Cheshire County, NH Real Estate Search

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

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

62 Skyline Dr, Keene
$445,000
3 Beds ⋅ 3 Baths ⋅ 5116187 MLS
Distinctive, inviting, and thoughtfully designed for comfortable, carefree living! This lovely 3-bedroom, 2½-bath condo offers a wonderful combination of spacious living, beautiful surroundings, and the added convenience of a compact Stiltz elevator providing easy access between the first and second floors—an exceptional feature for those seeking enhanced accessibility. A welcoming covered entry opens to a stunning two-story living room filled with natural light, featuring beautiful wood floors, a cozy fireplace, and sliders leading to a fabulous sunroom overlooking picturesque open fields. A comfortable dining room with a large picture window and a well-appointed eat-in kitchen provide inviting spaces for everyday living and entertaining. A convenient half bath and pantry closet complete the first floor. Upstairs, an open balcony overlooks the living area below. The spacious primary bedroom suite offers a private retreat, while two additional bedrooms share an updated bath with a tiled step-in shower. A generous walk-in closet provides excellent storage. The two-car garage adds convenience, while the desirable location puts so much within easy reach! Enjoy a short walk to the community's in-ground pool and clubhouse, the YMCA, and scenic rail trail, with schools, the hospital, and downtown shopping just minutes away. A wonderful opportunity to enjoy the ease of condominium living without sacrificing space, comfort, or accessibility!

62 Skyline Dr, Keene

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

25 Valley St, Keene
$425,000
3 Beds ⋅ 2 Baths ⋅ 5116032 MLS
This charming, larger than it looks east side Bungalow complete with white picket fence has been well maintained and enjoyed by the same family for over 50 years. A modern yet style appropriate kitchen with abundant storage, Corian counters, stainless appliances and recessed lighting opens to the adjacent family room with exposed beams, hearth w/woodstove and sliders to a spacious 3 season sunroom with vaulted knotty pine ceiling and skylights. A formal dining room with triple windows and living room with natural woodwork. Beautiful hardwood and pine floors. Greet friends and family from the enclosed front porch with beadboard ceiling and wood floor. Upstairs you'll find a central bonus room perfect for home office, craft area or hangout for the kids to watch TV/get together with friends, 2 generous sized bedroom and a 3/4 bath with tile shower and skylight. Mini splits on both floors to keep you cool in the summer plus a woodstove to offset your heating oil expenses. Replacement windows. Brand new water heater 10/26. A fantastic, over sized 2 car garage built approx. 2006 with high ceilings, workshop space and a walk up second floor for storage or finishing into additional living space. The rear deck overlooks a nice sized flat yard and patio area. All within walking distance to shopping/dining in Keene's vibrant downtown, the rail trail, outdoor activities at Robin Hood Park, Carpenter Field and Gathering Waters Charter School.

25 Valley St, Keene

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

22 Page St, Keene
$424,000
3 Beds ⋅ 2 Baths ⋅ 5115913 MLS
Classic New England charm meets modern comfort in this spacious and beautifully updated in-town Keene home! Offering an abundance of character, natural light, and room to spread out, this sprawling New Englander is full of pleasant surprises. The gorgeous kitchen is a standout, featuring beautiful cabinetry, granite countertops, stainless steel appliances and radiant flooring, and a generous breakfast bar perfect for casual dining and entertaining. Warm hardwood floors, beautiful original woodwork, and a handsome staircase showcase the home's timeless appeal, while the bright and inviting living room features a fireplace and lovely bay window. A spacious dining room, convenient first-floor bedroom, and an abundance of storage add to the home's comfort and functionality. Featuring 3 bedrooms and 2 bathrooms, there's plenty of room for everyday living, but the possibilities don't end there! An additional upstairs dwelling unit provides wonderful flexibility for extended family, guests, or potential rental income. The oversized three-story, two-car garage is truly exceptional, offering incredible space for vehicles, hobbies, a workshop, or storage. The space on the 2nd floor could make an excellent ADU! Relax on the welcoming covered porch and enjoy the convenience of an in-town location just minutes from downtown Keene, shopping, restaurants, schools, parks, and the hospital. With its unique combination of historic charm, thoughtful updates, versatile living arrangements, and remarkable space, this is a home that offers far more than meets the eye!

