Chesterfield, NH Homes

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  /60

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 5,103 Sq Ft

  85 Foley Rd, Chesterfield, NH 03443

  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

  Nancy Proctor BHG Masiello Keene

  85 Foley Rd, Chesterfield, NH 03443
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  /5

  $2,400 per month

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  477 Route 63, Chesterfield, NH 03443

  Beautiful country setting rental, perfect for traveling nurses or other month to month occupants. Fully furnished. Tenant pays Electricity, Propane Heat, and Lease agreement negotiable.

  Paul Rodenhauser BHG Masiello Keene

  477 Route 63, Chesterfield, NH 03443
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  /60

  $635,000 Sold Sep 18, 2025

  • 1,448 Sq Ft
  • $439/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  23 Bittersweet Ln, Chesterfield, NH 03466

  Escape the day to day at this picturesque waterfront Cape! Down your private publicly-maintained deadend road, beside the hillside and quaint horse fence, awaits majestic views to envelop you at this park-like setting on the Connecticut River. Your private 3-acre property has over 500’ of riverfront and views with your own beach area and naturally-formed rock jetty. While you’re near to many

  Mary M. Belle Isle EXP Realty

  23 Bittersweet Ln, Chesterfield, NH 03466
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  /20

  Est $589,682 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  193 Valley Park Dr, Spofford, NH 03462

  193 Valley Park Dr, Spofford, NH 03462
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  /60

  $1,129,000

  • 4 Beds
  • 4 Baths
  • 3,844 Sq Ft

  183 Pinnacle Springs Rd, Chesterfield, NH 03443

  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

  Ryan Goodell EXP Realty

  183 Pinnacle Springs Rd, Chesterfield, NH 03443
• 

  

  /18

  $2,900 per month

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Apartment for Rent

  73 Main St Unit 1, Chesterfield, NH 03466

  Welcome to your next chapter at 73 Main Street in beautiful West Chesterfield, NH — where comfort, space, and convenience meet. Featuring an expansive open layout, this property offers generously sized rooms, perfect for families, remote workers, or anyone needing a little extra elbow room. Step outside to enjoy the large deck and back yard, ideal for weekend BBQs or morning coffee with a

  Kelsey Malloy Keller Williams Realty Metro-Keene

  73 Main St Unit 1, Chesterfield, NH 03466
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  /24

  $310,000 Sold Sep 16, 2025

  • 2,884 Sq Ft
  • $107/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1850

  242 Edgar Rd, Spofford, NH 03462

  Presently used as a single-family home, this property has a 1-bedroom 2nd floor apartment for use as a rental or more family space. Enter thru the front enclosed porch to a foyer area leading to a den on the left and straight ahead into the living room. Connected to the living room by an open arch is additional space for a reading area or work space. The adjacent kitchen is large, has ample

  Timothy Keating BHG Masiello Keene

  242 Edgar Rd, Spofford, NH 03462
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  /36

  Est $309,154 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft

  35 Pierce Rd, Chesterfield, NH 03462

  35 Pierce Rd, Chesterfield, NH 03462
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  /49

  $750,000

  • 4 Beds
  • 2 Baths
  • 2,875 Sq Ft

  136 Cross Rd, West Chesterfield, NH 03466

  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

  Robert Ingham Coldwell Banker Realty Center Harbor NH

  136 Cross Rd, West Chesterfield, NH 03466
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  /16

  $6,700 per month

  • 4 Beds
  • 2.5 Baths
  • 4,823 Sq Ft
  • House for Rent

  18 Namaschaug Landing, Spofford, NH 03462

  A RENTAL LIKE NO OTHER!!! WELCOME TO THE LAKE! You're going to absolutely love this stunning “Lake Life Dream Home”. This executive level, meticulously maintained home overlooks gorgeous Spofford Lake, in Chesterfield, N.H. You’ll have over 100 ft. of incredible lakefront to enjoy all your favorite summer watersport activities, expansive deck, stone patio, lake front gazebo, dock, included. The

