Cheshire County NH Homes for Sale

/36
$194,900
- 4 Beds
- 1.5 Baths
- 2,354 Sq Ft
175 Belvedere Rd, Gilsum, NH 03448

Escape to the tranquility of rural living with this unique opportunity on 6 private, wooded acres. Tucked away for ultimate seclusion, yet easily accessible with close proximity to Keene, this property offers the perfect blend of natural beauty and potential. The existing residence, while having received numerous updates, presents an exciting opportunity for those with vision. A standout

Alisa Mullen The Mullen Realty Group, LLC

175 Belvedere Rd, Gilsum, NH 03448
/16
$189,900
- Land
- 18 Acres
- $10,550 per Acre
0 Old Hinsdale Rd, Winchester, NH 03470

Located at the very end of the town maintained road is where you will findthis private 18 acre lot building lot. This lot has been selectively cut opening up many nice walking trails including a cleared building site. Town must approve driveway permit to issue building permit as well as improving a portion of the class VI road where driveway would lead to building site. Electricity is at

Jerry Chandler R.H. Thackston & Company

0 Old Hinsdale Rd, Winchester, NH 03470
/14
$61,900
- Land
- 1.40 Acres
- $44,214 per Acre
00 Kennedy Brook Dr, Stoddard, NH 03464

Very Nice lot. Wooded, gently sloping rough drive cut in septic design is done 3bdrm. Great location close to the Assoc area/ boat launch and club house, not far a paved road. Come build a Vaca retreat or year-round home. Must see lot!!

Brian Michaud Dow Hill Realty

00 Kennedy Brook Dr, Stoddard, NH 03464
/40
$459,900
- 3 Beds
- 2 Baths
- 881 Sq Ft
101 Robbins Rd, Rindge, NH 03461

Renovated Raised Ranch on a lovely, level 2 acre lot. New kitchen with granite counters and SS appliances, 3 good size bedrooms, 2 full baths, luxury vinyl throughout, pellet stove heats the whole house, neutral color palette, new deck, wired for generator, paved driveway, new siding, and 12x12 storage shed. The roof was replaced in December. Literally nothing to do but move in. Country

Lisa Small EXP Realty

101 Robbins Rd, Rindge, NH 03461
/21
$349,900
- 4 Beds
- 1.5 Baths
- 1,566 Sq Ft
40 Dearborn Cir, Walpole, NH 03608

You will love this class New England Cape consisting of 4 bedrooms and 1.5 baths in a quiet neighborhood in Walpole! Situated on a generous and level 0.64-acre lot, ideal for gardening, outdoor activities, or simply enjoying the peaceful natural surroundings. Step inside to a bright and inviting open-concept kitchen and dining area, perfect for entertaining or gathering with loved ones. Adjacent

Jamie Watson BHG Masiello Keene

40 Dearborn Cir, Walpole, NH 03608
/23
$169,900
- 2 Beds
- 1 Bath
- 682 Sq Ft
25 S Pond Rd, Fitzwilliam, NH 03447

Looking for a peaceful lakeside escape where summer memories bloom and fall colors take your breath away?—what better time to discover your own little slice of New England magic. Tucked away in a charming seasonal community, this storybook cottage offers a front-row seat to the beauty of Laurel Lake—with its pristine, sandy beach. Whether you fancy greeting the sunrise with a mug of coffee and a

Shirley Marcello BHG Masiello Keene

25 S Pond Rd, Fitzwilliam, NH 03447
/39
$135,000
- 2 Beds
- 1 Bath
- 812 Sq Ft
6 Cardinal Cir, Keene, NH 03431

Nestled on a quiet cul-de-sac within Tanglewood Park Co-op, this well-maintained 2-bedroom, 1-bathroom home is positioned on one of the community’s greater lots. A white vinyl privacy fence encloses the yard—perfect for pets, recreation, or gardening. The oversized shed with electricity offers ample storage or workshop potential, while the deck provides a peaceful space to overlook the yard.