22 Page St, Keene

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

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. ()

549 West St, Keene
$439,900
4 Beds ⋅ 2 Baths ⋅ 5115638 MLS
Some homes have a personality all their own, and this West Keene Craftsman bungalow is ready for its next chapter! Built circa 1929, this inviting property offers a wonderful blend of timeless craftsmanship, original character, and thoughtful improvements. The care and pride the previous owner brought to this home can be appreciated in the details and the work completed throughout, making it a special opportunity for its next owner. From the moment you arrive, the welcoming front porch sets the tone. Inside, beautiful hardwood floors, rich woodwork, timeless built-ins, a distinctive board-and-batten living room ceiling, and a cozy fireplace showcase the craftsmanship that gives this home its unmistakable charm. Thoughtful attention to detail and the home's enduring features create a warm and inviting atmosphere. The updated kitchen offers stainless steel appliances and generous workspace, while the adjoining formal dining room provides a natural gathering place for meals, celebrations, and everyday moments. The flexible layout includes a first-floor bedroom or office and a full bath. Upstairs, three additional bedrooms, another full bath, and a dedicated laundry room offer space to accommodate a variety of needs. Looking for spaces to enjoy beyond the indoors? Start your day on the welcoming front porch or settle into the three-season porch overlooking the backyard. A detached garage adds convenience, while the established West Keene location puts schools, parks, and neighborhood amenities nearby. There's another exciting possibility here: the property is zoned for professional service businesses, offering potential for buyers interested in exploring permitted business uses, subject to applicable zoning requirements and approvals. Whether you're drawn to vintage craftsmanship, appreciate a home that has received thoughtful care, or are excited to bring your own ideas to a classic property, this bungalow deserves a closer look. Schedule private viewing today.

549 West St, Keene

Listing courtesy of James W Letourneau from North New England Real Estate Group. (Phone: 603-562-9849)

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)

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. ()

55 Wilder St, Keene
$419,900
4 Beds ⋅ 2 Baths ⋅ 5113274 MLS
Nestled on a quiet residential street just a short walk from vibrant downtown Keene, this delightful 1920's home is sure to steal your heart! Lovingly maintained by the same owners for over 40 years, this property seamlessly blends timeless period craftsmanship with thoughtful modern upgrades. Step onto the welcoming, expansive covered front porch, and prepare to be charmed. Inside, you are greeted by a 27-foot Living Room accented by elegant wall sconces, a formal Dining Room featuring a built in china closet, and a charming eat-in Kitchen, equipped with a gas range. The practical main floor also boasts a large mudroom, accessible from the back deck, alongside a convenient half-bath with first floor laundry. Upstairs, the second floor offers 4 roomy bedrooms with a centrally located full bath as well as a wonderful 25-foot enclosed sleeping porch! The ultimate surprise awaits on the third floor. Here you will find two additional versatile rooms boasting high ceilings, large windows, abundant natural light, and generous closet space. These bonus rooms offer endless possibilities for home office, studio, or play area while framing beautiful views that extend to the scenic hills of Keene. The quality of construction shines through in the original wood floors, classic trim and stained glass transom windows. These historic features are perfectly complemented by practical modern upgrages, including high quality Marvin windows. Outside a detached one car garage provides great storage value, while the private yard offers a peaceful retreat. Situated in the sought after Fuller School district, this neighborhood is ideal for families of all ages. This beautiful home has been cherished for decades and is now ready to welcome its next chapter. Schedule your tour today to experience its warmth and character for yourself!

55 Wilder St, Keene

Listing courtesy of Giselle LaScala from Greenwald Realty Group. ()

