Chesterfield NH Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
4,550
Status:
NEW LISTING
MLS#:
5096595
Type:
Single Family
Lot size:
5.24 Acres
Year built:
1978
Courtesy: Greenwald Realty Group
View additional info

ADDITIONAL INFORMATION

Nestled in the picturesque hills of Chesterfield, New Hampshire, this remarkable property offers an unparalleled living experience. Imagine waking up to breathtaking panoramic views that stretch for 90 miles into the mountain landscapes of Vermont, culminating in spectacular sunsets that paint the sky each evening. This home isn't just a residence; it's a front-row seat to nature's most stunning performances. Step inside and discover a thoughtfully designed interior boasting three spacious bedrooms and two and a half bathrooms. The open-concept living areas flow seamlessly, creating an inviting atmosphere perfect for both quiet evenings by the gas fireplace, a space for large family dinners, or entertaining in the open living room. The recently remodeled kitchen, complete with newer appliances, is a chef's dream, offering both functionality and style. Adjacent to the main living space, a relaxing, warm, and welcoming sunroom provides a serene retreat. Enjoy year-round access with lots of sunlight, spectacular views and direct access to the expansive deck where you can entertain guests or simply unwind while soaking in the magnificent vistas. Beyond the main living areas, this home continues to impress with a finished basement, offering additional versatile space for a home office, gym, or recreation room. Practical amenities like an on-demand generator ensure comfort and convenience, and ample storage throughout the property keeps everything organized. Outside, the custom landscaping is a true work of art, featuring over 5 acres, charming flowering trees, meticulously maintained bushes, and classic New England stonewalls, all reflecting a true testament to pride of homeownership. This property has been lovingly cared for, ready for its next chapter with you. Perfectly located between Brattleboro Vt and Keene NH, this property offers quick access to shopping, restaurants, highways, schools, and pristine Spofford Lake. Come see it today before it's gone.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,984
Status:
NEW LISTING
MLS#:
5096591
Type:
Single Family
Lot size:
1.83 Acres
Year built:
1830
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a homeâ??it's a place to put down roots and enjoy everything the Spofford community has to offer. Open house Fri 6/26 4-6 & Sat 6/27 1-3.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,125
Status:
NEW LISTING
MLS#:
5096088
Type:
Condo
Year built:
2017
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

Welcome to Gateway Preserve among the most sought after condominiums in the area. This meticulously maintained home is located within a beautiful 73-acre development in Chesterfield, NH, featuring walking trails that border conservation land and offer a peaceful, natural setting. Originally built as the community's model home, this exceptional residence showcases numerous upgrades, premium finishes, and thoughtful enhancements throughout. The open-concept floor plan is designed for effortless first-floor living, featuring a spacious kitchen, dining area, and living room with vaulted ceilings, hardwood flooring, and a cozy gas fireplace. The state-of-the-art gourmet kitchen is a chef's dream, complete with a large quartz island, microwave drawer, high-end stainless steel appliances, gas range with hood, pantry, and abundant workspace. Standout features include stunning quartz countertops in both the kitchen and bathrooms, updated lighting throughout, and fresh interior paint. The luxurious primary suite offers a beautifully upgraded bath with a large tiled walk-in shower, double vanity, large walk in closet and quality finishes. The loft provides the perfect space for a home office, den, craft room or guest area. Additional amenities include a mini split to provide both a/c and additional heat source, first-floor laundry with washer and dryer included, a screened porch for outdoor enjoyment, an attached two-car garage, and generator-ready wiring for added peace of mind. Build in 2017 and in mint condition, this home offers the perfect blend of comfort, style, and convenience in a quiet, well-maintained community. Ideally located near Spofford Lake, only 15 minutes to Keene, approximately two hours to Boston, and four hours to New York City. An exceptional opportunity to enjoy low-maintenance living in one of the region's most desirable condominium communities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,855
Status:
Active
MLS#:
5095623
Type:
Single Family
Lot size:
1.13 Acres
Year built:
1974
Courtesy: Keller Williams Realty Metro-Keene
View additional info

