tile shower. and a walk in closet. Two bedrooms, a full bath and a dedicated laundry room with cabinetry and a large storage closet complete the space. The full w

Discover the privacy and beauty of this exceptional property set on 10.63 private acres! Enjoy great hiking trails right outside your doorstep and explore nearby Rhododendron State Park. Conveniently located within walking distance of historic Fitzwilliam Center, this property offers the perfect combination of peaceful country living and accessibility. The home features two generous first floor guest bedrooms, two full bathrooms, and a spacious second-floor primary suite complete with a private den area all with new fresh paint. The eat-in kitchen offers ample storage, while the inviting farmer's porch, three-season room, and deck overlooking the private backyard provide wonderful spaces to relax and enjoy the surroundings. A walk out basement offers convenient access and additional possibilities. Solar panels help offset utility costs, and the expansive parking areas provide plenty of room for vehicles and guests. Car enthusiasts, hobbyists, and outdoor enthusiasts will appreciate the

Welcome to 31 Valley Street, a distinctive two-family residence situated in a desirable Keene neighborhood. Thoughtfully renovated by a nationally recognized designer/builder with quality craftsmanship and an attention to detail. The two-family configuration offers excellent flexibility, whether used as an investment property, owner-occupied residence with rental income, or a multi-generational living arrangement. Also can easily be converted to a one family or, create a studio/loft in barn for a 3rd unit. Improvements include new standing seam roof, new electric, plumbing and sewer line, new boiler, windows, cabinets and all new kitchen appliances

Just in time for the holidays, this spacious 3-bedroom, 3-bath home offers plenty of room to gather, entertain, and enjoy the beauty of nature surrounding you. Relax with your favorite beverage in the inviting three-season room overlooking the peaceful natural setting, or gather with family and friends in the spacious living room and dining room. The kitchen offers generous counter space, making entertaining and everyday living a breeze. An attached oversized two-car garage provides ample space for vehicles, storage, and everyday needs, with additional loft storage above. The first-floor primary bedroom features a private bath, with a small office that could easily be transformed into a walk-in closet. The partially finished basement adds even more living and recreational space, complete with a bar, woodstove, workshop area, and walk-out access to an additional screened porch. The seller is also leaving the existing wood supply for the new owner to enjoy. The backyard offers plenty of

NEW PRICE! New construction in the town of Harrisville, offering over 2,310 sq ft of finished living space with the potential for an additional 1,025 sq ft in the walk-out daylight basement. This elegant 8-room colonial features 4 bedrooms, 3 baths, a separate laundry room, and a walk-in pantry complemented by an additional wall of pantry storage. The center-island kitchen showcases quartz countertops, two-tone cabinetry, under-cabinet lighting, and stainless-steel appliances. A dining area with slider access leads to an 18*16 deck, ideal for outdoor enjoyment. The oversized living room provides generous space for gathering and relaxation. Attention to detail is evident throughout, including white oak stairs with black iron balusters, luxury plank flooring, and two-tone exterior siding with black windows for a modern, refined look. A 24*24 garage with outside access and a metal accent roof over both the farmers porch and garage add to the home's distinctive style. All bedrooms are loca

A truly exceptional Rindge property offering privacy, space, versatility, and incredible potential. Set on 20 private acres with town approvals for a 6 lot subdivision, 29 Rand Road offers a meticulously maintained custom-built Colonial, owned and lovingly cared for by the same owners. From the moment you arrive, the stunning landscape and beautifully maintained grounds make an impression that is best appreciated in person. The expansive farmers porch overlooks the surrounding greenery and welcomes you into a home offering over 3,800 square feet of living space, 4 bedrooms, and 4 bathrooms in the main home. The first floor features a spacious, open and functional layout with an expansive kitchen offering abundant cabinetry, a sun-filled dining area, and an inviting living room with its own pellet stove. A half bath and convenient laundry complete the main level. Upstairs are four generously sized bedrooms, including a spacious primary suite with private full bath, walk-in closet, skyli

