Hampshire, MA Homes

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  /41

  $810,000

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

  345 Ireland St, West Chesterfield, MA 01084

  This is the place where dreams come true! A large 3 bed/2.5 bath modern home, classic 2 stall barn with hayloft and insulated, heated 30x50 garage/barn w/ 16' ceilings on nearly 70 acres. Just 30 mins from Northampton this idyllic setting features bucolic views, open green fields and woods with stone walls and winding trails that lead to Jackson’s Brook. A contemporary home with warm traditional

  

  Lisa Carroll

  Delap Real Estate LLC

  (413) 366-3784

  345 Ireland St, West Chesterfield, MA 01084
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  /12

  $60,000 Sold Jul 01, 2025

  • Land
  • 2.06 Acres
  • $29,126 per Acre

  • 183 Days On Market

  63 Sugar Hill Rd, Williamsburg, MA 01096

  A building lot that is ready to go! Level, mostly open, with a well already in place. There is a septic system in place as well but it will need some additional work to be usable. Located on a charming paved country road, with easy access to Routes 143 and 9. The stone foundation from a former barn, stone walls and a man made pond are some of the interesting features found on this lot. All in

  Michael Packard Coldwell Banker Community REALTORS®

  63 Sugar Hill Rd, Williamsburg, MA 01096
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  /36

  Est $835,924 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
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  /18

  $100,000

  • Land
  • 3.10 Acres
  • $32,258 per Acre

  Lot 2 Bissell Rd, Chesterfield, MA 01012

  Build Your Dream Home Here! Don’t miss this incredible opportunity to own a stunning 3.1-acre lot with endless potential! Mostly cleared and ready for your dream home. This private and picturesque parcel offers the perfect blend of nature and convenience. A driveway has already been installed, and a successful perc test has been completed—one more step already done for you! Whether you're looking

  Kelley And Katzer Team Kelley & Katzer Real Estate, LLC

  Lot 2 Bissell Rd, Chesterfield, MA 01012
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  /42

  $449,900 Sold Jun 09, 2025

  • 1,568 Sq Ft
  • $287/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  574 Main Rd, Chesterfield, MA 01012

  EXPERIENCE THE PERFECT BLEND of classic design and modern comfort in this custom Colonial, nestled in a tranquil setting just 15 minutes from Northampton. The semi-open layout features a bright and airy living room with oversized windows and a gas fireplace, and a recently remodeled kitchen with breakfast bar, ample cabinetry, granite countertops and stainless steel appliances. The spacious

  Jill Vincent-Lapan Canon Real Estate, Inc.

  574 Main Rd, Chesterfield, MA 01012
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  /33

  Est $392,839 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
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  /12

  $269,000

  • 2 Beds
  • 1 Bath
  • 871 Sq Ft

  46 Bray Rd, Chesterfield, MA 01012

  Year-Round Waterfront living in this adorable 2-bedroom, 1 bath cottage tucked along the shores of Damon Pond in Chesterfield, MA. Featuring an open floor plan that maximizes space and light. Remodeled kitchen and bath. New Metal roof (2021). Storage shed. Nature lovers will feel right at home with frequent sightings of kingfishers, blue herons and even bald eagles. Spend your days kayaking,

  Linda Webster Coldwell Banker Community REALTORS®

  46 Bray Rd, Chesterfield, MA 01012
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  /41

  $362,000 Sold Jun 06, 2025

  • 1,300 Sq Ft
  • $278/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  325 East St, Williamsburg, MA 01096

  Your Countryside Retreat Awaits! Nestled in the serene woods of Chesterfield, this charming two-bedroom home offers the perfect blend of privacy and convenience. Enjoy the tranquility of nature while remaining just minutes from Northampton, Easthampton, and Florence. Step inside to find a cozy, well-appointed kitchen with a gas stove and a bright four-season room that invites you to relax while

  Cyd Scott Cohn & Company

  325 East St, Williamsburg, MA 01096
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  /42

  Est $464,552 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
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  /5

  $179,000

  • Land
  • 4.00 Acres
  • $44,750 per Acre

  0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012

  Rare water front lot on Damon Pond. Clearing needed to obtain a year round view of the pond. Lot is perc tested, surveyed with electric service contracted to be delivered this summer. Join the association and have access to the recreation and beach area. NO power boating but kayaking, canoeing, fishing. 25 minutes to Northampton. Year round recreational living in a quiet private setting.