Kirsten Perkins BHG Masiello Keene

6 Cardinal Cir, Keene, NH 03431
/38
$149,900
- 2 Beds
- 1 Bath
- 809 Sq Ft
69 Camp Cir, Fitzwilliam, NH 03447

If campground-style living works for you then do it in style! 2 bed/1 bath well-maintained unit at the gated access Woodbrook Camp and Tennis Club, a seasonal private condo community in Fitzwilliam NH. Tucked under the pines this furnished unit has nice extras. Inside great space and light as the living room and front bedroom have cathedral ceilings. Wood accents and stove in living room lend to

Gail Therriault HKS Associates, Inc.

69 Camp Cir, Fitzwilliam, NH 03447
/17
$239,900
- 2 Beds
- 1.5 Baths
- 1,164 Sq Ft
19 Pine Grove Rd, Alstead, NH 03602

Exceptional Storage Space, with older single wide Mobile home.Set on a spacious 0.75-acre fenced lot, this property features a 2-bedroom, 1.5-bath mobile home awaiting your creative touch to bring it back to life. While the home needs rehab, it’s a blank canvas with plenty of room to personalize.What truly sets this property apart is the extensive storage and workshop setup: Eight total

Cynthia Westover Galloway Real Estate LLC

19 Pine Grove Rd, Alstead, NH 03602
/30
$259,000
- 3 Beds
- 1 Bath
- 900 Sq Ft
94 Thayer Brook Rd, Alstead, NH 03602

Welcome to your serene escape in the countryside! This 3-bedroom, 1-bathroom home offers a rare opportunity to enjoy a peaceful, rural lifestyle with the soothing sounds of Thayer Brook right outside your door. Set on a 1.7 level acres, the property is perfect for garden enthusiasts, hobby farmers or anyone seeking a quiet connection to nature. The spacious yard includes a wood shed and endless

Kathryn Beam Galloway Real Estate LLC

94 Thayer Brook Rd, Alstead, NH 03602
/52
$1,100,000
- 5 Beds
- 4 Baths
- 6,150 Sq Ft
93 Richardson Rd, Dublin, NH 03444

Welcome to 93 Richardson Road. This stunning Colonial was built in 1989 proudly sits on over 20 very private acres of land. This property offers breathtaking views and the privacy that you have been yearning for. The spacious home boasts 4 Bedrooms, 4 bathrooms, a bonus room over the garage and a full 1bedroom, 1 bathroom in-law/ au pair suite located on the 3rd floor as just part of its

Maureen Montresor Zaharias Real Estate

93 Richardson Rd, Dublin, NH 03444
/11
$439,900
- 4 Beds
- 1.5 Baths
- 1,587 Sq Ft
1018 Route 123 N, Stoddard, NH 03464

WATERFRONT PROPERTY, with Deeded, private, exclusively owned shoreline on Highland Lake, a 6 mile long, 697 acre BEAUTY! Antique year-round Stoddard in-town house originally Mill Housing and store. Mill Village General Store 3 doors down with Post Office, Fire Station and Boat Launch. PERFECT Airbnb !! Plenty of parking, large private yard with Highland Lake view and access. Includes dock and

Derek Greene Derek Greene

1018 Route 123 N, Stoddard, NH 03464
/24
$195,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
198 South Rd, Sullivan, NH 03445

Country Living! Wonderful 2 Bedroom 2 Bathroom Manufactured Home on a private one acre lot. Property also includes a detached one car garage and a shed. Well and Septic both recently updated/installed. Plenty of land for additional parking and room for a garden. Keene Schools.