513 N Shore Rd, Chesterfield
$432,000
3 Beds ⋅ 2 Baths ⋅ 5111438 MLS
There’s something special about a home that has been loved by the same owners for 45 years. Built in 1860, this 3-bedroom, 2-bathroom home offers a wonderful combination of historic character, comfortable updates and space to make your own. Step onto the inviting wraparound front porch before heading inside, where wood floors and a wood stove add warmth and classic New England charm. The updated kitchen features granite countertops and a gas stove, while a spacious, recently renovated first-floor bathroom includes a walk-in shower and conveniently located laundry. Mini-split provide cooling during the warmer months, and an automatic generator offers added peace of mind year-round. Outdoor spaces include a composite side deck and a newly paved driveway completed in 2025. One of the property's most intriguing features is the attached walk-up barn/garage/woodshop with a metal roof. Whether you envision a workshop, studio, hobby space or simply exceptional storage, there's plenty of room for possibilities. The barn may also offer potential for future conversion to additional living space with appropriate town approvals. Enjoy being close to Spofford Lake and all the recreation and natural beauty the area is known for, while remaining conveniently situated between Keene, NH and Brattleboro, VT. With more than 160 years of history behind it, this well-loved Spofford home is ready for someone new to make it their own.

513 N Shore Rd, Chesterfield

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

51 Main St, Marlborough
$419,900
3 Beds ⋅ 2 Baths ⋅ 5107910 MLS
Please Do Not Miss this Wonderful Large Move-In Ready to occupy quality Ranch that you have been waiting for! JUST REDUCED to a Great Value! Enjoy the 2,000 square feet of first floor living! This Home has had many recent upgrades and improvements, including, newer windows, 3 Mini-Split A/C and Heat units, and more. Large spacious rooms to enjoy and entertain. Hard surface flooring throughout the home for easy maintenance and upkeep. You will feel right at home with the oversized fireplace living room and the 4 season vaulted ceiling Family/Great Room, with gas fireplace, skylights, large windows and and sliders to a large deck and a great very private back yard! You will love the natural woodwork and solid doors throughout. Nice eat-in kitchen, with oak cabinets and plenty of counter space. The Primary bedroom has it's own half bath and two double closets. A good size dining room or office off the kitchen, you decide. There is an updated step-in shower 3/4 main bath. You have a combination of hardwood, laminate, and ceramic floors. Additional Updates to this home include a metal roof, vinyl siding, and the newer vaulted ceiling family room with skylights, beams and gas fireplace.! All situated on a 2+ acre lot with a nice private back yard, that also offers an area for a garden. Please do not miss this rare opportunity for a great home with one floor living! So whether you are retiring or have a large family, this great ranch has it all! Seller is relocating, a quick closing may be possible.

51 Main St, Marlborough

Listing courtesy of Steve J Blier from Coldwell Banker Realty Bedford NH. (Cell: 603-930-5684)

32 Matthews Rd, Keene
$425,000
3 Beds ⋅ 3 Baths ⋅ 5106888 MLS
Tucked into a convenient Keene location just minutes from downtown shops, restaurants and everyday amenities, this charming home offers warmth, character, and a peaceful backyard setting. Set on .23 acres, the property features an incredible backyard with a covered patio including outdoor kitchen, TV, Hot Tub and gas fire pit-perfect for relaxing and entertaining. Inside, the home welcomes you with beautiful wood floors that run throughout much of the main level. A cozy eat-in kitchen offers a comfortable space for everyday meals and opens directly to the dining room which also opens up to your back porch and patio, creating an easy and natural flow for gatherings. Just beyond, the dining is the spacious living room giving the main living space an airy and inviting feel filled with natural light. Three bedrooms are located on the 2nd floor with a 3/4 bathroom conveniently located between them. The primary bedroom suite has its own 1/2 bathroom with washer and dryer. The home also includes a full unfinished concrete basement offering excellent storage or workshop potential, and second washer dryer hook ups. An oversized, two car, heated garage adds convenience and additional space. Public water and sewer, along with baseboard oil heat, and a pellet stove make for simple and efficient living. With its flexible living space, private backyard bursting with amenities and convenient location close to downtown Keene this property offers a wonderful opportunity to make a home your own.