  James Molyneux Molyneux Realty

  0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012
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  /9

  $60,000 Sold May 20, 2025

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

  • 26 Days On Market

  40 East St, Chesterfield, MA 01012

  Lovely building lot on East St in Chesterfield. Partially cleared, with stream access. As a bonus there is a drilled well on-site, and septic plans in hand. The well has both a hand pump and mechanical pump (mechanical pump just needs electric run from the road). Bring your builder and your imagination to create a home in the charming hilltown of Chesterfield. Enjoy the Chesterfield General

  Alexis Noyes Brick & Mortar Northhampton

  40 East St, Chesterfield, MA 01012
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  /17

  Not Listed For Sale

  0 East St, Chesterfield, MA 01012

  0 East St, Chesterfield, MA 01012
• 

  

  /42

  $775,000

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

  330 East St, Williamsburg, MA 01096

  Nestled on over 70 acres of natural beauty just over the Westhampton border, this nearly 3,000 sq ft custom-built home offers privacy, peace, and thoughtful design throughout. Large southern-facing windows capture mountain views, while the open floor plan flows seamlessly from the kitchen to living and dining areas. Radiant floor heat, tile floors, and a sunroom enhance comfort year-round.

  Jill Vincent-Lapan Canon Real Estate, Inc.

  330 East St, Williamsburg, MA 01096
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  /42

  $389,900 Sold May 15, 2025

  • 2,043 Sq Ft
  • $191/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  11 Bryant St, Chesterfield, MA 01012

  Amazing split level home with privacy, land and small town vibes! Chesterfield is a picturesque town on the western border of Hampshire County, close to the Berkshires and all that the area has to offer, yet also close to points east such as Northampton and Springfield. Here you will find 3 bedrooms and 1 bath on the upper level, a large living room with fireplace, dining area and new kitchen on

  Kempf-Vanderburgh Realty Consultants Kempf-Vanderburgh Realty Consultants, Inc.

  11 Bryant St, Chesterfield, MA 01012
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  /28

  Est $308,722 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft

  21 South St, Chesterfield, MA 01012

  21 South St, Chesterfield, MA 01012
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  /4

  $669,000

  • 4 Beds
  • 3.5 Baths
  • 1,908 Sq Ft

  510 Main Rd, Chesterfield, MA 01012

  Incredible opportunity to personalize a nearly new construction! This home is undergoing a complete transformation—only the original first-floor framing remains. A full second-floor addition and full interior rebuild are in progress. Now framed with rough plumbing and electrical underway, this is the ideal time for a buyer to select finishes and add personal style. The second floor will feature a

  Daniel James Piasecki Coldwell Banker Community REALTORS®

  510 Main Rd, Chesterfield, MA 01012
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  /40

  $335,000 Sold May 05, 2025

  • 1,068 Sq Ft
  • $314/SF
  • 247 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  8 Antin Rd, Chesterfield, MA 01012

  Situated on a quiet back road in Chesterfield, this waterfront property offers a beautiful yard with ample space for relaxation. Located on Damon Pond, this ranch style home has been meticulously maintained and updated with Central A/C. The open concept layout flows nicely, featuring a large, bright kitchen and dining area with beautiful views of the pond. The spacious living room adds to the

  Robert Canon Canon Real Estate, Inc.

  8 Antin Rd, Chesterfield, MA 01012
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  /37

  Est $307,919 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  386 Main Rd, Chesterfield, MA 01012

  386 Main Rd, Chesterfield, MA 01012
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  /37

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  31 Farmhouse Rd, Chesterfield, MA 01012

  Whether it's year-round or a summer retreat, you've got swimming and ice skating covered.Escape to this charming lakefront cottage, a perfect blend of comfort and natural beauty. Built in 1989, this delightful single-family home features 2 cozy bedrooms and 1 full bath, all nestled in a tranquil wooded setting. The open-concept layout invites warmth and light, with expansive windows that frame