  Todd Bassler Greenwald Realty Group

  18 Namaschaug Landing, Spofford, NH 03462
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  /32

  $374,900 Sold Sep 12, 2025

  • 1,080 Sq Ft
  • $347/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  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
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  /40

  Est $686,924 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,536 Sq Ft

  30 White Birch Dr, Chesterfield, NH 03443

  30 White Birch Dr, Chesterfield, NH 03443
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  /45

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,210 Sq Ft

  61 Orchard Rd, Chesterfield, NH 03443

  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

  Timothy Keating BHG Masiello Keene

  61 Orchard Rd, Chesterfield, NH 03443
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  /58

  $500,000 Sold Sep 11, 2025

  • 2,520 Sq Ft
  • $198/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  384 Gulf Rd, West Chesterfield, NH 03466

  Spacious Chalet on 2.93 Peaceful Acres in Chesterfield, NH.Plenty of room for a large family or a perfect weekend retreat awaits on 2.93 serene acres, along a quintessential country road in highly desirable Chesterfield, NH. This well-maintained and expanded chalet offers over 2,200 square feet of living space across three levels.Highlights include cathedral ceilings, warm wood

  Alison Fissette Alset Realty LLC

  384 Gulf Rd, West Chesterfield, NH 03466
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  /40

  Est $618,585 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,744 Sq Ft

  25 Pine Tree Cir, Spofford, NH 03462

  25 Pine Tree Cir, Spofford, NH 03462
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  /49

  $895,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,116 Sq Ft

  125 Stage Rd, West Chesterfield, NH 03466

  19+ acres of ultimate privacy surround this spectacular home with timeless details and stunning views, offering a perfect blend of comfort & sophistication. The contractor/owner exquisitely built and maintained the property and thought of everything, starting with the welcoming foyer adorned with Spanish marble. The chef’s kitchen features granite counters, a downdraft gas stove, mesquite

  Ben Prentice Keller Williams Realty Metro-Keene

  125 Stage Rd, West Chesterfield, NH 03466
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  /55

  $1,336,000 Sold Sep 09, 2025

  • 1,927 Sq Ft
  • $693/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1950

  40 N Shore Rd, Spofford, NH 03462

  A rare opportunity to own an absolutely charming cottage on Spofford Lake. It checks so many of the boxes that buyers are looking for....private, lovely flat landscaped lot, with everything you need on the first floor. It has a large dining room with a brick fireplace, the large living room has a cathedral ceiling and glass wall over looking the lake. The kitchen has an eat-in island, double

  Tere Clarkson RE/MAX Town & Country

  40 N Shore Rd, Spofford, NH 03462
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  /29

  Est $295,904 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  1739 Route 9, Spofford, NH 03462

  1739 Route 9, Spofford, NH 03462
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  /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
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  /57

  $1,260,000 Sold Sep 03, 2025

  • 4,290 Sq Ft
  • $294/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1990

  53 Lorenz Rd, West Chesterfield, NH 03466

  Welcome to your private sanctuary nestled on 37.74 acres of beautifully landscaped grounds in one of the most desirable locations in West Chesterfield. Farmhouse style Colonial built in 1990 with breathtaking views of Vermont, rolling fields, and a serene pond perfect for fishing or quiet reflection, this extraordinary property offers the ideal balance of luxury, space, and tranquility. The

  Josh Greenwald Greenwald Realty Group

  53 Lorenz Rd, West Chesterfield, NH 03466
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  /23

  Est $328,890 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,414 Sq Ft

  1596 Route 9, Spofford, NH 03462

  1596 Route 9, Spofford, NH 03462
• 

  