Vincent Dolan RE/MAX Town & Country

198 South Rd, Sullivan, NH 03445
/34
$349,900
- 4 Beds
- 1 Bath
- 900 Sq Ft
40 Butternut Dr, Keene, NH 03431

Located in Keene’s desirable Maple Acres neighborhood, this 4-bedroom, 1-bath raised ranch provides comfort, space, and a peaceful setting. Backing up to woodlands, the large backyard feels private and secluded—perfect for outdoor activities or simply enjoying the quiet surroundings. Just a short distance to Keene Middle School, the YMCA, Wheelock Park, and so much more. Inside, you’ll find a

Rochelle Bunton Greenwald Realty Group

40 Butternut Dr, Keene, NH 03431
/60
$1,450,000
- 5 Beds
- 3.5 Baths
- 4,308 Sq Ft
72 Corey Mine Rd, Sullivan, NH 03445

EXPERIENCE MOUNTAIN-LUXURY LIVING AT ITS FINEST. Privately nestled on over 30 ACRES OF PRISTINE WOODED LANDSCAPE, this stunning 5,600+ sq. ft custom estate offers 360-DEGREE PANORAMIC VIEWS, a spacious open-concept layout, and elevated indoor-outdoor living ideal for entertaining or retreat. At the heart of the home is a chef’s kitchen equipped with double ovens, granite countertops, a large

Lisa Wilkens Coldwell Banker Realty Bedford NH

72 Corey Mine Rd, Sullivan, NH 03445
/60
$785,000
- 4 Beds
- 3.5 Baths
- 3,286 Sq Ft
110 E Surry Rd, Keene, NH 03431

A rare find! This special 1803 colonial is located on 5+ acres in the highly desirable neighborhood of East Surry Road, a short walk to the beautiful Bretwood Golf Course and the scenic 1000 acre Greater Goose Pond Forest, with extensive hiking/biking trails around picturesque Goose Pond. Over the past 24 years, the current owners have inbued this home with their warm style and the value of

Giselle LaScala Greenwald Realty Group

110 E Surry Rd, Keene, NH 03431
/13
$350,000
- 3 Beds
- 2.5 Baths
- 2,929 Sq Ft
10 Sun Cliff Dr, Rindge, NH 03461

ATTENTION Investors, Contractors or Cash buyers! Unique Envelope Home with Barn & Accessary Dwelling Unit. Nestled in the peaceful town of Rindge, just over the Massachusetts border, this rare envelope-style home offers a unique opportunity to own a truly energy-efficient design in a beautiful setting. The main house features 3 bedrooms and 2 baths, and while it’s in need of rehab, it’s brimming

Dean Deschenes Arris Realty

10 Sun Cliff Dr, Rindge, NH 03461
/31
$749,900
- 4 Beds
- 2.5 Baths
- 2,990 Sq Ft
120 Blackjack Crossing, Walpole, NH 03608

Welcome to 120 Blackjack Crossing — where timeless New England charm meets modern comfort in one of Walpole’s most sought-after locations.Nestled on 4.4 private acres, this 4-bedroom, 2.5-bath Cape offers nearly 3,000 square feet of impeccably maintained living space designed for easy living, entertaining, and making lasting memories.The main level features gleaming cherry

Kimberly Anderson Keller Williams Realty Metro-Keene

120 Blackjack Crossing, Walpole, NH 03608
/2
$250,000
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
101 Gilsum Rd, Sullivan, NH 03445

The home on site is in need of major rehab. However, it's situated on a promising 16.1 acres in the Town of Sullivan, NH, offering a wealth of potential. The seller is selling the home as is, where is, and as seen. The seller is making no representation of the condition of the house or land. All items will be the buyer's responsibility to remove from the site, including RVs and cars. There is

Cheryl Demetriou Realty One Group Next Level

101 Gilsum Rd, Sullivan, NH 03445
/40
$339,900
- 2 Beds
- 1 Bath
- 803 Sq Ft
240 Pine Tree Ln, Fitzwilliam, NH 03447

Make this your 2nd getaway home OR all year round living! This home is nestled on a wooded lot in the sought after Gated Woodbrook Condo Camp & Tennis Club Community on Sip Pond.It is THE ONLY home that has deeded year round access in the association!The cozy A Frame home boasts 2 bedrooms, open concept Kitchen/Dining & a spacious living room with a vaulted ceiling! There is a loft area for