  Shelly Hardy Brick & Mortar Northhampton

  31 Farmhouse Rd, Chesterfield, MA 01012
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  /41

  $475,000 Sold Apr 22, 2025

  • 2,593 Sq Ft
  • $183/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1870

  419 Main Rd, Chesterfield, MA 01012

  A quintessential 1870 New England farmhouse, and former Parsonage, built with quality and benefitting from many recent updates. The first floor includes two parlors, dining room with bay window and built in china cupboard and big country kitchen with pantry. The two parlors and dining room all have pegged oak floors. There is a full bath on the first floor as well. Enjoy the cozy heat from

  Michael Packard Coldwell Banker Community REALTORS®

  419 Main Rd, Chesterfield, MA 01012
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  /42

  Est $354,038 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  502 Main Rd, Chesterfield, MA 01012

  502 Main Rd, Chesterfield, MA 01012
• 

  

  /40

  $450,000 Pending

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

  11 Farmhouse Rd, Chesterfield, MA 01012

  The owner built this for their retirement home, but their plans changed. Be the first to occupy this bright & spacious Cape style home w/an open floor plan, first floor Primary Bedroom w/private Bathroom & First Floor Laundry. The Kitchen is fully equipped w/ stainless steel appliances and recessed lighting. The large Center Island is accented with pendant lights & is perfect for casual meals.

  Dan Schachter DCS Real Estate, LLC

  11 Farmhouse Rd, Chesterfield, MA 01012
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  /13

  $70,000 Sold Apr 15, 2025

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

  • 6 Days On Market

  lot A Pynchon Rd, Chesterfield, MA 01012

  An outstanding forest sanctuary. Five acres with some scenic, level areas to build your new home. This land is ready to go with a survey and a recent perk test, The setting has mature forest with stone walls and rock outcroppings. A private setting in a quiet area, yet close to Northampton, the colleges and the Berkshires.

  James Adams Hilltown Real Estate by Adams Realty

  lot A Pynchon Rd, Chesterfield, MA 01012
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  /39

  Est $344,536 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 847 Sq Ft

  653 Main Rd, Chesterfield, MA 01012

  653 Main Rd, Chesterfield, MA 01012
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  /40

  $440,000 Pending

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

  109 East St, Chesterfield, MA 01012

  Oversized ranch on 4.75 acres abutting the Silvio O. Conte Wildlife Refuge and Dead Branch State Forest. Single level living at its best with renovated kitchen featuring granite counters, shaker cabinets, tile floor, and stainless appliances, opening to dining area with sliders to wraparound deck. Oversized living room with bay window, hardwood floors, and handsome brick fireplace. Down the hall

  Holly Young Delap Real Estate LLC

  109 East St, Chesterfield, MA 01012
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  /22

  $205,000 Sold Mar 24, 2025

  • 508 Sq Ft
  • $404/SF
  • 150 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  43 Don Emerson Rd, Chesterfield, MA 01012

  Nice little seasonal cottage with a large porch overlooking the Pond. Rustic interior, comes with some furnishings. Beautiful large lot with newer drilled well and older septic system. Cleared path down to the shore with small dock in need or work. Lovely view of the lake. Truly a great property for future expansion. Only a short distance from the Town maintained and plowed portion of the

  James Molyneux Molyneux Realty

  43 Don Emerson Rd, Chesterfield, MA 01012
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  /30

  Est $242,913 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  388 Ireland St, West Chesterfield, MA 01084

  388 Ireland St, West Chesterfield, MA 01084
• 

  

  /42

  $425,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  85 Damon Pond Rd, Chesterfield, MA 01012

  Enjoy peaceful country living in this spacious raised ranch built in 2001, set on a little over 3 acres. eating a durable metal roof, low maintenance vinyl siding, and fresh interior paint, this home offers 3 bedrooms and 2.5 baths. A bright 3 season porch adds charm and extra living space. The lower level includes a kitchenette, bath, and generous space- ideal for multi generational living or

  Stacy Ashton Ashton Realty Group Inc.

  85 Damon Pond Rd, Chesterfield, MA 01012
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  /27

  $300,000 Sold Mar 14, 2025

  • 1,094 Sq Ft
  • $274/SF
  • 20 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1996

  11 Damon Pond Rd, Chesterfield, MA 01012

  In the rolling hills of Western New England is a peaceful setting, nestled in nature, offering a sense of privacy. Although you know you have neighbors, you really don’t see them unless you want to see them! In the summer and winter, what you do see is nature’s beauty. Whether you’re sitting alongside your own tiny, private pond, in your garden or out by the woods, you can truly soak in

  James Kwiecinski The Murphys REALTORS®, Inc.

