Chesterfield, NH homes for sale & real estate

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ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Looking to enjoy Spofford Lake while maintaining privacy? Welcome to Hill House, a home intentionally designed and renovated for functional living and hospitality. This exquisite craftsman-style home has been meticulously renovated with the finest materials, offering both luxury and character. Along with approximately 5 acres of land, the property includes a separately owned waterfront beach lot on Spofford Lake, complete with a sandy beach, dock, swim platform, and mooring. Inside, the 4-bedroom, 4-bath layout includes two first-floor primary suites, soaring cathedral ceilings in the great room, and abundant natural light highlighted by warm wood tones. The magnificent kitchen boasts a str

$1,129,000

4 beds4 baths3,844 sq ft

183 Pinnacle Springs Rd, Chesterfield, NH 03443

Waterfront beach lot • Sandy beach • Dock

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
OPEN HOUSE 9/6 From 11-1pm. Versatile Property Perfect for Single or Multi-Generational Living – West Chesterfield, NH. Discover this rare opportunity to own a lovingly maintained property in sought-after West Chesterfield, NH. Owned and cared for by the same family for over 40 years, this unique offering is ideal for single or multi-generational living. The main home features four spacious bedrooms and two full bathrooms, offering comfort and flexibility. A large detached garage includes potential for expanded living or hobby space above. Three additional outbuildings provide ample storage or workshop options. Enjoy the beautifully landscaped grounds, complete with an in-ground 18x36

$750,000

4 beds2 baths2,875 sq ft

136 Cross Rd, West Chesterfield, NH 03466

In-ground pool • Landscaped grounds • Outbuildings

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Continue the legacy of owning the oldest home in Chesterfield with its rich history, bucolic setting of woods, fields, pond and orchard. Well maintained features include beamed ceilings, wide pine floors, slate roof and center chimney. The Custom kitchen has stainless steel appliances, cherry cabinetry and CaesarStone counters. White oak flooring was installed with programmable radiant heating beneath. The great room highlights the original center chimney fireplace with large Bee Hive oven. The dining room and living room boast Rumford fireplaces. One bay of the 3-car garage was converted to a workshop for hobbies and projects. Off the kitchen is a large covered deck where a small greenhous

$950,000

3 beds2 baths2,210 sq ft

61 Orchard Rd, Chesterfield, NH 03446

Small greenhouse • Brick fireplace • Kitchen garden

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
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.

$150,000

— beds— baths— sq ft

00 Orchard Rd, Chesterfield, NH 03446

Quiet country road • Long road frontage • 4 acres of land

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Build Your Dream Retreat in the Heart of the Spofford Lake District! Welcome to 36 Canal Street, a picturesque and buildable 0.68-acre lot with existing well, perched above the scenic Partridge Brook, fed by Spofford Lake. This rare offering is tucked into one of the region’s most sought-after lake communities—just minutes from the town beach, boat launch, and all the recreational fun that lake life brings. The lot comes ready for your vision, whether you're dreaming of a year-round home or a seasonal escape, this land offers the perfect foundation in a truly serene setting. Don't miss your chance to own a slice of Spofford paradise!

$260,000

— beds— baths— sq ft

36 Canal St, Spofford, NH 03462

Buildable lot • Lake communities • Boat launch

Property at Stow Dr Unit 012-A001-021 2.33 Acres, Chesterfield, NH 03466

$330,000

— beds— baths— sq ft

Stow Dr Unit 012-A001-021 2.33 Acres, Chesterfield, NH 03466

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OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Welcome to Willowbrook, one of West Keene’s most sought-after communities! This immaculate, freshly painted 3-bedroom, 2-bath condo offers a rare setting directly on the babbling brook. Inside, you’ll find brand-new carpet, a cozy fireplace, and a sunroom filled with natural light and serene views of White Brook. The flexible layout includes two bedrooms and a full bath upstairs, plus a first-floor bedroom and bath for easy one-level living. Central air ensures year-round comfort. Even better—you’ll be positioned right across from the community pool and tennis/pickleball courts, perfect for recreation and relaxation just steps from your door. Move-in ready and beauti

$349,000

3 beds2 baths1,440 sq ft

110 Arch St #27, Keene, NH 03431

$425 HOA • Garage • Community pool

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Showings begin, Saturday, September 20, 2025 noon - 2pm. Beautifully landscaped Viewpoint Cooperative(A member owned community). Driving in you can see easy access to the mailboxes and convenient covered seats while waiting for a ride. Speed limit 15mph and speed bumps in place for safety in walking. Spacious Meticulous Double wide, walk into the living room, newer carpets feel like you are walking on a cloud! Open concept Kitchen/Dining area. Ample cabinets for plenty of storage, newer appliances, washer/dryer right off the kitchen for multi-tasking. Trex ramp porch offers aesthetic appeal, durability and low-maintenance. Only a few feet away from Carport to spoil your vehicle and you. 2

