27

Recently Sold Chesterfield, MA Homes

Section Image
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /24

    $67,000 Sold Nov 15, 2024

    • 965 Sq Ft
    • $69/SF
    • 154 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    33 South St, Chesterfield, MA 01012

    Grab your tools & unlock the potential of this 2 bedroom, 1 bathroom fixer-upper! Set on 2 acres, the home is conveniently located near the center of town, the Chesterfield Gorge, and 20 minutes from downtown Northampton. Although the home needs some finishing touches including a new septic system (buyer responsibility), it could be a great investment & opportunity to build some equity! Make your

    Donald Mailloux Coldwell Banker Community REALTORS®

    33 South St, Chesterfield, MA 01012
  • /39

    $505,000 Sold Oct 31, 2024

    • 2,449 Sq Ft
    • $206/SF
    • 82 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1986

    43 Munson Rd, Chesterfield, MA 01012

    Looking for a mini-farm with some acreage? This Cape on over 13 acres may be just what you're looking for. With 3 bedrooms, 1.5 baths, a partially finished basement, fireplace, hardwood floors, this comfortable home features an open kitchen/diningroom with vaulted ceiling and a skylight; spacious living room featuring a soapstone stove that keeps the house toasty in winter. First floor bedroom is

    Kimberly Goggins 5 College REALTORS® Northampton

    43 Munson Rd, Chesterfield, MA 01012
  • /42

    $440,000 Sold Sep 25, 2024

    • 1,531 Sq Ft
    • $287/SF
    • 56 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1978

    73 North Rd, Chesterfield, MA 01012

    Pastoral setting on 5 acres wrapped in solitude and peace at this unique retreat less than 30 minutes from Northampton. A newly-built driveway leads to a magical log cabin w/ hand-hewn logs, pretty stone fireplace, great wood flrs, and a deep front porch for quiet evenings. Sweet kitchen has meal prep space for the serious home cook. Authentic post-and-beam custom-built wood-fired Finnish sauna

    Amy Heflin Keller Williams Realty

    73 North Rd, Chesterfield, MA 01012
  • /6

    $65,000 Sold Aug 19, 2024

    • Land
    • 2.26 Acres
    • $28,761 per Acre
    • 3 Days On Market

    108-2 South St, Chesterfield, MA 01012

    Enjoy an abundance of wildlife right in your own yard with this newly divided 2.26 acre lot. Lot is roughly 75% cleared, perk has been completed, well is in place and ready for your plans. Bring your imagination and build your dream home.

    Malissa Jean-Charles Keller Williams Boston MetroWest

    108-2 South St, Chesterfield, MA 01012
  • /42

    $621,875 Sold Aug 19, 2024

    • 1,988 Sq Ft
    • $313/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    108 South St, Chesterfield, MA 01012

    Escape to your secluded sanctuary on over 20 acres of pristine countryside, just a short drive from Northampton. This contemporary home blends modern comfort with natural beauty, featuring vaulted ceilings and a striking brick fireplace in the spacious living room. Three bedrooms and two baths provide ample space, while a serene three-season porch invites you to enjoy the surrounding wildlife and

    Malissa Jean-Charles Keller Williams Boston MetroWest

    108 South St, Chesterfield, MA 01012
  • /8

    $75,000 Sold Aug 06, 2024

    • Land
    • 0.28 Acre
    • $267,857 per Acre
    • 4 Days On Market

    0 Bray Rd, Chesterfield, MA 01012

    Stunning waterfront lot on Damon Pond. A dock and direct lake access for kayaking or canoeing from this idyllic lot and rare opportunity to own a piece of solitude and quiet. 130 feet of frontage. Tent platform in great shape on site and full canvas tent available for use for new owner. Shade and sunlight mix for a pretty incredible spot for swimming or reading or a cookout with friends.