  11 Damon Pond Rd, Chesterfield, MA 01012
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  /23

  Est $292,333 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  238 Bryant St, Chesterfield, MA 01012

  238 Bryant St, 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 RE/MAX Connections - Belchertown

  134 Indian Hollow Rd, Chesterfield, MA 01012
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  /10

  $132,000 Sold Feb 07, 2025

  • Land
  • 3.81 Acres
  • $34,646 per Acre

  • 89 Days On Market

  Lot 6 Bissell Rd, Chesterfield, MA 01096

  Beautiful 3.808 acre country lot in rural setting in Chesterfield. 200.44 ft frontage on Bissell Rd. Wooded, perked lot to build your very own house! Land is very slightly sloping front to back; west to east. Situated in the foothills of the Berkshires - easy drive to Northampton (~15 minutes). Access to electrical service at street. High-speed broadband internet service available. Beautiful fall

  Darin Thompson Stuart St James, Inc.

  Lot 6 Bissell Rd, Chesterfield, MA 01096
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  /35

  Est $509,542 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
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  /9

  $75,000 Sold Jan 31, 2025

  • Land
  • 1.08 Acres
  • $69,444 per Acre

  • 138 Days On Market

  0 Antin Rd, Chesterfield, MA 01012

  SELLER REDUCES PRICE FOR THIS rare waterfront lot on Damon Pond offering canoe, kayak, fishing, beach access, and more. This lot is surveyed with a driveway and cleared area to get started on your building site. There is an Electric Service pole on site with an old Meter and breaker box so power is available on site. 99.5 feet along the water with a older dock/deck at the shore edge. Pleasant

  James Molyneux Molyneux Realty

  0 Antin Rd, Chesterfield, MA 01012
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  /42

  Est $439,048 Not Listed For Sale

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

  185 East St, Williamsburg, MA 01096

  185 East St, Williamsburg, MA 01096
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  /7

  $75,000 Sold Dec 18, 2024

  • Land
  • 33 Acres
  • $2,260 per Acre

  • 3 Days On Market

  0-B Damon Pond Rd, Chesterfield, MA 01012

  Large wood lot currently under management as forest land. Long frontage. Much wetland with a little elevated area near the road and much of the back acres. Being sold with Ch. 61 in place. This is a portion of an overall larger parcel across the road. Additional 37 acres across the road in MLS# 73293779

  James Molyneux Molyneux Realty

  0-B Damon Pond Rd, Chesterfield, MA 01012
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  /38

  Est $444,881 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  213 Ireland St, West Chesterfield, MA 01084

  213 Ireland St, West Chesterfield, MA 01084
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  /6

  $175,000 Sold Dec 18, 2024

  • Land
  • 37 Acres
  • $4,688 per Acre

  • 4 Days On Market

  0-A Damon Pond Rd, Chesterfield, MA 01012

  Traditional use for this land has been forest management and part of an additional 33 acres across the road. also for sale. This parcel offers just over 1,000 feet of road frontage by survey and 1,300 ' +- of waterfront on Damon Pond offering future possibilities for this unique parcel. Currently under Chapter 61.

  James Molyneux Molyneux Realty

  0-A Damon Pond Rd, Chesterfield, MA 01012
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  /27

  Est $424,520 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,528 Sq Ft

  1 Curtis Rd, Williamsburg, MA 01096

  1 Curtis Rd, Williamsburg, MA 01096
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  /7

  $85,000 Sold Dec 18, 2024

  • Land
  • 6 Acres
  • $15,455 per Acre

  • 36 Days On Market

  0 Damon Pond Rd, Chesterfield, MA 01012

  Unique lot with long road frontage on 2 roads creating a triangle. Entirely wooded with a former home site with an old stone lined cellar hole. This location is set nicely between Rt 9 in Goshen, the shared elementary school, center of Chesterfield along with and easy trip to Rt. 143 into Williamsburg. Great site offering a nice residential use with ample frontage and acreage for possible

  James Molyneux Molyneux Realty

  0 Damon Pond Rd, Chesterfield, MA 01012

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