Chesterfield, NH Homes

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  $1,900,000

  • 3 Beds
  • 2 Baths
  • 2,440 Sq Ft

  484 Old Swanzey Rd, Chesterfield, NH 03462

  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 pursuits—without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the

  Shirley Sullivan Farms & Barns Real Estate LLC

  484 Old Swanzey Rd, Chesterfield, NH 03462
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  $970,000 Sold Jan 15, 2026

  85 Foley Rd, Chesterfield, NH 03443

  • 4 Beds
  • 3.5 Baths
  • 5,103 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 31 Days On Market

  Last Listing Agent Nancy Proctor BHG Masiello Keene

  85 Foley Rd, Chesterfield, NH 03443
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  /48

  Est $575,124 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,365 Sq Ft

  15 Wrobel Rd, Chesterfield, NH 03462

  15 Wrobel Rd, Chesterfield, NH 03462
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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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  /55

  $400,000 Sold Jun 20, 2025

  121 Pond Brook Rd Unit 4-A001, West Chesterfield, NH 03466

  • 3 Beds
  • 1 Bath
  • 1,837 Sq Ft
  • Built 1974

  Last Sold Summary

  • 14% Below List Price
  • $218/SF
  • 63 Days On Market

  Current Estimated Value $416,812

  Last Listing Agent Connie Joyce RE/MAX Town & Country

  121 Pond Brook Rd Unit 4-A001, West Chesterfield, NH 03466
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  /36

  Est $317,902 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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  /42

  $375,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  123 Poocham Rd, West Chesterfield, NH 03466

  (Back on the market due to buyer not selling their home) Located in the desirable town of Chesterfield, in a private country setting, only 20 mins from downtown Keene and 10 mins from I-91 in Vermont. Just under 11 surveyed acres of land to explore, garden, harvest firewood etc. Includes an intermittent stream and 3 stonewall boundaries. The custom kitchen offers hard surface counter tops, all

  Fred Blais Blais & Associates, Realtors

  123 Poocham Rd, West Chesterfield, NH 03466
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  /49

  $881,500 Sold Oct 27, 2025

  125 Stage Rd, West Chesterfield, NH 03466

  • 4 Beds
  • 2.5 Baths
  • 4,116 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $214/SF
  • 96 Days On Market

  Current Estimated Value $894,136

  Last Listing Agent Ben Prentice Keller Williams Realty Metro-Keene

  125 Stage Rd, West Chesterfield, NH 03466
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  /40

  Est $676,926 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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  /48

  $314,000

  • 4 Beds
  • 2 Baths
  • 1,425 Sq Ft

  821 Route 9, West Chesterfield, NH 03466

  Great opportunity to take on where the current owner left off updating this home with much to offer. Enter the home through a large mudroom that connects to the garage. The home has an open kitchen, dining and living area with bedroom on the first floor and full bath. There is a wood stove for additional heat. The front covered porch welcomes you into a small entry that also leads to the

  Sandy Cormier Greenwald Realty Group

  821 Route 9, West Chesterfield, NH 03466
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  /2

  $212,500 Sold Sep 26, 2025

  20 Winchester Rd, Chesterfield, NH 03443

  • 4 Beds
  • 2.5 Baths
  • 4,151 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Above List Price
  • $51/SF
  • 0 Days On Market

  Current Estimated Value $318,000

  Last Listing Agent Jamie Watson BHG Masiello Keene

  20 Winchester Rd, Chesterfield, NH 03443
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  /40

  Est $618,644 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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  $2,495,000 Under Contract

  • 6 Beds
  • 5.5 Baths
  • 6,476 Sq Ft

  30 Farr Rd, Chesterfield, NH 03466

  A one-of-a-kind architectural masterpiece on a last-of-its-kind parcel right along the Connecticut River. This ±6,400 sq ft home exemplifies timeless comfort and modern design — brand new construction offering unrivaled privacy, natural beauty, and effortless sophistication. Set upon 18 acres with ±1,200 feet of uninterrupted river frontage, this is one of the last undivided parcels anywhere on

  TJ Kelly Greenwald Realty Group

  30 Farr Rd, Chesterfield, NH 03466
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  /60

  $635,000 Sold Sep 18, 2025

  23 Bittersweet Ln, Chesterfield, NH 03466

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • Built 1950

  Last Sold Summary

  • $439/SF
  • 21 Days On Market

  Current Estimated Value $638,529

  Last Listing Agent Mary M. Belle Isle EXP Realty

  23 Bittersweet Ln, Chesterfield, NH 03466
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  /29

  Est $287,333 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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  /5

  $529,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466

  To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two full 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

  Sandy Cormier Greenwald Realty Group

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466
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  /40

  $450,000 Sold Sep 22, 2025

  528 N Shore Rd, Chesterfield, NH 03462

  • 3 Beds
  • 1.5 Baths
  • 2,016 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $223/SF
  • 0 Days On Market

  Current Estimated Value $444,395

  Last Listing Agent Kelsey Malloy Keller Williams Realty Metro-Keene

  528 N Shore Rd, Chesterfield, NH 03462
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  /23

  Est $346,530 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,414 Sq Ft

  1596 Route 9, Spofford, NH 03462

  1596 Route 9, Spofford, NH 03462
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  /2

  $1,450,000 Sold Sep 29, 2025

  46 N Shore Rd, Chesterfield, NH 03462

  • 3 Beds
  • 2 Baths
  • 2,498 Sq Ft
  • Built 1948

  Last Sold Summary

  • 17% Below List Price
  • $580/SF
  • 140 Days On Market

  Current Estimated Value $1,425,671

  Last Listing Agent Nancy Proctor BHG Masiello Keene

  46 N Shore Rd, Chesterfield, NH 03462
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  /26

  Est $333,648 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  38 Rounds Rd, West Chesterfield, NH 03466

