Chesterfield, MA Homes

• 

  

  

  /4

  $321,600

  • Land
  • 201 Acres
  • $1,600 per Acre

  Off Bryant St, Chesterfield, MA 01012

  The Kingsley Lot is 201.3 acres of forest land with 6,760 feet of frontage along the federally designated Wild and Scenic Westfield River in Chesterfield, MA. There is an island in the river that is a part of this property. The property is subject to a permanent Conservation Restriction held by the Mass Div Conservation and Recreation, formerly DEM, that prohibits development and has harvesting

  Keith Ross LANDVEST

  Off Bryant St, Chesterfield, MA 01012
• 

  Explore Chesterfield

• 

  

  

  /40

  $335,000 Sold May 05, 2025

  8 Antin Rd, Chesterfield, MA 01012

  • 2 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • Built 1968

  Last Sold Summary

  • 23% Below List Price
  • $314/SF
  • 247 Days On Market

  Current Estimated Value $361,201

  Last Listing Agent Bob Canon Canon Real Estate, Inc.

  8 Antin Rd, Chesterfield, MA 01012
• 

  

  

  /36

  Est $834,645 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,568 Sq Ft

  10 Antin Rd, Chesterfield, MA 01012

  10 Antin Rd, Chesterfield, MA 01012
• 

  

  

  /9

  $321,600

  • Land
  • 201 Acres
  • $1,600 per Acre

  off Bryant St, Chesterfield, MA 01012

  The Kingsley Lot is 201.3 acres of forest land with 6,760 feet of frontage along the federally designated Wild and Scenic Westfield River in Chesterfield , MA. There is an island in the river that is a part of this property. The property is subject to a permanent Conservation Restriction held by the Mass Div Conservation and Recreation, formerly DEM, that prohibits development and has harvesting

  Keith Ross LandVest, Inc.

  off Bryant St, Chesterfield, MA 01012
• 

  

  

  /42

  $750,000 Sold Nov 19, 2025

  330 East St, Williamsburg, MA 01096

  • 3 Beds
  • 2 Baths
  • 2,922 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Below List Price
  • $257/SF
  • 88 Days On Market

  Current Estimated Value $756,930

  Last Listing Agent Jill Vincent-Lapan Canon Real Estate, Inc.

  330 East St, Williamsburg, MA 01096
• 

  

  /33

  Est $417,668 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  87 Cummington Rd, West Chesterfield, MA 01084

  87 Cummington Rd, West Chesterfield, MA 01084
• 

  

  /8

  $75,000

  • Land
  • 2.57 Acres
  • $29,183 per Acre

  0 Stage Rd Unit 73433439, Chesterfield, MA 01012

  Very lovely wooded site with many Oak Trees. Area overlooks neighboring fields while at the same time offering much privacy. Easy access through opening in the stone walls that surround the lot on 3 sides. Great location only 5-6 miles to Williamsburg 20 minutes to Northampton. Wonderful attractive building sites. Recent Perc test

  James Molyneux Molyneux Realty

  0 Stage Rd Unit 73433439, Chesterfield, MA 01012
• 

  

  /40

  $430,000 Sold Aug 29, 2025

  109 East St, Chesterfield, MA 01012

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $318/SF
  • 8 Days On Market

  Last Listing Agent Holly Young Delap Real Estate LLC

  109 East St, Chesterfield, MA 01012
• 

  

  /42

  Est $432,286 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,017 Sq Ft

  33 Farmhouse Rd, Chesterfield, MA 01012

  33 Farmhouse Rd, Chesterfield, MA 01012
• 

  

  /4

  $460,000 New Construction

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  63 Sugar Hill Rd, Williamsburg, MA 01096

  To Be Built this Spring! Adorable energy efficient Cape in the wonderful Hilltown community of Chesterfield. 2 Minutes to Williamsburg and 15 minutes to Northampton. Large great room with open floor plan. 2 bedroom, 1 full bath plus an expandable 2nd floor with unfinished 500 sqft. with 2 dormers and the possibility to add 2 more bedrooms and a 2nd bath. Full unfinished basement with exterior

  Craig Della Penna The Murphys REALTORS®, Inc.