32 Matthews Rd, Keene

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

37 High St, Chesterfield
$419,900
3 Beds ⋅ 2 Baths ⋅ 5105943 MLS
Storybook charm in the sweet village of Spofford! Tucked behind a welcoming picket fence and an enchanting English-style garden, this delightful 3-bedroom, 2-bath Antique Cape is filled with warmth, character and unexpected surprises. Step inside to beautiful wide pine floors and an adorable eat-in kitchen featuring granite counters, recessed lighting and even a secret pantry! Just off the kitchen is a ¾ bath with a custom tiled shower. The inviting front living room, complete with a cozy pellet stove, is the perfect place to settle in on a chilly New England evening. The spacious family room addition, added in 1992, may quickly become your favorite room in the house! With plenty of space for a large dining table and comfortable sitting area & wood stove, it was made for gathering with family and friends. Sliders open to the deck overlooking the cozy side yard—perfect for summer dinners, morning coffee and entertaining. Upstairs, the primary bedroom is simply enchanting, with a wonderful cottage-style feel that you are sure to fall in love with. You'll also find an office area, full bath with tiled floor, and an additional bedroom with charming built-ins. And then there are the extras that make this property truly special! A whimsical cottage shed with a loft and sleeping quarters creates the sweetest little escape—grab a good book, sneak away for an afternoon nap or simply enjoy your own private hideaway. Nearby, a cozy fire pit area is ready for summer nights under the stars. The large garage offers yet another bonus: a studio apartment, (currently rented), providing an opportunity for additional income or flexible space for extended guests. All of this is just minutes from beautiful Spofford Lake, the Spofford Post Office and a short drive to Keene. This isn't just a house, it's a chance to slow down, settle in and enjoy the charm of village life. Come experience a simpler way of living…the way it was meant to be.

37 High St, Chesterfield

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

6 Sugar Maple Ln, Keene
$450,000
3 Beds ⋅ 2 Baths ⋅ 5105500 MLS
Welcome to this beautifully maintained 3–4 bedroom townhouse in the sought-after Stone House Commons community. The inviting eat-in kitchen features stainless steel appliances, abundant cabinet space, and a window that fills the space with natural light. The dining area flows seamlessly into the comfortable living room, highlighted by gas fireplace that creates a warm and inviting atmosphere. A bright sunroom just off the living room provides additional natural light and offers a wonderful space to relax, read, or enjoy your morning coffee. The first floor also features a versatile bedroom or study and a full bathroom, providing flexibility for guests, an office, or one-level living. Upstairs, you'll find two spacious bedrooms along with a library or potential fourth bedroom featuring built-in bookshelves and a large skylight. A walk-in attic provides generous additional storage. This home is being offered with a HOME WARRANTY, providing added value and peace of mind to the future owner by helping protect against unexpected expenses. A FLOORING ALLOWANCE is also included to assist the new owner with selecting the flooring of their choice. Stone House Commons offers a convenient location with easy access to the YMCA, walking and biking trails, churches, golf course, and nearby medical services. Residents also enjoy access to the Meadowview Knolls Association’s pool, basketball court, and clubhouse. This well-maintained townhouse offers comfortable living, flexible space, and an array of nearby amenities providing an ideal combination of convenience and lifestyle for its next owner.

6 Sugar Maple Ln, Keene

Listing courtesy of Gerry Leo from BHG Masiello Keene. ()

47 Maplewood Cir, Walpole
$439,900
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. ()

40 Mill Rd, Richmond
$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.

40 Mill Rd, Richmond

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

423 Old Walpole Rd, Keene
$439,000
3 Beds ⋅ 2 Baths ⋅ 5100301 MLS
Authentic Log Home Retreat on 2.75 Private Acres! Tucked away in a peaceful, wooded setting just minutes from downtown Keene, this beautifully maintained log home offers the perfect blend of rustic charm and modern updates. The heart of the home is the completely renovated 2025 kitchen, featuring custom cabinetry, quality finishes, and an oversized island that's ideal for cooking, gathering, and entertaining all while surrounded by the warmth of exposed log beams and timeless character.  The inviting living room showcases soaring exposed beams, wide-plank wood floors, and a highly efficient Carrabassett wood stove, creating the cozy atmosphere only a true log home can provide. Step outside to the expansive full-length covered front porch, the perfect place to relax with your morning coffee while overlooking the private yard and surrounding nature.  Additional highlights include vinyl replacement windows, a durable metal roof, generator hook-up for peace of mind, and a finished lower-level room that offers flexible space for a home office, family room, gym, or hobby area. Set on 2.75 private acres, this property provides the tranquility of country living while remaining conveniently close to Keene's shopping, restaurants, and amenities.  If you've been dreaming of an authentic log home with modern updates, privacy, and timeless New England appeal, this exceptional property is one you won't want to miss!