  38 Rounds Rd, West Chesterfield, NH 03466
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  /38

  $2,125,000 Sold Oct 14, 2025

  18 Namaschaug Landing, Spofford, NH 03462

  • 4 Beds
  • 3.5 Baths
  • 4,823 Sq Ft
  • Built 1995

  Last Sold Summary

  • $441/SF
  • 0 Days On Market

  Current Estimated Value $2,123,571

  Last Listing Agent Todd Bassler Greenwald Realty Group

  18 Namaschaug Landing, Spofford, NH 03462
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  /39

  Est $489,800 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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  /41

  $557,000 Sold Dec 10, 2025

  21 Valley Park Dr, Spofford, NH 03462

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Above List Price
  • $237/SF
  • 2 Days On Market

  Last Listing Agent Todd Bassler Greenwald Realty Group

  21 Valley Park Dr, Spofford, NH 03462
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  /38

  Est $437,226 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft

  445 Route 63, Chesterfield, NH 03443

  445 Route 63, Chesterfield, NH 03443
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  /43

  $365,000 Sold Aug 29, 2025

  663 Gulf Rd, West Chesterfield, NH 03466

  • 3 Beds
  • 2 Baths
  • 2,359 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $155/SF
  • 7 Days On Market

  Current Estimated Value $364,279

  Last Listing Agent Kelsey Malloy Keller Williams Realty Metro-Keene

  663 Gulf Rd, West Chesterfield, NH 03466
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  /32

  Est $568,736 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
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  $550,000 Sold Jan 06, 2026

  136 Cross Rd, West Chesterfield, NH 03466

  • 4 Beds
  • 2 Baths
  • 2,875 Sq Ft
  • Built 1983

  Last Sold Summary

  • 27% Below List Price
  • $191/SF
  • 102 Days On Market

  Last Listing Agent Robert Ingham Coldwell Banker Realty Center Harbor NH

  136 Cross Rd, West Chesterfield, NH 03466
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  /25

  Est $499,766 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
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  $374,900 Sold Sep 12, 2025

  995 Route 9, West Chesterfield, NH 03466

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $347/SF
  • 38 Days On Market

  Last Listing Agent Cynthia Westover Galloway Real Estate LLC

  995 Route 9, West Chesterfield, NH 03466
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  /38

  Est $780,130 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
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  $610,470 Sold Jun 24, 2025

  36 Split Oak Cir, Chesterfield, NH 03443

  • 3 Beds
  • 3 Baths
  • 3,282 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $186/SF
  • 0 Days On Market

  Current Estimated Value $620,282

  Last Listing Agent Josh Greenwald Greenwald Realty Group

  36 Split Oak Cir, Chesterfield, NH 03443
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  /25

  Est $662,838 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  46 Valley Park Dr, Spofford, NH 03462

  46 Valley Park Dr, Spofford, NH 03462
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  /45

  $401,000 Sold Jul 01, 2025

  108 Westmoreland Rd, Spofford, NH 03462

  • 6 Beds
  • 3.5 Baths
  • 4,981 Sq Ft
  • Built 1839

  Last Sold Summary

  • 15% Above List Price
  • $81/SF
  • 5 Days On Market

  Current Estimated Value $410,219

  Last Listing Agent Todd Bassler Greenwald Realty Group

  108 Westmoreland Rd, Spofford, NH 03462
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  /39

  Est $519,698 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  143 Streeter Hill Rd, West Chesterfield, NH 03466

  143 Streeter Hill Rd, West Chesterfield, NH 03466
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  $580,000 Sold Apr 22, 2025

  18 Meadowview Rd, West Chesterfield, NH 03466

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $288/SF
  • 100 Days On Market

  Current Estimated Value $614,357

  Last Listing Agent Sandy Cormier Greenwald Realty Group

  18 Meadowview Rd, West Chesterfield, NH 03466
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  /25

  Est $332,953 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  6 School St, Chesterfield, NH 03462

  6 School St, Chesterfield, NH 03462
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  /24

  $310,000 Sold Sep 16, 2025

  242 Edgar Rd, Spofford, NH 03462

  • 3 Beds
  • 2.5 Baths
  • 2,884 Sq Ft
  • Built 1850

  Last Sold Summary

  • $107/SF
  • 1 Day On Market

  Last Listing Agent Timothy Keating BHG Masiello Keene

  242 Edgar Rd, Spofford, NH 03462
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  /34

  Est $424,788 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,813 Sq Ft

  422 Pond Brook Rd, Chesterfield, NH 03466

  422 Pond Brook Rd, Chesterfield, NH 03466
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  $164,500 Sold Jul 14, 2025

  0 Stones Mill Rd Unit 5045865, Chesterfield, NH 03443

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

  Last Sold Summary

  • 24% Below List Price
  • 12 Days On Market

  Last Listing Agent Fred Blais Blais & Associates, Realtors

  0 Stones Mill Rd Unit 5045865, Chesterfield, NH 03443
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  /38

  Est $559,861 Not Listed For Sale

  • 2 Beds
  • 4.5 Baths
  • 2,294 Sq Ft

  52 Canal St, Spofford, NH 03462

  52 Canal St, Spofford, NH 03462

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