ADDITIONAL INFORMATION

Welcome to 205 Route 9 in Chesterfield, NH, a home designed for easy living. This inviting ranch combines the convenience of a single-level floor plan with valuable updates, including a newer metal roof (2020), Harmon pellet stove, and updated appliances. Downstairs, the finished bonus room provides flexibility that's hard to find. Use it as a playroom, home office, workout space, game room, or whatever best fits your lifestyle. It's a great extension of the home's living area without sacrificing storage space. Outside, the large yard offers plenty of room to spread out and enjoy. Whether you're gardening, entertaining, setting up a fire pit, or just soaking up some sunshine, there's plenty of space to make it your own. Conveniently located just minutes from Keene and a short drive to Brattleboro, this home offers the best of both worlds: easy access to shopping, dining, and commuting routes while still enjoying all that Chesterfield has to offer. With thoughtful updates already completed and room to make it your own, this home is ready for its next chapter. *Showings begin at Open House on 6/20 from 10AM-12PM!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,210
Status:
Active
MLS#:
5094547
Type:
Single Family
Lot size:
36.01 Acres
Year built:
1763
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Own a remarkable piece of Chesterfield history with the townâ??s picturesque homes, set among rolling fields, woods, and an stately apple trees. This beautifully maintained property blends historic charm with modern comforts, featuring exposed beams, wide pine floors, a slate roof, and a classic center chimney. The custom kitchen offers cherry cabinetry, stone countertops, 48" DCS Chef Range with grill and double ovens, and radiant-heated white oak flooring. The living room showcases the original fireplace with a beehive oven, while Rumford fireplaces warm the dining and living rooms. Enjoy peaceful views from the covered deck, private pond, greenhouse, and private primary bedroom deck overlooking abundant wildlife. The 25' x 60' open span apple processing barn features wooden floors, insulated walls, a new roof, and endless possibilities for a studio, workshop, ADU or rental. With a two-car garage, dedicated workshop space Heat/ AC, and possible additional acreage available (with the purchase of the additional 3.86 acre lot across the street) you would own frontage on both sides of the road. Wait until you experience the thousands of perennials and plantings that will take your breath away with the seasons. This extraordinary property offers unmatched privacy, beauty, and heritage. The septic has reached the end of a very good life and will need replacement, and we've accounted for this with the listing price. HOME IS PRE-INSPECTED, 12 Month Home Warranty INCLUDED!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,938
Status:
Active
MLS#:
5092773
Type:
Single Family
Lot size:
2.8 Acres
Year built:
1977
Courtesy: Logic Realty, LLC
View additional info

ADDITIONAL INFORMATION

Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that bring the beauty of the surrounding nature indoors. Seamlessly connected is the galley-style kitchen and a dining bump-out offering panoramic woodland views on three sides. The main level also includes a convenient half-bath and a versatile bonus room, ideal for a home office, den, or main-floor guest space. Upstairs, the open landing and second-floor foyer look down over the living room below, leading to three distinct bedrooms and a large full bathroom. The walk-out lower level is built for functional New England living, featuring a practical mudroom with a separate entrance, a dedicated laundry room, and direct access to the integrated one-car garage. Exterior highlights include a durable metal roof and a spacious wrap-around front deck, perfect for relaxing and watching the local wildlife. Situated with 371 feet of public road frontage in a quiet rural residential area, this property offers a peaceful, private retreat ready for your personal touch. Join us for an open house on Saturday 6/6/26 from 11am-1pm, or schedule your private tour today!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,188
Status:
Active
MLS#:
5092335
Type:
Single Family
Lot size:
0.73 Acres
Year built:
1999
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

A truly exceptional home offering quality craftsmanship, generous living space, and a private setting with breathtaking mountain views. Thoughtfully designed and impeccably maintained, this stunning property combines elegance, comfort, and functionality throughout. The heart of the home is a chefâ??s dream kitchen, featuring premium stainless-steel appliances, including a Wolf range and Sub-Zero refrigerator, abundant cabinetry, and beautiful finishes. The kitchen flows seamlessly into the sun-filled great room, where gleaming hardwood floors and a cozy fireplace create a warm and inviting atmosphere for everyday living and entertaining. Step outside to the expansive deck and take in the peaceful mountain viewsâ??an ideal setting for morning coffee, outdoor dining, or simply relaxing and enjoying the tranquility of your surroundings. The home offers four generously sized bedrooms, including a luxurious primary suite complete with a spacious walk-in closet and a well-appointed en-suite bath. The walkout lower level provides additional finished living space, perfect for a home office, media room, gym, or guest accommodations, along with ample storage space. An oversized garage offers plenty of room for vehicles, recreational equipment, and all your outdoor gear. Located in one of the area's most desirable neighborhoods, just minutes from beautiful Spofford Lake, this home also provides convenient access to both Brattleboro, Vermont, and Keene, New Hampshire. Enjoy nearby shopping, restaurants, healthcare facilities, cultural attractions, theaters, museums, churches, and several colleges, all within easy reach. This remarkable property offers the perfect balance of luxury, privacy, and convenienceâ??an extraordinary place to call home.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,532
Status:
Active
MLS#:
5091566
Type:
Single Family
Lot size:
0.8 Acres
Year built:
1995
Courtesy: BHHS Verani Nashua
View additional info

ADDITIONAL INFORMATION

Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, youâ??ll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Donâ??t miss this opportunity to own your slice of lake life â?? schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,188
Status:
Active
MLS#:
5089690
Type:
Single Family
Lot size:
5.1 Acres
Year built:
1900
Courtesy: HKS Associates, Inc.
View additional info