    Amy Heflin Keller Williams Realty

    0 Bray Rd, Chesterfield, MA 01012
  • /37

    $310,000 Sold Aug 02, 2024

    • 1,260 Sq Ft
    • $246/SF
    • 10 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    386 Main Rd, Chesterfield, MA 01012

    Charming antique farmhouse on 11 acres exudes rustic allure. This 3-bedroom, 1-bath abode boasts original wood floors that tell tales of generations past. The character-rich ambiance is a testament to its history. The bedrooms are all on one floor with some separation for privacy. The oversized kitchen can handle a large table for your gatherings. A rustic barn is a great spot for your hobbies or

    The Jackson & Nale Team RE/MAX Connections - Belchertown

    386 Main Rd, Chesterfield, MA 01012
  • /39

    $345,000 Sold Jul 19, 2024

    • 847 Sq Ft
    • $407/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    653 Main Rd, Chesterfield, MA 01012

    Own a slice of hilltown heaven with this delightful riverfront property in Chesterfield. Relax on multiple Goshen stone patios and watch the birds and wildlife. If you flyfish, the pristine waters of West Branch Brook are heaven with native and stocked trout. Adorable 2 bd Main house is recently painted, newer metal roof, and many other newer amenities and charming decor. Fully furnished and

    Linda Webster Coldwell Banker Community REALTORS®

    653 Main Rd, Chesterfield, MA 01012
  • /42

    $475,000 Sold Jul 12, 2024

    • 1,017 Sq Ft
    • $467/SF
    • 15 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    33 Farmhouse Rd, Chesterfield, MA 01012

    Highest and Best offers due Tuesday June 18th @ 2:00PM. Nestled on the shores of Lake Damon, this charming 2-bedroom, 1.5-bathroom year round bungalow offers a blend of rustic charm & modern convenience. With 193+ feet of waterfront, the home provides direct access to the lake w/ a private dock on the deep end, perfect for swimming, boating (no motors allowed), & fishing. The exterior features

    Shelly Hardy Brick & Mortar Northhampton

    33 Farmhouse Rd, Chesterfield, MA 01012
  • /41

    $462,000 Sold Jul 10, 2024

    • 1,344 Sq Ft
    • $344/SF
    • 4 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1995

    189 Sugar Hill Rd, Williamsburg, MA 01096

    Prepare to be charmed by this sweet Cape style home, on a scenic park like 2+ acres, with the barn/workshop/studio you’ve been hoping to find. Located on a quiet country road this meticulously maintained cape was built by the current owners with comfort in mind. The cozy living room is anchored by a Vermont Castings woodstove installed in ’21, on a custom hearth. A window seat overlooks the

    Jennifer Gross Coldwell Banker Community REALTORS®

    189 Sugar Hill Rd, Williamsburg, MA 01096
  • /21

    $355,000 Sold Jul 09, 2024

    • 1,248 Sq Ft
    • $284/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    583 Main Rd, Chesterfield, MA 01012

    Nature lovers dream! Rare Opportunity! Buyer's financing fell through. This well-maintained 3 bedroom, 2 bath ranch sits on 9+ acres abutting conservation land and in close proximity to the Chesterfield Gorge. The home boasts open concept living with a wood stove to make this efficient home cozier, plus nice-sized rooms and plenty of storage! Updates include primary bath, fresh paint in most

    Rhonda Cohen Keller Williams Realty

    583 Main Rd, Chesterfield, MA 01012
  • /2

    $130,000 Sold Oct 18, 2024

    • 1,248 Sq Ft
    • $104/SF
    • 26 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1995

    205 Sugar Hill Rd, Williamsburg, MA 01096

    Discover the potential in this 1995 Cape home, featuring four bedrooms and one and a half baths, nestled on over 2 acres. With a four-bedroom septic system installed in 1995 (as per public record), this property offers a solid foundation for the right buyer. Please note that the property is being sold 'as is, where is,' with the buyer assuming responsibility for the cleanout and septic & Well

    Shelly Hardy Brick & Mortar Northhampton

    205 Sugar Hill Rd, Williamsburg, MA 01096

Frequently Asked Questions

What is the average home price in Chesterfield, MA?
Homes for sale in Chesterfield, MA have an average home price of $446,322.
What is the average time to sell a house in Chesterfield, MA?
The houses for sale in Chesterfield, MA spend an average of 86 days on the market.
What is the number of active homes for sale in Chesterfield, MA?
There is 1 active home for sale in Chesterfield, MA.
How many homes have sold over the last 12 months in Chesterfield, MA?
8 homes have sold in Chesterfield, MA over the last 12 months.

Home Trends in Chesterfield, MA

Housing Trends

Median Sale Price
$414,950
Median Single Family Sale Price
$440,000
Average Price Per Sq Ft
$295
Number of Homes for Sale
1
Last 12 months Home Sales
8
Months of Supply
1.50
Median List Price
$449,000
Median Change From 1st List Price
2%
How to Buy a Home How to Sell a Home How to Rent a Home