A stone pillared entry drive by a mature rhododendron and mountain laurel hedges leads to Knollwood. a singular country estate set in the heart of New Hampshire's Monadnock region. A compelling opportunity to acquire a legacy property at a fraction of its replacement cost and on 100+ acres. Built in 1900 by Franklin MacVeagh, U.S. Secretary of the Treasury, and later owned by Ernest Henderson, founder of Sheraton Hotels, the estate has had only two owners in 124 years. From 1910-1913, President William Howard Taft used Knollwood as his occasional Summer White House, while Mark Twain spent weeks here reading Huckleberry Finn to guests. Set on a ridge of Mount Monadnock with sweeping 40-mile views, the property spans 100+ acres of gardens, forests, and vineyard-an increasingly rare offering in the Northeast. The 14,500+ sq ft Georgian residence includes 13 bedrooms, 9.5 baths, a 26-seat dining room, library, terraces, and a 120-person ballroom. Additional structures include a heated 3-ca

Nestled in a picturesque setting at the base of Mount Monadnock, just moments from the Marlborough Trail, this charming 3-bedroom, 2-bath Cape offers the perfect blend of comfort, privacy, and outdoor adventure. Featuring a desirable first-floor bedroom and full bath, this home provides flexible living for every stage of life, while two additional spacious bedrooms and a full bath complete the second floor. The open kitchen and dining area is designed for gathering, showcasing beautiful granite countertops, quality cabinetry, and plenty of space for family and friends. Relax in the inviting three-season porch, the perfect spot for entertaining, enjoying your morning coffee, or simply taking in the peaceful sights and sounds of nature. The walk-out basement offers excellent potential to create additional finished living space, whether you envision a family room, home office, fitness area, or workshop. Outside, a thoughtfully treehouse adds a touch of magic and adventure, creating a spec

Bring your vision to this spacious five-bedroom, three-bath New England home set among rolling hills and peaceful countryside. With a barn, detached two-car garage with radiant heat, and unfinished space above the garage, there's plenty of room for hobbies, storage, a workshop, or future expansion. Inside, the home offers generous living space, natural light, and beautiful floors milled from the property itself. Conveniently located near Keene, Brattleboro, the Massachusetts border, and Pisgah State Park, this property combines country living with easy access to amenities and outdoor recreation. *A property with space, character, and plenty of potential - ready for its next chapter.

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

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

Set in Alstead, this Victorian home pairs classic architectural detail with a working equestrian setup. Wide-plank hardwood floors, tall ceilings, and original wooden banisters carry the character of the era through the main living spaces, where fireplaces anchor the rooms and add warmth in the colder months. A large mudroom off the entry keeps everyday life practical - useful for anyone coming in from the barn or the ring. The main level includes a bedroom with its own en suite bathroom, a layout that works well for one-level living or hosting guests. The kitchen and bathrooms throughout have been updated for modern use without losing the home's original character, and a large storage area rounds out the practical side of the house. Outside, a newly redone wrap-around deck extends the living space and takes in views of the property - a natural spot for morning coffee or watching the horses from a distance. For horse owners, the setup is hard to match: a 24x36 shedrow barn with three 1

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

Looking for a get-a way from it all home' Enjoy the best of both worlds, located in the Village of Munsonville a private sunny contemporary home and a sandy beach on Granite Lake reached by just a quick walk down a grassy path. In the winter skiing is just over 1/2 an hour away. 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, 3/4 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. A wonderful year round home, vacation get-a-way or ren

Authentic Log Home Retreat on 2.75 Private Acres! Tucked away in a peaceful, wooded setting just minutes from downtown Keene, this beautifully maintained log home offers the perfect blend of rustic charm and modern updates. The heart of the home is the completely renovated 2025 kitchen, featuring custom cabinetry, quality finishes, and an oversized island that's ideal for cooking, gathering, and entertaining all while surrounded by the warmth of exposed log beams and timeless character. The inviting living room showcases soaring exposed beams, wide-plank wood floors, and a highly efficient Carrabassett wood stove, creating the cozy atmosphere only a true log home can provide. Step outside to the expansive full-length covered front porch, the perfect place to relax with your morning coffee while overlooking the private yard and surrounding nature. Additional highlights include vinyl replacement windows, a durable metal roof, generator hook-up for peace of mind, and a finished lower-leve

SHOOTING STAR FARM is a private, fully equipped horse facility on 57+/- acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits-without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef's kitchen overlooking the red barn's activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lov