  /18

  $260,000

  • Land
  • 0.68 Acre
  • $382,353 per Acre

  36 Canal St, Spofford, NH 03462

  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

  Kelsey Malloy Keller Williams Realty Metro-Keene

  36 Canal St, Spofford, NH 03462
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  /45

  $400,000 Sold Aug 29, 2025

  • 1,027 Sq Ft
  • $389/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  247 N Shore Rd, Spofford, NH 03462

  Two bedroom cottage with shared lake access set off the road with a great floor plan. The front windows wrap around the sides to provide great natural lignt and fresh air. You are welcomed with an open deck, covered entry and deck for extended living. The kitchen has a portable island, great storage and counter space that is open to the living area. The dining area has a passthrough from the

  Sandy Cormier Greenwald Realty Group

  247 N Shore Rd, Spofford, NH 03462
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  /23

  Est $254,936 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  395 Pond Brook Rd, West Chesterfield, NH 03466

  395 Pond Brook Rd, West Chesterfield, NH 03466
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  /13

  $330,000

  • Land
  • 2.01 Acres
  • $164,179 per Acre

  0 Stow Dr Unit 4929741, Chesterfield, NH 03466

  Great level commercial lot with easy access to Route 9 close to Brattleboro and Keene. Many options for its use.

  Sandy Cormier Greenwald Realty Group

  0 Stow Dr Unit 4929741, Chesterfield, NH 03466
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  /43

  $365,000 Sold Aug 29, 2025

  • 2,359 Sq Ft
  • $155/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  663 Gulf Rd, West Chesterfield, NH 03466

  Welcome to 663 Gulf Road — Where Nature, Privacy, and Convenience Come Together. Tucked away on one of West Chesterfield’s most scenic dirt roads, 663 Gulf Road offers a rare blend of privacy, natural beauty, and accessibility. Surrounded by peaceful woods and just steps from year-round waterfalls and walking trails, this property invites you to slow down and enjoy the outdoors every day. Just

  Kelsey Malloy Keller Williams Realty Metro-Keene

  663 Gulf Rd, West Chesterfield, NH 03466
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  /39

  Est $426,515 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft

  11 High St, Chesterfield, NH 03462

  11 High St, Chesterfield, NH 03462
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  /34

  $520,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  18 Very Mill Rd, Spofford, NH 03462

  Move right into this gorgeous 3-year-old home, just minutes from Keene and Brattleboro. With 3 bedrooms, 3 baths, and a covered front farmers porch, this move-in-ready property blends modern comfort with timeless charm.The first floor offers an open-concept layout with a stylish white Shaker kitchen featuring granite countertops, a large island, and stainless steel appliances. Sliding glass

  Cynthia Westover Galloway Real Estate LLC

  18 Very Mill Rd, Spofford, NH 03462
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  /60

  $1,925,000 Sold Aug 21, 2025

  • 5,230 Sq Ft
  • $368/SF
  • 19 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1989

  45 Welcome Hill Rd, West Chesterfield, NH 03466

  Step into timeless elegance and modern luxury in this exceptional executive level residence, perfectly situated overlooking panoramic views of the Connecticut River Valley. Designed with discerning taste and refined craftsmanship, this home offers an unparalleled blend of sophistication, comfort, and functionality. Featuring over 5,230 sq.ft. of meticulously designed living space, this property

  Todd Bassler Greenwald Realty Group

  45 Welcome Hill Rd, West Chesterfield, NH 03466
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  /26

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,278 Sq Ft

  52 Church St, Chesterfield, NH 03462

  52 Church St, Chesterfield, NH 03462
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  /51

  $1,525,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,498 Sq Ft

  46 N Shore Rd, Chesterfield, NH 03462

  Ultimate Lakeside Living at Spofford Lake. Experience luxury and comfort in this meticulously renovated, turn-key home on the prestigious Spofford Lake. Professionally Designed for year-round enjoyment, every detail has been carefully considered so you can move in and start making memories from day one. Full interior and exterior painting delivers a modern, cohesive look. All floors have been

  Nancy Proctor BHG Masiello Keene

  46 N Shore Rd, Chesterfield, NH 03462
• 

  

