Cheshire County, NH Real Estate Search

Cheshire County, NH Just Listed Homes for Sale

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Newest Cheshire County, NH Just Listed Homes for Sale

9 Skyview Cir, Keene
$445,000
4 Beds ⋅ 2 Baths ⋅ 5115794 MLS
Delightful 3-4 BDR, 2 Bath condo w/many recent updates. Inviting & beautifully designed dine-In Kitchen w/granite counter top, 10' of prep area, triple window over the sink, soft close cabinets & pantry w/French glides, granite topped 4'x4' island w/seating for 4, under the counter drawers & more storage. All Whirlpool stainless appliances, Lazy Susan, pullout spice rack & under the cabinet lighting. LR/DR combination 7'5" ceiling, hardwood flooring, ceiling lights, wood fireplace & patio doors right out to the year round sunroom. Sunroom w/new mini-split, all new windows & exterior door. Sunroom has a skylight. Wonderful room to watch the birds and the weather. 1st FLR BDR w/Palladian window, a wall of closet space, ceiling fan, hardwood floor & skylight. Full bath w/Corian counter top & under the counter storage. Open stairway w/hardwood flooring. Front BDR #2 w/triple window w/a view, ceiling fan, terrific walk in closet w/many fixtures & beautiful hardwood floor. Corian sink in 3/4 bath, separated laundry area & shower area. Linen closet in the 2nd FLR hallway. Rear BDR #3, w/triple window, plus a wall of closet space. Plenty of closet space in this home. Attic room had a skylight and in 2023 this room was converted into a Family Rm, 4th BDR or a great Office space. There is also a walk-in attic storage room. Garage windows were replaced & gutters were added in 2025. Association offers an in-ground pool & community club house. Great area to walk & bike w/nearby trails and the YMCA. Carefree living w/exterior maintenance taken care of, including snow removal, lawn care and landscaping. Welcome to Skyview Circle.

9 Skyview Cir, Keene

Listing courtesy of Connie Joyce from RE/MAX Town & Country. ()

21 Split Oak Cir, Chesterfield
$409,900
3 Beds ⋅ 2 Baths ⋅ 5115682 MLS
There’s something special about a home with room to spread out, enjoy the outdoors, and make it your own! This 3-bedroom, 1.5-bath contemporary in desirable Chesterfield, NH, sits on an open corner lot with space for gardening, outdoor activities, and enjoying seasonal views. Just a short drive from Keene, NH, and Brattleboro, VT, and around the corner from Spofford Lake, this location makes it easy to enjoy the best of the area. Inside, the oversized living room is the heart of the home, featuring vaulted ceilings, abundant natural light, and a central fireplace with wood stove insert for cozy New England evenings. The wraparound deck extends the living space outdoors, perfect for morning coffee, summer dinners, and gathering with friends. The adjoining dining area and galley kitchen create a practical, connected layout. Upstairs, three nicely sized bedrooms and a full bath offer comfortable space to unwind. The lower-level bonus room, accessed from the attached garage, is ideal for a home office, gym, family room, or hobby space, with a half bath and laundry area adding extra convenience. Over the past three years, the current owner has completed an impressive list of updates, including a new roof, heating system, hot water heater, well pump, windows, garage door, kitchen appliances, interior and exterior paint, landscaping, and a 12x24 shed, among other improvements. With many major items already taken care of, you can focus on adding your own personal touches and making this home your own. Great value, inviting living spaces, and a wonderful location make this Chesterfield home worth a closer look!

21 Split Oak Cir, Chesterfield

Listing courtesy of Rochelle Gaouette from Greenwald Realty Group. ()

11 Surry Hill Dr, Keene
$520,000
3 Beds ⋅ 3 Baths ⋅ 5115463 MLS
Welcome to Woodgate Views—where beautiful surroundings, inviting spaces, and easy living come together! Tucked at the end of a cul-de-sac in this sought-after community, this beautifully maintained 3-bedroom, 3-bath contemporary showcases pride of ownership throughout. Impeccable landscaping frames the .25-acre lot, while an expansive rear deck overlooks peaceful, private wooded conservation land, the perfect setting for morning coffee or relaxing evenings. Inside, the living room makes a striking impression with dramatic vaulted ceilings, twin skylights, a gas fireplace, a window seat, and built-ins. The updated kitchen features a center island, quartz countertops, stainless steel appliances, and maple flooring. A formal dining room opens to the rear sunroom, where a cozy gas stove makes this inviting retreat a pleasure year-round. A first-floor bedroom, ¾ bath, and laundry offer everyday convenience. Upstairs, the spacious primary suite features a walk-in closet and private bath, complemented by an additional bedroom and another bath featuring a spa-like hydrotherapy tub. A partially finished basement room offers possibilities for a playroom, craft space, or workout area. Striking granite front steps and epoxy-coated garage and basement floors add to the home’s polished appeal. Enjoy association amenities and services including mowing, snow and trash removal, and maintenance of the clubhouse, pool, tennis/pickleball court, and community roads. Close to golf, the hospital, shopping, and more, this home offers a wonderful blend of comfort, convenience, and recreation!