ADDITIONAL INFORMATION

This home has charming vintage character with endless potential to truly shine. Classic wood floors, detailed window and baseboard trim, and a cozy living room with a fireplace create a warm, inviting atmosphere. The layout includes two full baths for added convenience. Set on over 5 acres, the property offers a blend of open space and woods - for a myriad of uses. Please do not enter the barn. It is unsafe.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,750
Status:
Active
MLS#:
5088998
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1974
Courtesy: RE/MAX Town & Country
View additional info

ADDITIONAL INFORMATION

Tucked away at the end of the road, this one-of-a-kind contemporary hexagon home offers peace, privacy, and inspiring views of Spofford Lake. Set on 1.1 acres with flowering gardens and a thriving vegetable garden, the property feels like a private sanctuary. Inside, warm pine floors lead through inviting living spaces including a sun-drenched glass sunroom, cozy den, artist studio, and living room with fireplace and wood stove. With 3 bedrooms, 2 baths, a large laundry room, and attached 2-car garage, this special home blends comfort, creativity, and nature beautifully.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,378
Status:
Active
MLS#:
5085113
Type:
Single Family
Lot size:
1.66 Acres
Year built:
1972
Courtesy: Four Seasons Sotheby's International Realty
View additional info

ADDITIONAL INFORMATION

Major Price Drop! This delightful, cozy and turn key country home offers practical and attractive interior space including such exciting features as updated kitchen and bathrooms, hardwood flooring, mini-split air conditioning and a lovely lower level renovated to include a third bedroom, office, large bath and laundry. The property is conveniently located on a rise of land above Rt. 9 and accessed by a shared driveway, within a short drive to crystal clear Spofford Lake and an easy commute to Keene, NH or Bratteboro, VT. A most desirable personal home...available at a great value price!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,515
Status:
Active
MLS#:
5084104
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1963
Courtesy: New Space Real Estate, LLC
View additional info

ADDITIONAL INFORMATION

PRICE REDUCTION Nestled on the waterfront of Spofford Lake, this charming seasonal retreat presents a rare opportunity to own on one of the regionâ??s most tightly held lakes. Set in a peaceful and secluded setting, this home offers a true sense of escape with direct access to the water. This thoughtfully renovated 2-bedroom, 1.5-bath home features a warm and inviting interior that balances modern updates with timeless lake house character. Offered fully furnished, the property is truly turnkey & ready to be enjoyed immediately without the need for additional work or investment. Life here centers around the water: boating, kayaking, swimming, and fishing are just steps from your door, with long summer days and evenings defined by the natural beauty of the lake. This property offers an ideal setting for both relaxation and gathering, creating memorable experiences throughout the season. With limited inventory and strong demand for waterfront homes in this area, opportunities like this are increasingly difficult to find. Secure your place on Spofford Lake now and take full advantage of the summer season from day one.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,403
Status:
Active
MLS#:
5074788
Type:
Single Family
Lot size:
3.37 Acres
Year built:
2026
Courtesy: Greenwald Realty Group
View additional info

ADDITIONAL INFORMATION

To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has other options for home plans and the ability to make some changes to this one with alternative pricing for upgrades. This is an opportunity to have a new home where some of the decisions made come from years of professional experience and some where you can add items on your wish list to fit your needs and taste. The lot is entered off a shared driveway and tucked into the land with private well and septic. The house is built with to energy star standards. You are minutes to Brattleboro and close to Keene in an established neighborhood area. The photos are from a home currently being built in Swanzey NH with the same floor plan. Construction will start once the home is under contract.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,440
Status:
Active
MLS#:
5069723
Type:
Single Family
Lot size:
57.76 Acres
Year built:
1984
Courtesy: Farms & Barns Real Estate LLC
View additional info

ADDITIONAL INFORMATION

SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuitsâ??without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chefâ??s kitchen overlooking the red barnâ??s activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lovely galley kitchen, a ¾ bath with laundry, and a big office/meeting upstairs, both levels with mini splits for heat & AC. Additional amenities include a stunning granite patio w/firepit, large outdoor arena, multiple paddocks, hay storage, equipment lean-tos, and ample trailer/staff/guest parking. Off-farm riding includes miles of dirt roads and access to nearby 13,000-acre Pisgah State Park w/62 miles of trails. Shooting Star is more than a farmâ??itâ??s a lifestyle investment for those who value privacy, purpose, and the quiet satisfaction of working with horses in a setting that inspires. Just 15 mins. from Keene, NH for shopping, dining, and all services. Close to I-91, too.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,425
Status:
Active
MLS#:
5068239
Type:
Single Family
Lot size:
5.76 Acres
Year built:
1839
Courtesy: Greenwald Realty Group
View additional info