  63 Sugar Hill Rd, Williamsburg, MA 01096
• 

  

  /9

  $60,000 Sold May 20, 2025

  40 East St, Chesterfield, MA 01012

  • Land
  • 4.47 Acres
  • $13,423 per Acre

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Alexis Noyes Brick & Mortar Northhampton

  40 East St, Chesterfield, MA 01012
• 

  

  /24

  Est $192,487 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  33 South St, Chesterfield, MA 01012

  33 South St, Chesterfield, MA 01012
• 

  

  /41

  $749,900

  • 5 Beds
  • 2.5 Baths
  • 2,368 Sq Ft

  254 Bryant St, Chesterfield, MA 01012

  Meticulously built custom home in a beautiful country setting, nestled among mature trees offering exceptional privacy. This spacious property features an open living room/dining set up which opens to a sun-soaked Trex deck. A cozy first-floor office/den provides flexible living space with beautiful natural light. The gorgeous kitchen features rich hickory cabinetry, gleaming granite countertops,

  Molly Gold Canon Real Estate, Inc.

  254 Bryant St, Chesterfield, MA 01012
• 

  

  /26

  $550,000 Sold Feb 10, 2026

  5 Bofat Hill Rd, Williamsburg, MA 01096

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft
  • Built 2014

  Last Sold Summary

  • $272/SF
  • 75 Days On Market

  Last Listing Agent Jon Scagel Venture

  5 Bofat Hill Rd, Williamsburg, MA 01096
• 

  

  /28

  Est $340,727 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft

  21 South St, Chesterfield, MA 01012

  21 South St, Chesterfield, MA 01012
• 

  

  /54

  $1,850,000

  • 5 Beds
  • 2.5 Baths
  • 3,464 Sq Ft

  31 North Rd, Chesterfield, MA 01012

  The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive

  Grace Golden EQUINE HOMES REAL ESTATE, LLC

  31 North Rd, Chesterfield, MA 01012
• 

  

  /18

  $78,500 Sold Oct 14, 2025

  Lot 2 Bissell Rd, Chesterfield, MA 01012

  • Land
  • 3.1 Acres
  • $25,323 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 46 Days On Market

  Last Listing Agent Kelley And Katzer Team Kelley & Katzer Real Estate, LLC

  Lot 2 Bissell Rd, Chesterfield, MA 01012
• 

  

  /37

  Est $321,661 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  386 Main Rd, Chesterfield, MA 01012

  386 Main Rd, Chesterfield, MA 01012
• 

  

  /40

  $220,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  134 Indian Hollow Rd, Chesterfield, MA 01012

  Escape to tranquility at this charming 2 BR, 1-bath cottage nestled in nature. Spanning 6.17 acres of lush woodlands, this retreat is perfect for outdoor enthusiasts who enjoy hiking, gardening, or peaceful surroundings. The rustic wood-paneled exterior and sloping landscapes create a cozy lifestyle immersed in nature. Inside, the open floor plan connects the cozy kitchen, living, and dining

  Maria Christina Wichert REMAX Connections - Belchertown

  134 Indian Hollow Rd, Chesterfield, MA 01012
• 

  

  /13

  $70,000 Sold Apr 15, 2025

  lot A Pynchon Rd, Chesterfield, MA 01012

  • Land
  • 4.93 Acres
  • $14,199 per Acre

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

  lot A Pynchon Rd, Chesterfield, MA 01012
• 

  

  /42

  Est $359,862 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  502 Main Rd, Chesterfield, MA 01012

  502 Main Rd, Chesterfield, MA 01012
• 

  

  /25

  $165,000 Sold Jan 21, 2026

  204 Ireland St, West Chesterfield, MA 01084

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft
  • Built 1930

  Last Sold Summary

  • 25% Below List Price
  • $219/SF
  • 69 Days On Market

  Last Listing Agent James Molyneux Molyneux Realty

  204 Ireland St, West Chesterfield, MA 01084
• 

  

  /39

  Est $343,233 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 847 Sq Ft

  653 Main Rd, Chesterfield, MA 01012

  653 Main Rd, Chesterfield, MA 01012
• 

  

  /40

  $700,000 Sold Feb 10, 2026

  345 Ireland St, West Chesterfield, MA 01084

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $367/SF
  • 6 Days On Market

  Last Listing Agent Lisa Carroll Delap Real Estate LLC

  345 Ireland St, West Chesterfield, MA 01084
• 

  

  /23

  Est $299,217 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  238 Bryant St, Chesterfield, MA 01012

  238 Bryant St, Chesterfield, MA 01012
• 

  

  /42

  $389,900 Sold May 15, 2025

  11 Bryant St, Chesterfield, MA 01012

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft
  • Built 1955

  Last Sold Summary

  • 19% Below List Price
  • $191/SF
  • 100 Days On Market

  Current Estimated Value $401,350

  Last Listing Agent Alice Kempf Kempf-Vanderburgh Realty Consultants, Inc.