11 Surry Hill Dr, Keene

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

Lot 2 Lot 2 Elmside Ct Unit Unit 2, Keene
$425,000
2 Beds ⋅ 2 Baths ⋅ 5115315 MLS
Brand new construction at Elmside, Keene's first cottage court community set just off Elm Street. Unit 2 offers the ease of single-level ranch living, a 6' x 24' covered porch, with two bedrooms and one and a half baths arranged around an open kitchen, dining, and living area. Thoughtful standard finishes include quartz countertops, luxury vinyl plank flooring, Shaker-style cabinetry, solid-core interior doors, 4-over-1 windows, board-and-batten accents and an upgraded insulation package. A pull-down attic stair adds convenient extra storage, and the attached one-car garage keeps New England winters at bay. Below, a full basement accessed from inside the home offers substantial storage, hobby, workshop and flexible-use potential. The community also features generous common areas envisioned for future landscaping, gardens, fruit trees, dog walking and neighborhood gathering spaces, subject to final development plans. Built by Elmside LLC as part of a cottage court community with 15 homes currently planned within an 18-unit condominium development, Unit 2 combines low-maintenance living with easy access to downtown Keene, Keene State College, the nearby Drummer Hill Conservation Area and its hiking and biking trails, Cheshire Medical Center, and everything the city has to offer. Depending on construction stage, opportunities may remain for buyer-selected finishes and available upgrades. Anticipated availability December 2026. Informational previews will be held off-site. Floor plans, site plans, and available finish selections will be presented.

Lot 2 Lot 2 Elmside Ct Unit Unit 2, Keene

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

Lot 3 Lot 3 Elmside Ct Unit Unit 3, Keene
$398,000
2 Beds ⋅ 1 Baths ⋅ 5115314 MLS
Room to grow in a brand new Cape-style home in Keene's first cottage court community. With multiple floor plans available, buyers have the opportunity to choose from one- or two-bedroom main-level layouts, along with select design features and upgrades, depending on construction stage. The main level offers an open kitchen, dining, and living area with bedroom and bathroom configurations based on the selected floor plan. Thoughtful standard finishes include quartz countertops, luxury vinyl plank flooring, Shaker-style cabinetry, solid-core interior doors, 4-over-1 windows, board-and-batten accents and an upgraded insulation package. Upstairs, an unfinished second floor awaits your finishing touches, offering potential for additional living space in the future, subject to applicable approvals. A walkout basement below adds even more potential, with a one-car drive-under garage providing convenient parking and additional storage space during New England winters. The community also features generous common areas envisioned for future landscaping, gardens, fruit trees, dog walking and neighborhood gathering spaces, subject to final development plans. Built by Elmside LLC as part of a cottage court community with 15 homes currently planned within an 18-unit condominium development just off Elm Street, Unit 3 offers a rare blend of main-level living, flexible design options and future expansion potential with easy access to downtown Keene, Keene State College, the nearby Drummer Hill Conservation Area and its hiking and biking trails, Cheshire Medical Center, and everything the city has to offer. Depending on construction stage, opportunities may remain for buyer-selected finishes and available upgrades. An optional elevator is also available at additional cost. Informational previews will be held off-site. Floor plans, site plans, and available finish selections will be presented.

Lot 3 Lot 3 Elmside Ct Unit Unit 3, Keene

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

42 Blue Jay Ct, Keene
$119,900
3 Beds ⋅ 2 Baths ⋅ 5115255 MLS
Welcome to 42 Blue Jay Court in Keene’s Tanglewood Park Co-op! Built in 2003, this single wide manufactured home offers 1,064 square feet of living space with 3 bedrooms, 2 bathrooms and a thoughtful layout that makes the most of its footprint. With the primary bedroom at one end of the home and the two additional bedrooms at the opposite end, the separation provides privacy and flexibility for everyday living. The primary bedroom features a walk in closet, offering room to organize clothing and everyday essentials, along with a primary bathroom with a walk in shower. On the opposite end, two additional bedrooms offer space for family, guests, a home office or hobbies. A second bathroom adds convenience while keeping the primary space separate. A dedicated laundry area tucked off the kitchen keeps household tasks conveniently within reach while giving laundry its own space. Outside, a shed provides additional storage for tools, seasonal decorations and outdoor supplies, helping keep your living space available for the things you enjoy. Whether you are looking for your first home, ready to simplify or simply seeking the convenience of single level living, this home offers a practical combination of space, storage and privacy. Bring your personal touches and make it your own within the Tanglewood Park cooperative community. Park approval is required and includes a credit and background check. Schedule your showing and come see what 42 Blue Jay Court has to offer!