Kelle O'Keefe Keller Williams Realty North Central

240 Pine Tree Ln, Fitzwilliam, NH 03447
/24
$429,900
- 4 Beds
- 2 Baths
- 1,744 Sq Ft
7 Skyview Cir, Keene, NH 03431

Located in the highly desirable Stonehouse Commons condo community featuring 4 bedrooms, two bathrooms and heated sunroom totalling 1744 sq ft of living space. The first floor bedroom has a vaulted ceiling and allows for one floor living.Open concept living with living/dining combo and corner gas stove adding abiance to the room on those cold winter nights. This unit appeal is one of

Patricia Paquette BHG Masiello Keene

7 Skyview Cir, Keene, NH 03431
/6
$350,000
- 4 Beds
- 2 Baths
- 1,789 Sq Ft
20 Brook St, Keene, NH 03431

Located in the heart of downtown Keene, this delightful home provides an excellent opportunity to generate rental income while living next to all the wonderful festivities well known in Keene. There is ample off street parking and it's such an easy stroll to the head of the square. Dining, music, arts and parks are all within an easy walk. This property features the main home on the first floor

Ralph Harvey Listwithfreedom.com

20 Brook St, Keene, NH 03431
/29
$179,000
- 2 Beds
- 1 Bath
- 780 Sq Ft
115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447

One of the nicest homes in a very quiet location in the Woodbrook Camp and Tennis Club. Woodbrook is a seasonal gated community offering tennis, a swimming pool, beach access on Sip Pond, boat launch, playground and numerous social and recreational activities. The yearly fee includes water & sewer, electric and trash, recreation and association dues. This home has been meticulously renovated

Susan Love Duston Leddy Real Estate

115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
/60
$579,000
- 8 Beds
- 4 Baths
- 3,806 Sq Ft
1323 Main St, Dublin, NH 03444

Welcome to this 1323 Main Street- An incredibly versatile colonial on 4 scenic acres with a small pond, peaceful views, and easy access to Keene and Peterborough. Currently configured as 3 rental units, this property offers income potential, owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit features a large screened

Jim Weidner EXP Realty

1323 Main St, Dublin, NH 03444
/24
$60,000
- Land
- 0.13 Acre
- $461,538 per Acre
55 Fern Cir, Fitzwilliam, NH 03447

Great getaway spot ready for its next owner in Woodbrook Camp and Tennis Club! This lot is set up on a hill, giving you some great privacy. The owner recently put in new stone to help level the area where she had her camper. Woodbrook has everything you need to kick back and enjoy lake life without the maintenance. There’s an inground pool, playground, showers, and courts for tennis,

Shane Moynihan Realty One Group Next Level

55 Fern Cir, Fitzwilliam, NH 03447
/24
$84,900
- 3 Beds
- 1.5 Baths
- 924 Sq Ft
40 Starling St, Keene, NH 03431

Recently Reduced & Includes a 1-Year Home Warranty!Stop Renting—Start Owning for Less! This affordable 3-bedroom home in Tanglewood Park Cooperative just became even more budget-friendly with a recent price reduction, making it the perfect time to explore homeownership.Located in a resident-owned community, this home offers more than just a place to live—you’ll have a voice in the

Mary Jo Gilloon Huebel American Eagle Realty

40 Starling St, Keene, NH 03431
/58
$699,500
- 4 Beds
- 2 Baths
- 2,164 Sq Ft
20 Shadowland Rd, Alstead, NH 03602

This is a well-maintained year-round home has been used as a second home since it was built in 1988. Perfect for summer fun and close to VT ski areas. 4 bedrooms and 2 baths and an oversized wrap around deck overlooking Lake Warren. Enjoy 180 ft of private waterfrontage with a dock and sandy beach Easy launching for your kayak or canoe. Eat-in kitchen with all the conveniences, a dining area with