  11 Bryant St, Chesterfield, MA 01012
• 

  

  /35

  Est $517,190 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft

  309 Ireland St, West Chesterfield, MA 01084

  309 Ireland St, West Chesterfield, MA 01084
• 

  

  /27

  $300,000 Sold Mar 14, 2025

  11 Damon Pond Rd, Chesterfield, MA 01012

  • 3 Beds
  • 1 Bath
  • 1,094 Sq Ft
  • Built 1996

  Last Sold Summary

  • $274/SF
  • 20 Days On Market

  Current Estimated Value $314,606

  Last Listing Agent James Kwiecinski The Murphys REALTORS®, Inc.

  11 Damon Pond Rd, Chesterfield, MA 01012
• 

  

  /42

  Est $460,595 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,068 Sq Ft

  185 East St, Williamsburg, MA 01096

  185 East St, Williamsburg, MA 01096
• 

  

  /42

  $591,000 Sold Sep 26, 2025

  101 East St, Williamsburg, MA 01096

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $366/SF
  • 4 Days On Market

  Current Estimated Value $600,366

  Last Listing Agent Jocelyn Cleary Canon Real Estate, Inc.

  101 East St, Williamsburg, MA 01096
• 

  

  /42

  Est $663,962 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  108 South St, Chesterfield, MA 01012

  108 South St, Chesterfield, MA 01012
• 

  

  /40

  $435,000 Sold Aug 12, 2025

  11 Farmhouse Rd, Chesterfield, MA 01012

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Below List Price
  • $207/SF
  • 39 Days On Market

  Last Listing Agent Dan Schachter DCS Real Estate, LLC

  11 Farmhouse Rd, Chesterfield, MA 01012
• 

  

  /39

  Est $530,418 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,449 Sq Ft

  43 Munson Rd, Chesterfield, MA 01012

  43 Munson Rd, Chesterfield, MA 01012
• 

  

  /41

  $362,000 Sold Jun 06, 2025

  325 East St, Williamsburg, MA 01096

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Above List Price
  • $278/SF
  • 2 Days On Market

  Current Estimated Value $386,648

  Last Listing Agent Cyd Scott Cohn & Company

  325 East St, Williamsburg, MA 01096
• 

  

  /27

  Est $457,669 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,528 Sq Ft

  1 Curtis Rd, Williamsburg, MA 01096

  1 Curtis Rd, Williamsburg, MA 01096
• 

  

  /13

  $415,000 Sold Oct 24, 2025

  39 Cowper Rd, Chesterfield, MA 01012

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft
  • Built 1800

  Last Sold Summary

  • 22% Above List Price
  • $411/SF
  • 4 Days On Market

  Last Listing Agent David Murphy The Murphys REALTORS®, Inc.

  39 Cowper Rd, Chesterfield, MA 01012
• 

  

  /21

  Est $374,995 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  583 Main Rd, Chesterfield, MA 01012

  583 Main Rd, Chesterfield, MA 01012
• 

  

  /12

  $235,000 Sold Sep 22, 2025

  46 Bray Rd, Chesterfield, MA 01012

  • 2 Beds
  • 1 Bath
  • 871 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $270/SF
  • 30 Days On Market

  Current Estimated Value $235,346

  Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

  46 Bray Rd, Chesterfield, MA 01012
• 

  

  /42

  Est $689,633 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,871 Sq Ft

  121 Ireland St, West Chesterfield, MA 01084

  121 Ireland St, West Chesterfield, MA 01084
• 

  

  /41

  $475,000 Sold Apr 22, 2025

  419 Main Rd, Chesterfield, MA 01012

  • 4 Beds
  • 2 Baths
  • 2,593 Sq Ft
  • Built 1870

  Last Sold Summary

  • 6% Above List Price
  • $183/SF
  • 5 Days On Market

  Current Estimated Value $495,885

  Last Listing Agent Michael Packard Coldwell Banker Community REALTORS®

  419 Main Rd, Chesterfield, MA 01012

Showing Results 1 - 40, Page 1 of 18