Pending Listings in Chesterfield, NH

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ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
Custom-Built Contemporary with Sweeping Views & Resort-Style Amenities. Perched on a private knoll at the end of a cul-de-sac, this stunning custom-built contemporary home commands beautiful westerly views and offers a lifestyle of comfort, elegance, and fun. The kitchen's cook dream with a six-burner Viking cooktop, walk-in pantry and butler's door connecting seamlessly to the spacious dining room, and sun-filled enclosed porch provide warm, versatile spaces for everyday living. Upstairs, the fabulous primary suite features vaulted ceilings, a luxurious bath, and a private deck. Three additional bedrooms and two baths complete the second floor, along with a dedicated movie room or la

$995,000

4 beds3.5 baths5,103 sq ft

85 Foley Rd, Chesterfield, NH 03443

3.61 acre lot • 3 garage spots • Car-dependent

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
Contemporary home with views of the valley and situated in rural setting yet within 10 minutes of Keene and 15 minutes to Brattleboro, Vermont. The home is well landscaped blending combination of open space and wooded land. This home has a well designed floor plan allowing for separation of activities. All throughout the home one immediately notices the amount of natural light allowing effective displays of wall artwork and other decorations. First floor summary: large living room, formal dining room, library and primary bedroom with bath, a well designed kitchen with updated appliances, a sitting area with gas fireplace from which to enjoy the views. Lower level summary: 2 bedrooms, large

$649,000

3 beds3.5 baths2,758 sq ft

180 Valley Park Dr, Spofford, NH 03462

1.1 acre lot • 2 garage spots • Car-dependent

PENDING

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
Nestled in the scenic landscapes of Chesterfield, New Hampshire, this Raised Ranch offers a tranquil retreat on just under 5 acres of land. Chesterfield is known for its picturesque New England charm, with rolling hills, lush forests, and a close-knit community and pristine Spofford Lake. The home itself has been in one family for the past 40 yrs. It features 3 bedrooms and 1bath, a beautiful and bright sunroom that floods the space with natural light, perfect for relaxation or entertaining. The remodeled kitchen is a chef's dream, boasting modern appliances, stylish finishes and plenty of counter space. In the family room, a cozy gas fireplace adds warmth and ambiance, creating a welcoming

$449,000

3 beds1 bath2,171 sq ft

349 Old Chesterfield Rd, Chesterfield, NH 03443

4.81 acre lot • 2 garage spots • Car-dependent

PENDING

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
First Time On The Market In Over 60 Years. This 8 room, 3 bedroom, 1 3/4 bath new Englander has great curb appeal and is located in the village of Spofford. The 1st floor offers kitchen, formal dining room & living room with maple floors, bedroom with cedar closet, laundry hookups 3/4 bath & a 14'4'' x 16'6'' summer porch with hookup for woodstove or pellet stove. The living room has a rebuilt chimney that has been used with a Franklin stove. The 2nd floor has 2 bedrooms, an office, all with wide pine floors 1 full bath & a walk in attic with great storage. The 1 car barn 20' x 23' with pull down stairs that lead to a full loft. The attached lean to is 10' x 15'7'' with a

$309,900

3 beds2 baths1,509 sq ft

43 Westmoreland Rd, Spofford, NH 03462

0.63 acre lot • Garage • Car-dependent

PENDING

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
Nestled in a vibrant, family-friendly community, this home offers the perfect blend of modern living and neighborhood charm. Built just 3 years ago, energy efficiency meets thoughtful design in this inviting 3-bedroom, 2.5-bath home. Step inside to discover a seamless first-floor living experience, where the master suite provides a private retreat with its own luxurious bathroom. Convenience is key with a first-floor laundry room, a spacious kitchen pantry, and effortless access to outdoor space. The kitchen boasts an open layout with stunning bar style-granite countertops, a large island perfect for gatherings, and easy-to-clean vinyl plank floors that flow throughout the main level. Upsta

$529,000

3 beds2.5 baths2,353 sq ft

21 Valley Park Dr, Spofford, NH 03462

0.73 acre lot • 2 garage spots • Car-dependent

Property at 00 Orchard Rd, Chesterfield, NH 03446

$150,000

— beds— baths— sq ft

00 Orchard Rd, Chesterfield, NH 03446

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ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
OPEN HOUSE SCHEDULED FOR OCTOBER 25TH HAS BEEN CANCELLED. Desirable 4-Bedroom Colonial in Sought-After West Keene Location! Spacious and well-maintained Colonial on over half an acre in one of West Keene’s most desirable neighborhoods. This 4-bedroom, 3-bath home features a fully fenced-in backyard with multiple outbuildings, stamped concrete patio, and plenty of space for gardening, entertaining, and outdoor activities. Interior highlights include a large kitchen with an abundance of counter space, family room, formal living room, and a finished lower-level rec room offering flexible living space. All four bedrooms are located on the second floor, including a primary

$549,000

4 beds3 baths2,519 sq ft

89 Kendall Rd, Keene, NH 03431

0.59 acre lot • 2 garage spots • Car-dependent

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, VT:
Adorable 4-Square with tons of charm and built-ins in a great location! Welcome to this beautifully cared for 3-bedroom, 2-bath classic 4-square home, full of warmth, character, and timeless details. From the moment you step inside, you’ll fall in love with the original woodwork, custom built-ins, and light-filled spaces that make this home truly special. The inviting front porch leads into a spacious living area with hardwood floors and period charm throughout. The updated kitchen blends modern convenience with historic character and flows easily into the dining room, perfect for entertaining. Upstairs, you’ll find three comfortable bedrooms and a full bath. Enjoy the private b