Nancy Thompson BHG Masiello Keene

20 Shadowland Rd, Alstead, NH 03602
/23
$400,000
- 7 Beds
- 4 Baths
- 2,780 Sq Ft
70 Dover St, Keene, NH 03431

Two separate homes on one lot. One with 3 bedrooms 2 baths and the other 4 bedrooms and 2 baths. Each have great storage, natural light, and hard surface flooring. The front unit has a covered open entry porch and an enclosed seasonal porch with laundry on the first floor. The back unit sits beyond the parking area and has with a small shared side yard. This property has been used as two separate

Sandy Cormier Greenwald Realty Group

70 Dover St, Keene, NH 03431
/30
$400,000
- 2 Beds
- 1 Bath
- 1,111 Sq Ft
134 Jaquith Rd, Harrisville, NH 03450

Welcome to this adorable, cozy woodland sanctuary set on over 31 peaceful acres in Cheshire County. This 2-bedroom ranch has been well loved by its previous owner for over 40 years, offering a rare opportunity to step into a home filled with warmth, character, and charm. Nestled in nature, the home offers multiple inviting outdoor spaces: a covered front porch, a rear deck, and a three-season

Sadie Halliday EXP Realty

134 Jaquith Rd, Harrisville, NH 03450
/3
$150,000
- Land
- 3.86 Acres
- $38,860 per Acre
00 Orchard Rd, Chesterfield, NH 03443

A rare find in Chesterfield. 4+/- acres of mostly open land situated on a quiet country road. Long road frontage assures privacy and allows for your choice of driveway access. Located about 3 miles from Rt 9 and close to Chesterfield Elementary, this spot provides convenience to Keene, Brattleboro and Hinsdale. And is close to Spofford Lake and Pisgah Park.

Timothy Keating BHG Masiello Keene

00 Orchard Rd, Chesterfield, NH 03443
/25
$249,900
- 3 Beds
- 1 Bath
- 720 Sq Ft
91 Sullivan St, Keene, NH 03431

Fantastic location just minutes from downtown Keene, schools, shopping, and Route 9 for easy commuting. This charming home features a high-efficiency heating system for economical comfort. The updated kitchen is a highlight, boasting granite countertops, stainless steel appliances, a center island, and durable waterproof flooring—perfect for everyday living and entertaining. Enjoy the convenience

Richard Cardinal Century 21 Cardinal

91 Sullivan St, Keene, NH 03431
/52
$480,000 Open Sat 10AM - 1PM
- 3 Beds
- 1.5 Baths
- 1,382 Sq Ft
88 Drag Hill Rd, Rindge, NH 03461

Set on a country town road with views of Mount Monadnock sits this Cape Cod style home with a welcoming covered entry way and well landscaped yard. This home has three bedrooms, two baths, new hardwood floors on the first floor, and is freshly painted throughout. New slider to back deck off the kitchen. Two bonus rooms — one being used as a laundry on the first floor and the second as a room in

Larry Alvarez Tieger Realty Co. Inc.

88 Drag Hill Rd, Rindge, NH 03461
/32
$374,900
- 2 Beds
- 1.5 Baths
- 1,080 Sq Ft
995 Route 9, West Chesterfield, NH 03466

Tucked away on 5 serene acres, this charming 2-bedroom, 1.5-bath ranch offers a perfect blend of privacy and convenience. Enjoy seamless access to both Brattleboro and Keene while coming home to your own peaceful retreat. The renovated kitchen and full bath bring modern style and comfort, complemented by a spacious full basement for storage or expansion potential. Step outside to a large private

Cynthia Westover Galloway Real Estate LLC

995 Route 9, West Chesterfield, NH 03466
/24
$699,000
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
49 Roberts Dr Unit 23, Jaffrey, NH 03452