423 Old Walpole Rd, Keene

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

443 Centre St, Sullivan
$450,000
4 Beds ⋅ 2 Baths ⋅ 5099018 MLS
125K REDUCTION! Owner says sell! Unheard of price reduction of $125K below original listing presents an incredible value for this versatile multi-use rural property. Perfect for homesteading, horses, a quiet retreat, or a first home that finally meets your budget. MORTGAGE BUYDOWN As an extra bonus, the seller is offering a buy down of the mortgage rate for a quick sale. Better than a discount, this buy down will last the lifetime of the mortgage. See attached info for details on this unique opportunity. CLASSIC RURAL COLONIAL 10 MINUTES FROM KEENE Just 10 minutes from Keene and all its amenities, this Classic 1808 New England Colonial is full of character, featuring hand-hewn kitchen beams, wide plank original flooring, and original features throughout. It is fully winter-ready and holds heat beautifully, featuring a New Mac wood/oil combo furnace, gas living room insert, and high-end reproduction windows with storms throughout. In addition, the deep stone foundation keeps the house naturally cool in summer. Updated mechanicals include chimney renovation with flue insert, whole-house water filtration, gen-tran system, and premium L/G washer/dryer. 17.5 SUB-DIVIDABLE ACRES This 17.5 acre homestead is abutted by several hundred acres of conservation land, guaranteeing absolute peace and quiet. The terrain is perfect for hiking, snow-shoeing, cross country skiing and snowmobiling. SPACIOUS LAYOUT AND OUTBUILDINGS The home features large bedrooms with excellent closet space and a wide second-floor foyer. A practical mud-room leads through a breezeway into the old “summer kitchen” and a large barn with loft space, now serving as a two-car garage. A separate former stable offers multiple possibilities for workshop, studio, or reconversion for animal use. UNIQUE OPPRTUNITY This historical gem is ready for you to add your personal touches and make it your own. Don’t miss this unique opportunity—come see it today!

443 Centre St, Sullivan

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

253 Back Ashuelot Rd, Winchester
$425,000
1 Beds ⋅ 1 Baths ⋅ 5095024 MLS
Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. Recent work done to the ext. logs.. There has been a property flood evaluation done here & these homes are NOT in a flood zone less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

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

166 Keene Rd, Winchester
$419,900
3 Beds ⋅ 2 Baths ⋅ 5092617 MLS
Seller contribution of $10,000 towards interest rate buydown. Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

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

658 Main St, Marlborough
$400,000
4 Beds ⋅ 4 Baths ⋅ 5071213 MLS
Step back into the character and craftsmanship of 1875 with this handsome New Englander farmhouse, set on 5 full acres with established garden space and sweeping mountain views. Rich in period charm and filled with possibilities, this is the kind of property that invites someone with an appreciation for old houses to bring its story into a new chapter. Inside, the home retains the warmth and authenticity that make historic properties so special, including beautiful original-style wood flooring and multiple fireplaces awaiting restoration. A gracious formal dining room provides the perfect setting for holiday gatherings, long dinners, or simply enjoying the views and atmosphere of this remarkable old home. With 3+ bedrooms and 4 bathrooms, there is plenty of room to create guest accommodations, offices, studios, libraries, or other spaces suited to modern life while preserving the home's historic spirit. Outside, the acreage offers a wonderful canvas for the next steward of this property. Established garden areas, mountain vistas, and five acres of land provide room for gardening, hobby farming, recreation, or simply enjoying the quiet beauty of rural New Hampshire. And for those who love the stories that old properties tell, the remains of the once-stately barn offer a fascinating opportunity of their own. Though the barn has not survived as well as the farmhouse, its remnants may provide unique salvage opportunities for architectural materials and creative reuse. Conveniently located between Keene and Concord, this property offers the rare combination of rural tranquility and access to vibrant downtowns, dining, shopping, and major routes. Whether you envision a lovingly restored historic homestead, a weekend retreat, a creative country property, or even a potential bed-and-breakfast or guesthouse venture, this 1875 farmhouse offers something increasingly difficult to find: a genuine piece of New England history offering potential to write its next chapter!

658 Main St, Marlborough

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

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