$339,000

3 beds1.5 baths1,520 sq ft

144 Belmont Ave, Brattleboro, VT 05301

7,405 sq ft lot • Garage • Somewhat walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, VT:
LOVELY Laurel Street! This charming south-facing home is bathed in natural light and offers a thoughtful layout that combines the best of in-town living with a peaceful, out-of-town vibe. Enjoy a spacious backyard and a convenient enclosed porch/mudroom right off the attached garage—perfect for those chilly Vermont winters. The location couldn’t be better as it is close to town and nearby trails. A truly remarkable home!

$329,000

3 beds2 baths1,296 sq ft

15 Laurel St, Brattleboro, VT 05301

7,405 sq ft lot • Garage • Somewhat walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, VT:
Vermont Avenue Gem! This stunning in-town Craftsman-style home is ideally located in a highly sought-after neighborhood. Just a short 1/4 mile to downtown, or in the opposite direction, the Marina and trails await. Boasting three bedrooms and 1.5 bathrooms, this home exudes charm with its exquisite woodwork, beautiful floors, and custom-built-ins throughout. Enjoy the abundance of natural light from its southern exposure and the well-designed, inviting layout. Features include a cozy propane fireplace, central air-conditioning, a first-floor office with French doors, and a bright sunroom overlooking the fenced, level backyard. The home also offers a covered front porch and a spacious two-ca

$425,000

3 beds1.5 baths1,846 sq ft

16 Vermont Ave, Brattleboro, VT 05301

7,840 sq ft lot • 2 garage spots • Car-dependent

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
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

CONTINGENT

ABOUT THIS HOME
Pending Listing in Chesterfield, NH:
Don’t miss this one!! This beautifully maintained executive ranch sits on 4.5 level acres and offers an ideal blend of comfort and modern updates. Featuring 3 bedrooms, including a spacious primary suite with a private bath and generous walk-in closet, this home is designed for easy living. The remodeled eat-in kitchen pairs perfectly with a formal dining room opens to bright, sun-filled living spaces. A wide span of windows across the back and a 3-season sunroom bring in natural light and invite views of the outdoors. The comfortable living room has a wood fireplace that creates a warm and cozy atmosphere. The finished basement is a true bonus, boasting a game room and an extensive g

$750,000

3 beds2.5 baths4,905 sq ft

168 Arch St, Keene, NH 03431

4.33 acre lot • 2 garage spots • Car-dependent

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 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 172 School House Rd, Dummerston, VT 05301, 3 beds, 1 bath

$249,000

3 beds1 bath1,008 sq ft

172 School House Rd, Dummerston, VT 05301

Property at 0 Orchard St Lot 59, Brattleboro, VT 05301

$74,000

— beds— baths— sq ft

0 Orchard St Lot 59, Brattleboro, VT 05301

Property at 220 Hurricane Rd, Keene, NH 03431, 4 beds, 3 baths

$719,000

4 beds3 baths3,334 sq ft

220 Hurricane Rd, Keene, NH 03431

Property at 68 Brookview Rd, Swanzey, NH 03446, 3 beds, 2 baths

$209,900

3 beds2 baths920 sq ft

68 Brookview Rd, Swanzey, NH 03446

Property at 31 Crescent Dr, Brattleboro, VT 05301, 2 beds, 1 bath

$50,000

2 beds1 bath828 sq ft

31 Crescent Dr, Brattleboro, VT 05301

Property at 95 Forest St, Brattleboro, VT 05301, 3 beds, 3 baths

$275,000

3 beds3 baths1,944 sq ft

95 Forest St, Brattleboro, VT 05301

Property at 50 Grove St, Brattleboro, VT 05301, 5 beds, 3 baths

$269,000

5 beds3 baths2,376 sq ft

50 Grove St, Brattleboro, VT 05301

Property at 155 Oak Grove Ave, Brattleboro, VT 05301, 4 beds, 2 baths

$379,000

4 beds2 baths1,446 sq ft

155 Oak Grove Ave, Brattleboro, VT 05301

Property at 116 Morningside Cmns, Brattleboro, VT 05301, 2 beds, 2.5 baths

$235,000

2 beds2.5 baths2,112 sq ft

116 Morningside Cmns, Brattleboro, VT 05301

Property at 59 S Winchester St, Swanzey, NH 03446, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,643 sq ft

59 S Winchester St, Swanzey, NH 03446

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

$619,177

3 beds2 baths2,563 sq ft

462 Spofford Rd, Westmoreland, NH 03467

Property at 19 Western Ave, Brattleboro, VT 05301

$149,000

— beds— baths— sq ft

19 Western Ave, Brattleboro, VT 05301

Pending Listings in Chesterfield

There are currently 6 pending listings for sale in Chesterfield at a median listing price of $527K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesterfield stay on the market for 38 days. This map is refreshed with the newest listings in Chesterfield every 15 minutes.

In the past month, 6 homes have been sold in Chesterfield. In addition to houses in Chesterfield, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Chesterfield last month. Find your dream home in Chesterfield using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesterfield are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesterfield. If you're looking to sell your home in the Chesterfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesterfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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