$179,900

3 beds2 baths1,286 sq ft

121 Pondview Rd, Swanzey, NH 03446

$550 HOA • Car-dependent

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate. Renovated kitchen displays striking quartz counter tops. Thoughtfully, the owners preserved the antique hardware, including glass door knobs, as well as doors which feature French and solid-core paneling. The property also includes eye-catching window and baseboard trim, rectangular bay window in din

$379,000

4 beds2 baths1,446 sq ft

155 Oak Grove Ave, Brattleboro, VT 05301

5,227 sq ft lot • 2 garage spots • Somewhat walkable

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
Step into comfort and convenience with this lovely home at 59 South Winchester St. in Swanzey, NH. Nestled in a peaceful and friendly neighborhood, this property offers the perfect balance of rural tranquility and accessibility to local amenities. Whether you're looking for a quiet retreat or a place to create lasting memories, this home has it all! From the blank canvas in the walls and floors. You can put your own personal touch and make it yours. This spacious home perfect for a family being close to the elm. school. With a large back yard and access from the back of the house for animals and kids to access. There is a garden as well ready for the spring. Start your new journey now in th

$350,000

3 beds1.5 baths1,643 sq ft

59 S Winchester St, Swanzey, NH 03446

0.75 acre lot • Garage • Car-dependent

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lou

$585,000

2 beds2 baths1,775 sq ft

24 Dogwood Dr, Brattleboro, VT 05301

8,712 sq ft lot • $809 HOA • 2 garage spots

ABOUT THIS HOME
Chesterfield, NH Homes for Sale
BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lou

$560,000

2 beds2 baths1,775 sq ft

162 Buttonwood Dr, Brattleboro, VT 05301

6,098 sq ft lot • $809 HOA • 2 garage spots

Property at 161 Buttonwood Dr, Brattleboro, VT 05301, 2 beds, 2 baths

$585,000

2 beds2 baths1,775 sq ft

161 Buttonwood Dr, Brattleboro, VT 05301

Property at 168 Arch St, Keene, NH 03431, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths4,905 sq ft

168 Arch St, Keene, NH 03431

Property at 58 Oak St, Brattleboro, VT 05301, 5 beds, 4 baths

$625,000

5 beds4 baths3,748 sq ft

58 Oak St, Brattleboro, VT 05301

Property at 105 Chestnut St, Brattleboro, VT 05301, 4 beds, 2 baths

$395,000

4 beds2 baths2,715 sq ft

105 Chestnut St, Brattleboro, VT 05301

Property at 87 Orchard St, Brattleboro, VT 05301, 4 beds, 3.5 baths

$442,500

4 beds3.5 baths2,794 sq ft

87 Orchard St, Brattleboro, VT 05301

Property at 155 Upper Dummerston Rd, Brattleboro, VT 05301, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,655 sq ft

155 Upper Dummerston Rd, Brattleboro, VT 05301

Property at 462 Spofford Rd, Westmoreland, NH 03467, 3 beds, 2 baths

$639,000

3 beds2 baths2,563 sq ft

462 Spofford Rd, Westmoreland, NH 03467

Property at 76 Spruce St, Brattleboro, VT 05301, 4 beds, 3 baths

$475,000

4 beds3 baths3,314 sq ft

76 Spruce St, Brattleboro, VT 05301

Property at 78-80 Central St, Brattleboro, VT 05301, 4 beds, 2 baths

$345,000

4 beds2 baths2,408 sq ft

78-80 Central St, Brattleboro, VT 05301

Property at 192 Western Ave, Brattleboro, VT 05301, 3 beds, 2 baths

$568,000

3 beds2 baths2,066 sq ft

192 Western Ave, Brattleboro, VT 05301

Property at 22 Chestnut St #1, Brattleboro, VT 05301, 2 beds, 1 bath

$189,000

2 beds1 bath1,000 sq ft

22 Chestnut St #1, Brattleboro, VT 05301

Property at 1 Cherry Tree Ln, Swanzey, NH 03446

$250,000

— beds— baths— sq ft

1 Cherry Tree Ln, Swanzey, NH 03446

Property at 932 Middle Rd, Dummerston, VT 05301

$585,000

— beds— baths— sq ft

932 Middle Rd, Dummerston, VT 05301

Property at 90 Old Swanzey Rd, Winchester, NH 03470

$100,000

— beds— baths— sq ft

90 Old Swanzey Rd, Winchester, NH 03470

Average home prices near Chesterfield, NH

Cities

Zip Codes
Minor Civil Divisions

Chesterfield, NH real estate trends

$383K

Sale price

-49.0%
since last year

$378

Sale $/sq ft

+56.4%
since last year

Over list price

1.6%

Days on market

Down payment

—

Total homes sold

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