  /22

  $365,000 Sold Aug 01, 2025

  • 543 Sq Ft
  • $672/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  263 Welcome Hill Rd, Chesterfield, NH 03466

  Nestled away from the hustle and bustle of city life, there lies a breathtaking piece of land, a sanctuary of natural beauty spanning 108 acres. This recreational haven features a charming, seasonal cabin that offers a nice mix of rustic charm for those seeking privacy. You'll be in awe as you walk in this 1 bedroom private get-a-way. And yes, it offers a full kitchen, 3/4 bath, living room, and

  Todd Bassler Greenwald Realty Group

  263 Welcome Hill Rd, Chesterfield, NH 03466
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  /32

  Est $515,565 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  253 Pond Brook Rd, West Chesterfield, NH 03466

  253 Pond Brook Rd, West Chesterfield, NH 03466
• 

  

  /41

  $529,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  21 Valley Park Dr, Spofford, NH 03462

  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

  Todd Bassler Greenwald Realty Group

  21 Valley Park Dr, Spofford, NH 03462
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  /4

  $164,500 Sold Jul 14, 2025

  • Land
  • 107.7 Acres
  • $1,527 per Acre

  • 12 Days On Market

  0 Stones Mill Rd Unit 5045865, Chesterfield, NH 03443

  A surveyed 107.7-acre tract of land abutting the 13,000+acre Pisgah State Park is an ideal location for anyone looking to enjoy the outdoors whether for hunting, hiking or camping. Streams and a nearby pond offer wildlife viewing year-round. The serene setting offers a natural escape from the everyday hustle and bustle of the city as you reconnect with nature and everything it has to offer.

  Fred Blais Blais & Associates, Realtors

  0 Stones Mill Rd Unit 5045865, Chesterfield, NH 03443
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  /25

  Est $481,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,345 Sq Ft

  21 Cobleigh Estates Rd, West Chesterfield, NH 03466

  21 Cobleigh Estates Rd, West Chesterfield, NH 03466
• 

  

  /40

  $425,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  528 N Shore Rd, Chesterfield, NH 03462

  **Offer Deadline 9/5/25 at 5PM**Discover a rare opportunity to live in the sought-after Spofford Lake district at a price point that stands apart from the rest. This beautifully maintained single-level home combines comfort, convenience, and an unbeatable location just steps from the water.The thoughtful floor plan offers effortless one-level convenience with sunlit rooms that

  Kelsey Malloy Keller Williams Realty Metro-Keene

  528 N Shore Rd, Chesterfield, NH 03462
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  /45

  $401,000 Sold Jul 01, 2025

  • 4,981 Sq Ft
  • $81/SF
  • 5 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1839

  108 Westmoreland Rd, Spofford, NH 03462

  Nestled on 21 sprawling acres, this estate, formerly known as "The Maples- Bed & Breakfast" offers a unique blend of historical charm and modern luxury. This large property has a true New England feel and features multiple screened-in porches, perfect for enjoying the natural surroundings. The first floor is designed for seamless living, boasting a large open living room, primary bedroom suite, a

  Todd Bassler Greenwald Realty Group

  108 Westmoreland Rd, Spofford, NH 03462
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  /38

  Est $824,479 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,486 Sq Ft

  187 N Shore Rd, Spofford, NH 03462

  187 N Shore Rd, Spofford, NH 03462
• 

  

  /51

  $389,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  84 Brook St, Chesterfield, NH 03466

  Looking to downsize? Looking for that perfect first home? Or anything in-between! This 3 bedroom, 2 bath, home is open and bright, and best of all, single level! The location could not be prettier, sitting by the brook it's a perfect spot to dip your toes in the cool water on a hot summer day, or just listen to the sound of the water from the stone patio. The kitchen, dining area, and living

  Rebecca Seymour Brattleboro Area Realty

  84 Brook St, Chesterfield, NH 03466

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