42 Blue Jay Ct, Keene

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

24 Lachance Dr, Rindge
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 5115208 MLS
Discover year-round lakefront living in this stunning contemporary home, perched above a private, sandy beach on Lake Monomonac. This 3-bedroom residence, built in 1994, boasts soaring high ceilings and expansive walls of windows that bathe the home in natural light while offering breathtaking views of the lake. The large, open-concept living spaces are ideal for entertaining or enjoying quiet moments with family. Many thoughtful improvements have been made to the property, both inside and out. The primary bedroom is on main level and has a private balcony overlooking the lake. The sunny lower level has outdoor access, a kitchenette, and custom renovated 3/4 bath. Step outside to enjoy numerous outdoor spaces: a large deck, a stone patio, a private dock--perfect for boating and swimming--and a convenient outdoor shower. With 110 feet of sandy beach and perennial gardens, this outdoor space is a serene retreat for relaxation and rejuvenation. Located in the heart of the Monadnock Region, just 70 miles from Boston, this home is an easy commute to many Massachusetts towns. This home is not just a residence; it's a lifestyle choice for discerning buyers seeking tranquility, beauty, and luxurious amenities in a picturesque setting. Don’t miss the chance to own this extraordinary piece of paradise in Rindge. Includes 3/4 ac lot for future garage or small guesthouse. Closing must occur after start of Quarter one 2027. Contact us today to schedule your private showing.

24 Lachance Dr, Rindge

Listing courtesy of Penelope Bielagus from Four Seasons Sotheby's International Realty. ()

284 Hurricane Rd, Keene
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 5115065 MLS
From the moment you arrive via the expansive driveway, you are greeted by striking Hardie Board siding, gable rooflines, and a stunning fieldstone wall that gracefully breaks the freshly manicured front lawn into two tiers. Lush annual and perennial flower beds frame the inviting covered front porch, which is beautifully detailed with cedar shake siding, composite decking, and a standing seam metal roof. Boasting over 4,800 square feet of meticulously finished living space, this 2015-built retreat perfectly balances a quintessential rural New England setting surrounded by pure nature with the convenience of being just minutes from the amenities and excitement of Keene, the county's largest city. Step inside to a bright, open-concept floor plan featuring gleaming hickory hardwood floors and a striking double-sided propane fireplace. The spectacular chef's kitchen is an entertainer’s dream, equipped with custom white cabinetry, quartz countertops, a large center island, and stainless steel appliances. The main level offers ultimate flexibility with a convenient first-floor bedroom, while the upper level hosts three additional bedrooms and two full bathrooms—highlighted by a well-appointed primary suite complete with a jetted tub and walk-in shower. In total, the residence offers five generously sized bedrooms (plus bonus spaces) and five-and-a-half bathrooms. A standout feature is the exceptionally spacious, attached Accessory Dwelling Unit (ADU)—perfect for multi-generational living or rental income—boasting a large bedroom, two full bathrooms, a four-season porch, and a bonus room all on the first level. Outside, the private grounds feature mature raised garden beds, a gorgeous paver patio with a hot tub, and direct abutter access to the 42-mile Cheshire Recreational Rail Trail for endless outdoor recreation. This property checks so many boxes its hard not to fall in love, schedule your private showing today!

284 Hurricane Rd, Keene

Listing courtesy of Ross P Doody from Century 21 Highview Realty. (Off: 603-542-7766)