Welcome to 49 Roberts Drive in Jaffrey’s sought-after Stony Brook Village! This brand-new ranch-style home offers the ease of one-level living with modern finishes and breathtaking views of Mount Monadnock. The popular "Maddox" floor plan features 3 bedrooms, 2 baths, a bright and open great room with a gas fireplace, and a spacious kitchen with center island and dining area—perfect for everyday

Denise Whitney BHG Masiello Peterborough

49 Roberts Dr Unit 23, Jaffrey, NH 03452
/60
$375,000
- 3 Beds
- 3.5 Baths
- 2,688 Sq Ft
153 Back Ashuelot Rd, Winchester, NH 03470

Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you to create something truly special.Outside of

Aimpoint Realty Group Keller Williams Realty-Metropolitan

153 Back Ashuelot Rd, Winchester, NH 03470
/60
$775,000 Open Sat 10AM - 2PM
- 4 Beds
- 4 Baths
- 3,048 Sq Ft
24 Red Gate Rd, Jaffrey, NH 03452

There’s a kind of stillness that settles in the backyard at dusk, as the last light brushes across Gap Mountain—yours to enjoy from the deck, the brick patio, or simply the quiet privacy of your own backyard. Set on 4.2 peaceful acres with mature landscaping, hardscaping, and long views, this ~3,500 sq ft custom-built home was crafted with integrity in mind—solid wood doors, thoughtful finishes,

Samuel Abbott III Duston Leddy Real Estate

24 Red Gate Rd, Jaffrey, NH 03452
/31
$875,000
- 5 Beds
- 2 Baths
- 3,500 Sq Ft
17 Dort Rd, Surry, NH 03431

Historic 1770 five-bedroom, two-bath Colonial farmhouse on 23.33 acres in Cheshire County, just outside Keene, New Hampshire. With over 3,500 square feet of finished living space, this antique home features two central chimneys, eight fireplaces, original wide plank floors, exposed beams, and a wood cook stove. Carefully updated with modern electrical and systems while preserving period details,

Jay Farrar Four Seasons Sotheby's Int'l Realty

17 Dort Rd, Surry, NH 03431
/53
$1,925,000
- 4 Beds
- 7 Baths
- 6,965 Sq Ft
61 North Rd, Walpole, NH 03608

Exquisite 4-Bedroom, 7-Bathroom Hilltop Estate on 5.67 Acres with 7,000+ finished Sq Ft with attached 3-Car Garage + Oversized, Detached 4 car garage! Welcome to this stunning Colonial offering the perfect blend of luxury, space, and privacy — all just minutes from the quaint Walpole Village. Nestled on a beautiful landscape, this custom-built estate is designed for refined living and grand

Kathryn Beam Galloway Real Estate LLC

61 North Rd, Walpole, NH 03608
/39
$184,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
18 Lakeside Dr, Fitzwilliam, NH 03447

Adorable and affordable furnished seasonal retreat. Enjoy life at Woodbrook gated community in the wonderful Monadnock Region of Southern NH. Low-maintenance living inside and out on one floor on a lot with water views and songbirds by day and a large firepit area to take in the moon and stars by night. Covered porches for rocking chairs or cards and board games. Thoughtful design with a

Gail Therriault HKS Associates, Inc.

18 Lakeside Dr, Fitzwilliam, NH 03447
/47
$750,000
- 4 Beds
- 3.5 Baths
- 2,259 Sq Ft
803 Nh Route 119, Rindge, NH 03461

This stunning sprawling ranch offers custom features outside and inside, just like living in a resort year-round! Enjoy the warm summer nights out on the private back patio entertaining around the built in fireplace. Invite family and friends over for homemade pizza in your outdoor pizza oven. Galley kitchen for ease of cooking, dining space w/ wood stove hearth, living room with wood fireplace,

Amy Reisert Borderline Realty, LLC

803 Nh Route 119, Rindge, NH 03461

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.