ADDITIONAL INFORMATION

Over 5 acres with open, level and slightly sloping land. Enter the home through a large mudroom that leads to the kitchen, garage and side yard. The home has an open kitchen, dining and living area with bedroom on the first floor and full bath. The front covered porch welcomes you into the front entry that also leads to the basement. The second floor has three bedrooms with great natural light and a 3/4 bath off the hall way that is also accessed from the larger bedroom. Currently heated and cooled with new mini splits and a new propane hot air system. Other updates include fresh paint, vinyl flooring, new toilets, and new lighting. The attached garage is to the right of the house off the driveway with an additional storage area or work shop, above this space is a second floor bonus room where you access with an exterior stairway off the side of the house. The lot is 5.760 acres that also has road frontage on Poocham Road. Zoned Rural/Agricultural and sits tucked in off Route 9 with easy access to Keene and Brattleboro. Deeded shared driveway off Route 9. Property being sold as is. There is a pellet furnace in the basement that will need some parts replaced to operate that will be left with the property along with a large bin of pellets.

Beds:
6
Baths:
6.00
Sq.Ft.:
6,476
Status:
Active
MLS#:
5067451
Type:
Single Family
Lot size:
18.06 Acres
Year built:
2025
Courtesy: Greenwald Realty Group
View additional info

ADDITIONAL INFORMATION

***SUBSTANTIAL PRICE IMPROVEMENT! Never before lived in, this extraordinary Connecticut River estate offers a rare opportunity to own 18± private acres and 1,200± feet of pristine river frontage, complete with a sandy beach and breathtaking views. One of the last remaining undivided waterfront parcels of its kind, this newly constructed 6,400± sq ft residence blends luxury, privacy, and natural beauty in an irreplaceable setting. Designed for both everyday living and exceptional entertaining, the home features 6 bedrooms, 6.5 baths, and an accessory dwelling unit with a private entranceâ??ideal for multigenerational living, guests, or extended stays. Thoughtful craftsmanship is evident throughout, including 3/4â? oak flooring, Marvin windows, porcelain-tiled baths, and custom cabinetry. Whether launching a boat from your shoreline, enjoying sunsets over the river, or hosting family and friends in a truly remarkable setting, this property delivers an unparalleled lifestyle rarely found in New England. A one-of-a-kind waterfront estate offering a legacy property for generations to come. A seller credit will be provided at closing for kitchen, bathroom, and closet accoutrements, offering the opportunity to personalize the finishing touches to suit your own taste and style. Competitive seller financing options available. Just 5 minutes from Brattleboro and I-91 and only 15 minutes from Keene.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Chesterfield Real Estate

Chesterfield is located in New Hampshire. Chesterfield, New Hampshire has a population of 3,562. Chesterfield is more family-centric than the surrounding county with 30.2% of the households containing married families with children. The county average for households married with children is 26.09%.

The median household income in Chesterfield, New Hampshire is $86,635. The median household income for the surrounding county is $69,360 compared to the national median of $69,021. The median age of people living in Chesterfield is 45.7 years.

Chesterfield Weather

The average high temperature in July is 81.5 degrees, with an average low temperature in January of 9.6 degrees. The average rainfall is approximately 45.4 inches per year, with 55.1 inches of snow per year.

Chesterfield Map

Chesterfield Real Estate Market Conditions

  • Median sales price

    $355,000
    18.8%
    change since last quarter
  • # Active listings

    23
    30-day change

Chesterfield Schools and Demographics

Education near Chesterfield, NH

City County
High School Graduates 93.59 93.7
College Degree - 2 year 11.17 10.27
College Degree - 4 year 40.82 33.06
Graduate Degree 16.08 9.57
Expenditures per Student 20,823 20,823
Students per Teacher 11.3 11.3

Elementary Schools near Chesterfield, NH

Grades Students P/T Ratio ZIP
Chesterfield Central School KG - 08 278 11.1 03443
Cutler School 03 - 06 294 14.3 03446
Hinsdale Elementary School PK - 05 272 10.9 03451
Mount Caesar School PK - 02 287 13 03446
Westmoreland School KG - 08 153 12.9 03467
Winchester School PK - 08 426 13.3 03470

Middle Schools near Chesterfield, NH

Grades Students P/T Ratio ZIP
Hinsdale Middle High School 06 - 08 124 10.7 03451
Monadnock Regional Middle School 07 - 08 259 16.7 03446

High Schools near Chesterfield, NH

Grades Students P/T Ratio ZIP
Hinsdale High School 09 - 12 151 7.1 03451
Monadnock Regional High School 09 - 12 545 11.3 03446

Demographics near Chesterfield, NH

City County
Neighborhood Type Small town
Population 3,562 76,473
Population Density 78 108
Median Age 45.7 43.1
People per Household 2.5 2.4
Median Household Income 86,635 69,360
Average Income per Capita 45,245 36,172

Real estate near Chesterfield