19 Plantation Way, Fitzwilliam
$129,000
1 Beds ⋅ 1 Baths ⋅ 5114915 MLS
Is pitching a tent, especially in the rain, getting a little old for you? What if you could simply open a door to an affordable casual getaway in a neighborhood that values peace, nature and good neighbors in the beautiful Monadnock Region of NH? Woodbrook Camp and Tennis Club is a seasonal, private, gated condo community with special amenities such as a groomed beach area with picnic table pavilion, a seasonal canoe and kayak storage area adjacent to a concrete boat ramp into Sip Pond, several game court areas, a swimming pool with changing room, a year round access bathhouse with laundry room and showers, a playground next to a large grassy field, a clubhouse and grill area near the pool and more. All this and minutes away to 40+ miles of the Cheshire Recreational Rail Trail down the road and the 1000+ A. of Monadnock State Park in Jaffrey. This 1987 park model unit for sale has an enclosed porch addition that gives a rustic cabin feel. It provides one-floor living that is tucked in a bit and it rests on a 0.137+/-A. lot. The addition has a relaxing wood theme enclosed porch that provides extra space and nice daylight thanks to the upgraded storm windows. Fully furnished and equipped for you to move right in and make your own special memories and meet new friends. A golf cart, 2 kayaks, a paddleboat, a camp stove and a grill are also included. The $1850 annual fee covers the lot, water, sewer, electric and community road maintenance. There is a drop off area for trash and recycling and a boat cleaning station next to the overflow lot for boat trailers. This special gated community is open April 15-October 15 and offers different activities and special events for all ages during the open season. There is also limited access use in the off-season months to welcome the beautiful fall colors that are part of the shores of Sip Pond. Welcome winter and skate, ice fish, X-C ski or just chill out. Showings are accompanied and by appointment.

19 Plantation Way, Fitzwilliam

Listing courtesy of Gail A Therriault from HKS Associates, Inc.. ()

65 Blossom St, Keene
$325,000
1 Beds ⋅ 2 Baths ⋅ 5114682 MLS
FIRST FLOOR LIVING, FLEXIBLE SPACES AND THE BEST OF KEENE CLOSE AT HAND! Tucked into a low-traffic neighborhood in one of West Keene’s most desirable locations, this inviting ranch puts schools, the rail trail, shopping and downtown nearby. Enter through the kitchen from the exterior door or garage and discover crisp white cabinetry, abundant counter space and a center island that invites conversation with the cook. The adjoining dining area with a charming built-in china cabinet keeps everyone connected, whether it’s weeknight takeout or a table full of friends. In the bright living room, natural light creates an inviting setting for movie nights, book club or catching up with guests. An unusually spacious first-floor primary, created by combining two former bedrooms, offers room to spread out, hardwood floors and generous closets. Head to the enclosed three-season porch with double-hung windows and electric heat to enjoy morning coffee and leafy views that change with the seasons. Downstairs, the garden level delivers another surprise. A large recreation room with warm wood paneling, a large closet and oversized windows enjoys direct access to the lawn, while a nearby half bath adds convenience offer the possibility of a second bedroom. Set up the big screen, create a home office or carve out hobby space. There’s abundant utility and storage space too, plus easy garage access and room to create a workshop. Outside, a broad lawn and mature trees provide breathing room for gardens, games and summer afternoons. BRING YOUR IDEAS AND IMAGINE THE POSSIBILITIES FOR YOUR NEXT CHAPTER!

65 Blossom St, Keene

Listing courtesy of Fine Homes Group International from Keller Williams Realty-Metropolitan. ()

235 Ashuelot St, Winchester
$315,000
2 Beds ⋅ 1 Baths ⋅ 5114398 MLS
Back on the market at no fault of the seller! If you love spending time outdoors and entertaining, this is one you'll want to see! Welcome to 235 Ashuelot Street in Winchester, NH, where comfortable living meets an awesome backyard setup! Inside, you'll find two bedrooms, a full bathroom, and a comfortable, functional layout with living and dining spaces on the main floor. SELLER IS INSTALLING BRAND NEW SEPTIC SYSTEM! Buyers can enjoy peace of mind for many years to come! Downstairs, the partially finished basement offers a bonus room and plenty of additional space to make your own! Whether you're looking to create a family room, home office, workout area, or even add a second bathroom, there's plenty of potential to customize the space to fit your needs. But wait until you see the outdoor space! The covered pavilion takes outdoor entertaining to another level, complete with a mounted TV, ambient perimeter lighting, and plenty of room for comfortable seating. Whether you're catching the big game, hosting friends for a summer cookout, or relaxing with your favorite show on a warm evening, this space is designed to be enjoyed. Rain or shine, this is a space you'll want to use! Beyond the expansive deck, the spacious 0.69-acre lot offers plenty of room for outdoor activities, while the oversized shed provides tons of clean, dry storage space for all your tools, equipment, and seasonal items. As an added bonus, solar panels help keep energy costs down, allowing you to spend less on utilities and more on the things you enjoy!

235 Ashuelot St, Winchester

Listing courtesy of Kelsey Malloy from Keller Williams Realty Metro-Keene. ()

526 Elm St, Keene
$399,900
3 Beds ⋅ 2 Baths ⋅ 5114182 MLS
Some homes capture your heart with their character, craftsmanship, and stories held within their walls. Celebrating its 100th birthday, this charming Craftsman jewel has been thoughtfully updated while preserving the details that make it so special. Set on a level, beautifully landscaped 1/3-acre lot with a fully fenced backyard, this Keene gem is conveniently located around the corner from Cheshire Medical Center and a short distance from downtown, Fuller School, and area hiking and biking trails. Recent improvements include professional exterior painting, a freshly stained privacy fence, new garage roof, and professionally restored original windows featuring low-E glass. Trees were removed from the backyard to open up the space around the patio while retaining shade and privacy. Landscaped beds add natural beauty, and a paved driveway and two-car garage offer welcome convenience. Inside, the kitchen pairs updated quartz countertops, a tile backsplash, and dishwasher with original tongue-and-groove cabinetry, preserving its authentic Craftsman charm. The adjoining rear porch features fresh tile flooring and added cabinetry for valuable kitchen storage. Updated lighting and ceiling fans complement the original milk glass fixtures, while the dining room showcases an impressive built-in and antique chandelier. The sunlit living room enjoys lovely views of the treeline across the street, and the original staircase newel post and railings have been carefully restored to highlight the home's beautiful woodwork. Upstairs, three nicely sized bedrooms include a primary with dual closets. The spacious full bath features coordinating tilework, recently replaced toilet, a separate shower, and a soaking tub. Lovingly maintained and rich in character, this century-old Craftsman offers the warmth, history, and craftsmanship that make an older home truly memorable. Schedule your private showing today!

526 Elm St, Keene

Listing courtesy of Rochelle Gaouette from Greenwald Realty Group. ()

107 Merriam Rd, Walpole
$409,900
3 Beds ⋅ 2 Baths ⋅ 5114021 MLS
Looking for an affordable private country retreat? Here you'll find a rustic yet modern log cabin tucked away nicely on a dead end road in a park like setting in the highly desirable town of Walpole. The home features a handy mudroom entry. Freshly refinished wide pine floors throughout. A kitchen with granite counters and stainless appliances. An open living dining room with cathedral ceilings and abundant light from 3 skylights. A first floor bedroom option with built-ins would also make a great home office/den. Updated full bath. Upstairs you'll find 2 additional bedrooms with vaulted ceilings and exposed beams. Expansion potential on the lower level with 2 partially finished rooms and a future 3/4 bath that already has a functioning commode. A Buderus central heating system plus an outdoor wood boiler offers options for heating and oil savings. Standing seam metal roof. Relax and unwind away from the elements on the enclosed farmers porch while enjoying the view bug free plus an expansive open air deck for alfresco dining and catching some sun. For the mechanic, woodworker, hobbyist etc. the circular drive leads to an oversized garage with tall doors, high ceilings, walk up second floor storage and a covered area to the rear for parking tractors, RV's etc. The tree lined grounds offer space for gardening and paths for strolling. Conveniently located approx. 15 minutes from shopping/dining in Keene's vibrant downtown or charming quintessential Walpole village. Don't miss out on this special property. Sale is subject to final boundary line adjustment approval from the town of Walpole.

107 Merriam Rd, Walpole

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

442 Royalston Rd, Fitzwilliam
$425,000
4 Beds ⋅ 2 Baths ⋅ 5113990 MLS
Discover the charm and possibilities of country living at 442 Royalston Road in Fitzwilliam, New Hampshire! Set on 5.1 acres of beautiful countryside, this spacious Cape style home offers approximately 2,553 square feet of finished living space, four bedrooms, and two bathrooms. The inviting first-floor layout offers an open-concept kitchen and dining area, a kitchen island, and flexible living spaces to suit a variety of needs. A standout feature is the expansive sunroom, offering three- to four-season enjoyment with radiant heat in the floor. It's an ideal place to relax, entertain, or take in the peaceful surroundings. The generously sized first-floor primary bedroom offers ample closet space, while the additional bedrooms provide room for family, guests, or a home office. First-floor laundry adds everyday convenience, and the full basement with walk-up access offers abundant storage and workshop potential. Enjoy the added benefit of solar panels, which can help reduce electricity costs and make monthly utility expenses more manageable. Outside, the 5.1-acre property features open and wooded areas, established flowering plantings, garden space, and room to explore your outdoor interests. With its classic New England character, spacious layout, and opportunity to make it your own, this property offers a wonderful chance to enjoy a quieter country setting in desirable Fitzwilliam. Join us for an Open House on Saturday, October 17, 2026, from 12:00 PM to 2:00 PM! Showings will be delayed until the open house.

442 Royalston Rd, Fitzwilliam

Listing courtesy of Kelly O Fisk from BHG Masiello Peterborough. ()

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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